Antimicrobial adhesion inhibitor and method for inhibiting bacterial adhesion

Abstract

To provide a bacteria adhesion inhibitor capable of easily obtaining good bacteria adhesion inhibiting effect against various bacterial strains and on surfaces of solid bodies made of various materials.SOLUTION: (1) A bacteria adhesion inhibitor contains one or more polysaccharides selected from the group consisting of (A1), (A2) and (A3) below; and (2) a bacteria adhesion inhibiting method includes a treatment step in which the polysaccharide is physically adsorbed onto a surface of a solid body with an aqueous solution containing the polysaccharide. (A1) is a polysaccharide selected from the group consisting of starch, guar gum, locust bean gum, carrageenan, xanthan gum, and gellan gum; (A2) is a cellulose derivative selected from the group consisting of ethyl cellulose and hydroxyethyl methylcellulose; and (A3) is a polysaccharide derivative substituted by a substituent having a hydrocarbon group in which hydrogen atoms of one or more hydroxyl groups are at least 4 carbon atoms, of the polysaccharide (A1), the cellulose derivative (A2), the hydroxyethyl cellulose or the hydroxypropyl methylcellulose.SELECTED DRAWING: None

Description

[Technical Field]

[0001] The present invention relates to a bacterial adhesion inhibitor and a method for inhibiting bacterial adhesion. [Background technology]

[0002] Antimicrobial materials are in high demand not only in the medical and hygiene fields, but also in everyday household goods. Antimicrobial materials include antibacterial agents and disinfectants that suppress the growth of bacteria on solid surfaces, as well as antimicrobial adhesion inhibitors that prevent bacteria from adhering to solid surfaces.

[0003] For example, Patent Document 1 describes a method of coating an object surface that has been plasma-treated by stably bonding hyaluronic acid or its derivatives or carboxymethylcellulose esters to the surface of the object using polyethyleneimine, thereby reducing the adhesion of bacteria to the surface of the object. Furthermore, Patent Document 2 describes a method for suppressing bacterial adhesion to hard surfaces, which involves leaving a predetermined amount of saponin, a plant extract, on the hard surface. This method suppresses bacterial adhesion to hard surfaces without adverse effects on the human body. [Prior art documents] [Patent Documents]

[0004] [Patent Document 1] Japanese Patent Publication No. 2008-80153 [Patent Document 2] Japanese Patent Publication No. 2014-33827 [Overview of the project] [Problems that the invention aims to solve]

[0005] Once bacteria attach to a solid surface, they multiply and form a biofilm. Removing bacteria and biofilms attached to solid surfaces is time-consuming and costly, so there is a growing demand for bacterial adhesion inhibitors and methods that can prevent bacteria from attaching to solid surfaces. However, in the method described in Patent Document 1, hyaluronic acid or its derivatives or carboxymethylcellulose esters that coat the surface of an object are said to be able to suppress bacterial adhesion by being stably bonded to the surface of the object through chemical bonding. In order to achieve stable bonding, it was necessary to pre-treat the surface of the object with plasma or with other compounds. Furthermore, the method described in Patent Document 2 uses saponins extracted from specific plants, and therefore cannot be said to be suitable for versatility or general use.

[0006] The present invention relates to a bacterial adhesion inhibitor and a bacterial adhesion inhibitor that can easily obtain a good bacterial adhesion inhibitory effect against various bacterial species and on the surface of various solid materials. [Means for solving the problem]

[0007] The present inventors have focused on the fact that by using a predetermined polysaccharide and / or polysaccharide derivative, a good inhibitory effect on bacterial adhesion can be exerted against various bacterial species and on the surfaces of various solid materials, and have found that the above problems can be solved.

[0008] In other words, the present invention relates to the following [1] and [2]. [1] A bacterial adhesion inhibitor comprising one or more polysaccharides selected from the group consisting of (A1), (A2), and (A3) below. (A1) Polysaccharides selected from the group consisting of starch, guar gum, locust bean gum, carrageenan, xanthan gum, and gellan gum. (A2) Cellulose derivatives selected from the group consisting of ethylcellulose and hydroxyethylmethylcellulose. (A3) Polysaccharide derivatives of the polysaccharide (A1), the cellulose derivative (A2), hydroxyethylcellulose, or hydroxypropylmethylcellulose in which one or more hydrogen atoms of a hydroxyl group are substituted with a substituent having a hydrocarbon group having 4 or more carbon atoms (however, in the case where the hydroxyl group of hydroxyethylcellulose is substituted with the substituent, substituents having a cationic group and exhibiting cationic properties as a whole are excluded). [2] A method for inhibiting bacterial adhesion, comprising the step of performing a treatment in which an aqueous solution containing one or more polysaccharides selected from the group consisting of (A1), (A2), and (A3) below is used to physically adsorb the polysaccharides onto the surface of a solid. (A1) Polysaccharides selected from the group consisting of starch, guar gum, locust bean gum, carrageenan, xanthan gum, and gellan gum. (A2) Cellulose derivatives selected from the group consisting of ethylcellulose and hydroxyethylmethylcellulose. (A3) Polysaccharide derivatives of the polysaccharide (A1), the cellulose derivative (A2), hydroxyethylcellulose, or hydroxypropylmethylcellulose in which one or more hydrogen atoms of a hydroxyl group are substituted with a substituent having a hydrocarbon group having 4 or more carbon atoms (however, in the case where the hydroxyl group of hydroxyethylcellulose is substituted with the substituent, substituents having a cationic group and exhibiting cationic properties as a whole are excluded). [Effects of the Invention]

[0009] According to the present invention, it is possible to provide a bacterial adhesion inhibitor and a bacterial adhesion inhibitory method that can easily obtain a good bacterial adhesion inhibitory effect against various bacterial species and on the surface of solids of various materials. [Modes for carrying out the invention]

[0010] [Antibacterial adhesion inhibitor] The bacterial adhesion inhibitor of the present invention contains one or more polysaccharides selected from the group consisting of (A1), (A2), and (A3) below (hereinafter also simply referred to as "polysaccharides"). (A1) Polysaccharides selected from the group consisting of starch, guar gum, locust bean gum, carrageenan, xanthan gum, and gellan gum. (A2) Cellulose derivatives selected from the group consisting of ethylcellulose and hydroxyethylmethylcellulose. (A3) Polysaccharide derivatives of the polysaccharide (A1), the cellulose derivative (A2), hydroxyethylcellulose, or hydroxypropylmethylcellulose in which one or more hydrogen atoms of a hydroxyl group are substituted with a substituent having a hydrocarbon group having 4 or more carbon atoms (however, in the case where the hydroxyl group of hydroxyethylcellulose is substituted with the substituent, substituents having a cationic group and exhibiting cationic properties as a whole are excluded). In the present invention, "cationic group" refers to a cationic group or a group that can be ionized to become a cationic group. Examples of cationic groups include primary amino groups, secondary amino groups, tertiary amino groups, and their salts, as well as quaternary ammonium groups. Here, the cationic group is not a concept that includes an amphoteric group. An amphoteric group has equimolar amounts of a cationic group and an anionic group, and the functional group as a whole does not exhibit cationic properties. Therefore, the above proviso does not exclude the case in which the hydroxyl group of hydroxyethylcellulose is substituted with a substituent having a hydrocarbon group with 4 or more carbon atoms, and the substituent includes an amphoteric group.

[0011] The bacterial adhesion inhibitor of the present invention, by containing a predetermined polysaccharide and / or polysaccharide derivative, exhibits a good bacterial adhesion inhibitory effect against various bacterial species and on solid surfaces of various materials.

[0012] The polysaccharides used in the bacterial adhesion inhibitor of the present invention are preferably water-soluble from the viewpoint of good bacterial adhesion inhibitory effect and ease of handling. In this specification, "water-soluble" means that the solubility in water at 25°C is 0.1 g / 100 g or more. From the viewpoint of the stability of the bacterial adhesion inhibitor and ease of handling during application, the bacterial adhesion inhibitor may contain components other than the polysaccharides mentioned above. Examples of such components include water, surfactants, organic solvents, fragrances, and pH adjusters. The organic solvent is preferably a water-soluble organic solvent that can be miscible with water in any proportion.

[0013] <Polysaccharide> [(A1):Polysaccharide] The polysaccharide (A1) used in the bacterial adhesion inhibitor of the present invention is selected from the group consisting of starch, guar gum, locust bean gum, carrageenan, xanthan gum, and gellan gum. Of these, the polysaccharide (A1) is preferably selected from the group consisting of starch, locust bean gum, carrageenan, xanthan gum, and gellan gum, more preferably from the group consisting of starch, locust bean gum, xanthan gum, and gellan gum, even more preferably from the group consisting of locust bean gum, xanthan gum, and gellan gum, and even more preferably from the group consisting of locust bean gum and xanthan gum.

[0014] [(A2): Cellulose derivatives] The cellulose derivative (A2) used in the bacterial adhesion inhibitor of the present invention is selected from the group consisting of ethylcellulose and hydroxyethylmethylcellulose. Of these, ethylcellulose is preferred as the cellulose derivative (A2) from the viewpoint of a good bacterial adhesion inhibitory effect.

[0015] [(A3): Polysaccharide derivative] The polysaccharide derivative (A3) used in the bacterial adhesion inhibitor of the present invention is a polysaccharide (A1), a cellulose derivative (A2), hydroxyethylcellulose (hereinafter sometimes abbreviated as "HEC"), or hydroxypropylmethylcellulose (hereinafter sometimes abbreviated as "HPMC"), in which one or more hydrogen atoms of a hydroxyl group are substituted with a substituent having a hydrocarbon group having 4 or more carbon atoms (however, in the case where the hydroxyl group of hydroxyethylcellulose is substituted with the substituent, substituents having a cationic group and exhibiting cationic properties as a whole are excluded). In other words, polysaccharide derivative (A3) is a polysaccharide derivative obtained by introducing a substituent having a hydrocarbon group with 4 or more carbon atoms (however, in the case of hydroxyethylcellulose, substituents having a cationic group and exhibiting cationic properties as a whole) into polysaccharide (A1), cellulose derivative (A2), HEC, or HPMC.

[0016] The multiple hydroxyl groups of the polysaccharide (A1), cellulose derivative (A2), HEC, or HPMC may be partially substituted with the substituents, or all of them may be substituted, provided that the polysaccharide derivative (A3) is water-soluble and does not hinder the effects of the present invention. However, from the viewpoint of further improving the bacterial adhesion inhibitory effect, it is preferable that some of the multiple hydroxyl groups of the polysaccharide (A1), cellulose derivative (A2), HEC, or HPMC are substituted with the substituents. As a result, the polysaccharide derivative (A3) contains a hydrophilic unit with hydroxyl groups and a hydrophobic unit with hydrocarbon groups. The hydrophilic unit exerts a bacterial adhesion inhibitory effect, and the hydrophobic unit exerts an adsorption effect to solid surfaces. It is believed that the synergistic effect of these can further improve the bacterial adhesion inhibitory effect. Furthermore, the substituents on the hydrogen atoms of the hydroxyl group of the polysaccharide (A1), cellulose derivative (A2), HEC, or HPMC may all be the same substituent, or they may be different substituents.

[0017] The carbon number of the hydrocarbon group is preferably 4 or more, more preferably 6 or more, from the viewpoint of a good antimicrobial adhesion inhibitory effect and from the viewpoint of further improving the antimicrobial adhesion inhibitory effect by the adsorption effect of the hydrophobic unit to the solid surface. Furthermore, from the viewpoint of the hydrophilicity of the polysaccharide derivative (A3), it is preferably 28 or less, more preferably 26 or less, even more preferably 24 or less, even more preferably 22 or less, even more preferably 20 or less, and even more preferably 18 or less. Taking all of these viewpoints into account, the carbon number of the hydrocarbon group is preferably 4 to 28, more preferably 4 to 26, even more preferably 4 to 24, even more preferably 6 to 22, even more preferably 6 to 20, and even more preferably 6 to 18. The hydrocarbon group may be an aliphatic hydrocarbon group, an alicyclic hydrocarbon group, or an aromatic hydrocarbon group. The aliphatic hydrocarbon group may be a saturated aliphatic hydrocarbon group or an unsaturated aliphatic hydrocarbon group, and may be linear or branched. Examples of the hydrocarbon group include alkyl groups, phenyl groups, orthotolyl groups, metatolyl groups, paratolyl groups, naphthyl groups, anthryl groups, phenanthryl groups, biphenyl groups, benzyl groups, and phenethyl groups. Of these, the hydrocarbon group is preferably one or more selected from the group consisting of aliphatic hydrocarbon groups and aromatic hydrocarbon groups, from the viewpoint of a good antimicrobial adhesion effect, and more preferably one or more selected from the group consisting of linear or branched alkyl groups, phenyl groups, orthotolyl groups, metatolyl groups, paratolyl groups, biphenyl groups, and benzyl groups. Furthermore, from the viewpoint of a good antimicrobial adhesion effect, as well as availability and cost-effectiveness, the hydrocarbon group is even more preferably a linear or branched alkyl group.

[0018] The substituent is preferably one or more substituents represented by any of the following formulas (1) to (5). -(R 2 O) m (CH2) p R 1 (1) -(R 2 O) m CH2CH(OH)R 1(2) -(R 2 O) m CH(CH2OH)R 1 (3) -(R 2 O) m CH2CH(OH)CH2O(R 3 O) n R 1 (4) -(R 2 O) m CH(CH2OH)CH2O(R 3 O) n R 1 (5) (In formulas (1) to (5), R 1 is a hydrocarbon group having 4 to 28 carbon atoms. R 2 and R 3 are each independently an alkylene group having 2 to 4 carbon atoms. m is an integer of 0 or more and 30 or less, n is an integer of 0 or more and 30 or less, and p is an integer of 0 or more and 20 or less.)

[0019] R in formulas (1) to (5) 1 is a hydrocarbon group having 4 to 28 carbon atoms. R 1 The number of carbon atoms of the hydrocarbon group represented by is 4 or more, preferably 6 or more, from the viewpoint of a good antibacterial adhesion inhibitory effect and the adsorption action of the hydrophobic unit on the solid surface to further improve the antibacterial adhesion inhibitory effect. And from the viewpoint of the hydrophilicity of the polysaccharide derivative (A3), it is 28 or less, preferably 26 or less, more preferably 24 or less, still more preferably 22 or less, still more preferably 20 or less, still more preferably 18 or less. Considering these viewpoints together, the number of carbon atoms of R 1 is preferably 4 to 26, more preferably 4 to 24, still more preferably 6 to 22, still more preferably 6 to 20, still more preferably 6 to 18. <00002​The hydrocarbon group represented by may be an aliphatic hydrocarbon group, an alicyclic hydrocarbon group, or an aromatic hydrocarbon group. The aliphatic hydrocarbon group may be a saturated aliphatic hydrocarbon group or an unsaturated aliphatic hydrocarbon group, and may be linear or branched. Examples of the hydrocarbon group include alkyl groups, phenyl groups, orthotolyl groups, metatolyl groups, paratolyl groups, naphthyl groups, anthryl groups, phenanthryl groups, biphenyl groups, benzyl groups, and phenethyl groups. Of these, the hydrocarbon group is preferably one or more selected from the group consisting of aliphatic hydrocarbon groups and aromatic hydrocarbon groups, from the viewpoint of a good antimicrobial adhesion effect, and more preferably one or more selected from the group consisting of linear or branched alkyl groups, phenyl groups, orthotolyl groups, metatolyl groups, paratolyl groups, biphenyl groups, and benzyl groups. From the viewpoint of a good antimicrobial adhesion effect, as well as availability and economic efficiency, the hydrocarbon group is more preferably a linear or branched alkyl group.

[0020] R in equations (1) to (5) 2 and R 3 Each of these is an alkylene group having 2 to 4 carbon atoms. That is, R 2 O and R 3 O represents an oxyalkylene group. The presence of an oxyalkylene group in any substituent represented by formulas (1) to (5) of the polysaccharide derivative (A3) tends to improve the water solubility of the polysaccharide derivative (A3). R 2 and R 3 Each of these is independently an ethylene group, a propylene group, or a butylene group, preferably an ethylene group or a propylene group, and more preferably an ethylene group.

[0021] In formulas (1) to (5), m is an integer between 0 and 30, preferably between 0 and 20, more preferably between 0 and 15, even more preferably between 0 and 10, and may be 0. In formulas (4) and (5), n is an integer between 0 and 30, preferably between 0 and 20, more preferably between 0 and 15, even more preferably between 0 and 10, and may be 0. In formula (1), p is an integer between 0 and 20, preferably between 0 and 15, more preferably between 0 and 12, even more preferably between 0 and 10, even more preferably between 0 and 5, and may be 0.

[0022] One or more hydrogen atoms of the hydroxyl group of the polysaccharide (A1), cellulose derivative (A2), HEC, or HPMC may be substituted with other substituents in addition to substituents having a hydrocarbon group with 4 or more carbon atoms. Examples of such other substituents include one or more represented by any of the following formulas (1') to (5'). -(R 2 O) m (CH2) p R 4 (1') -(R 2 O) m CH2CH(OH)R 4 (2') -(R 2 O) m CH(CH2OH)R 4 (3') -(R 2 O) m CH2CH(OH)CH2O(R 3 O) n R 4 (4') -(R 2 O) m CH(CH2OH)CH2O(R 3 O) n R 4 (5') (In formulas (1') to (5'), R 4 R is a hydrogen atom, a carboxyl group, a carboxymethyl group, a sulfonic acid group, a phosphate group, or a betaine group. 2 , R 3m, n, and p are equivalent to those in equations (1) to (5), and the preferred embodiment is also the same.

[0023] R in equations (1') to (5') 4 From the viewpoint of a good bacterial adhesion inhibitory effect, one or more anionic groups selected from the group consisting of carboxyl groups, carboxymethyl groups, sulfonic acid groups, and phosphate groups are also preferred. R in equations (1') to (5') 4 From the viewpoint of a good bacterial adhesion inhibitory effect, a betaine group, which is an amphoteric group, is also preferred. The betaine group is preferably one or more selected from the group consisting of a sulfobetaine group, a carbobetine group, and a phosphobetaine group, and more preferably a sulfobetaine group.

[0024] The polysaccharide used in the aforementioned bacterial adhesion inhibitor is preferably one or more selected from the group consisting of cellulose derivatives (A2) and polysaccharide derivatives (A3), more preferably polysaccharide derivatives (A3), even more preferably one or more selected from the group consisting of modified HPMC and modified HEC, in which one or more hydrogen atoms of the hydroxyl groups of HPMC or HEC are substituted with substituents having a hydrocarbon group having 4 or more carbon atoms, even more preferably modified HEC, in which one or more hydrogen atoms of the hydroxyl groups of HEC are substituted with substituents having a hydrocarbon group having 4 or more carbon atoms, and even more preferably modified HEC, in which one or more hydrogen atoms of the hydroxyl groups of HEC are substituted with one or more substituents represented by any of the above formulas (1) to (5). These polysaccharide derivatives may also have substituents other than substituents having a hydrocarbon group having 4 or more carbon atoms, such as carboxyl groups, carboxymethyl groups, sulfonic acid groups, phosphate groups, betaine groups, etc. Specifically, examples include modified HEC (laurylglycidyl ether / sulfobetaine modified HEC) having a laurylglycidyl ether group and a sulfobetaine group.

[0025] From the viewpoint of a good antimicrobial adhesion inhibitory effect, substituents having hydrocarbon groups with 4 or more carbon atoms in the polysaccharide derivative (A3) can be introduced into polysaccharide (A1), cellulose derivative (A2), HEC, or HPMC by using a glycidyl ((poly)alkyleneoxy) hydrocarbyl ether having 4 or more carbon atoms in the hydrocarbyl group, more preferably a glycidyl ((poly)alkyleneoxy) alkyl ether having 4 or more carbon atoms in the alkyl group, and even more preferably a glycidyl alkyl ether having 4 or more carbon atoms in the alkyl group as an introduction agent. These polysaccharide derivatives correspond to polysaccharide (A1), cellulose derivative (A2), HEC, or HPMC in which the hydrogen atoms of the hydroxyl group are substituted with substituents represented by formula (4) or formula (5). Examples of glycidyl alkyl ethers include butyl glycidyl ether, hexyl glycidyl ether, octyl glycidyl ether, 2-ethylhexyl glycidyl ether, dodecyl glycidyl ether (lauryl glycidyl ether), octadecyl glycidyl ether (stearyl glycidyl ether), tetracosyl glycidyl ether, 2-heptylnonyl glycidyl ether, 2-decyltetradecanyl glycidyl ether, phenyl glycidyl ether, orthocresyl glycidyl ether, and orthophenylphenol glycidyl ether. Of these, butyl glycidyl ether, 2-ethylhexyl glycidyl ether, lauryl glycidyl ether, stearyl glycidyl ether, 2-heptylnonyl glycidyl ether, 2-decyltetradecanyl glycidyl ether, phenyl glycidyl ether, orthocresyl glycidyl ether, and orthophenylphenol glycidyl ether are preferred from the viewpoint of good bacterial adhesion inhibitory effect.

[0026] Furthermore, in the polysaccharide derivative (A3), hydrogen atoms are substituted with substituents having a hydrocarbon group with 4 or more carbon atoms. As an introduceant for introducing these substituents, epoxy compounds having 4 or more carbon atoms and an epoxy group at the end of the hydrocarbon are preferred from the viewpoint of a good antimicrobial adhesion effect, and 1,2-epoxyalkanes having 4 or more carbon atoms are preferred. Polysaccharide derivatives obtained using such introduceants correspond to polysaccharides (A1), cellulose derivatives (A2), HEC, or HPMC in which the hydrogen atoms of the hydroxyl group are substituted with substituents represented by formula (2) or formula (3). Examples of 1,2-epoxyalkanes include 1,2-epoxybutane, 1,2-epoxyhexane, 1,2-epoxyheptane, 1,2-epoxyoctane, 1,2-epoxydecane, 1,2-epoxytetradecane, and 1,2-epoxyoctadecane. Of these, 1,2-epoxyoctane and 1,2-epoxydecane are preferred from the viewpoint of having a good inhibitory effect on bacterial adhesion.

[0027] Furthermore, in the polysaccharide derivative (A3), hydrogen atoms are substituted with substituents having a hydrocarbon group with 4 or more carbon atoms. As an introduceant for introducing these substituents, halogenated hydrocarbons with 4 or more carbon atoms are preferred, and alkyl halides with 4 or more carbon atoms are preferred, from the viewpoint of a good antimicrobial adhesion effect. Polysaccharide derivatives obtained using such introduceants correspond to polysaccharides (A1), cellulose derivatives (A2), HEC, or HPMC in which the hydrogen atoms of the hydroxyl group are substituted with substituents represented by formula (1). Examples of alkyl halides include butyl bromide, hexyl bromide, octyl bromide, dodecyl bromide, octadecyl bromide, tetracosyl bromide, benzyl chloride, benzyl bromide, and iodobenzyl. Of these, benzyl chloride and benzyl bromide are preferred from the viewpoint of good bacterial adhesion inhibitory effect.

[0028] As a method for introducing substituents having a hydrocarbon group with 4 or more carbon atoms into the polysaccharide derivative (A3), for example, the method described in Japanese Patent Application Publication No. 2020-200452 can be used.

[0029] The preferred weight-average molecular weight of the polysaccharide is, from the viewpoint of ease of handling of the bacterial adhesion inhibitor and exhibiting a good bacterial adhesion inhibitory effect, preferably 50,000 or more, more preferably 80,000 or more, even more preferably 100,000 or more, and preferably 5,000,000 or less, more preferably 3,000,000 or less, even more preferably 2,000,000 or less, even more preferably 1,000,000 or less, and even more preferably 500,000 or less. The weight-average molecular weight of the polysaccharide can be measured by the method described in the examples.

[0030] <Target bacterial species> The bacterial adhesion inhibitor of the present invention exhibits a good bacterial adhesion inhibitory effect not only against a specific type of bacteria, but also against various other types of bacteria. In the present invention, the fungal species targeted for adhesion inhibition include, for example, fungi such as Rhodotorula mucilaginosa, Saccharomyces, and Pichia; molds such as Cladosporium, Aspergillus, Candida parapsilosis, Penicillium, Alternaria, Phoma, and Aureobasidium; and Pseudomonas aeruginosa and Pseudomonas putida. Pseudomonas (e.g., putida), Moraxella (e.g., Moraxella osloensis), Ralstonia, Burkholderia, Escherichia (e.g., Escherichia coli), Cupriavidus, Cyclobacter, Alcaligenes, Klebsiella, Proteus, Serratia, Roseomonas (e.g., Roseomonas mucosa), Methylobacterium variabile Gram-negative bacteria, such as those belonging to the genera Methylobacterium (including variabile), Acinetobacter, and Sphingomonas;Examples of Gram-positive bacteria include those belonging to the Bacillus genus (such as Bacillus cereus and Bacillus coagulans), Lactobacillus, Micrococcus, and Staphylococcus genus (such as Staphylococcus aureus). The bacterial adhesion inhibitor of the present invention exhibits a good inhibitory effect against these bacterial species. Of these, the bacterial species targeted for adhesion inhibition are preferably one or more species selected from the group consisting of Rhodotorula mucilaginosa, Candida parapsis, Pseudomonas, Moraxella osloensis, Roseomonas mucosa, Methylobacterium variabile, Sphingomonas, Micrococcus, and Staphylococcus aureus.

[0031] [Biofilm formation inhibitor] The biofilm formation inhibitor of the present invention comprises one or more polysaccharides selected from the group consisting of (A1), (A2), and (A3) below. (A1) Polysaccharides selected from the group consisting of starch, guar gum, locust bean gum, carrageenan, xanthan gum, and gellan gum. (A2) Cellulose derivatives selected from the group consisting of ethylcellulose and hydroxyethylmethylcellulose. (A3) Polysaccharide derivatives of the polysaccharide (A1), the cellulose derivative (A2), hydroxyethylcellulose, or hydroxypropylmethylcellulose in which one or more hydrogen atoms of a hydroxyl group are substituted with a substituent having a hydrocarbon group having 4 or more carbon atoms (however, in the case where the hydroxyl group of hydroxyethylcellulose is substituted with the substituent, substituents having a cationic group and exhibiting cationic properties as a whole are excluded). Here, the explanation of "cationic group" and the proviso is the same as the explanation in the section on bacterial adhesion inhibitors mentioned above, so it will be omitted.

[0032] Biofilms are membrane structures formed by bacteria attached to a solid surface and extracellular polysaccharides produced by those bacteria. Since biofilm formation presupposes the attachment of bacteria to a solid surface, suppressing bacterial attachment to a solid surface reduces the initial number of bacteria present on the surface, thereby suppressing biofilm formation. The composition of the biofilm formation inhibitor of the present invention is the same as that of the bacterial adhesion inhibitor described above. Therefore, the explanation of the polysaccharides and target bacterial species is the same as that described in the section on bacterial adhesion inhibitors above and will be omitted.

[0033] [Antibacterial agent] The present invention may also be an antimicrobial agent comprising one or more polysaccharides selected from the group consisting of (A1), (A2), and (A3) below. (A1) Polysaccharides selected from the group consisting of starch, guar gum, locust bean gum, carrageenan, xanthan gum, and gellan gum. (A2) Cellulose derivatives selected from the group consisting of ethylcellulose and hydroxyethylmethylcellulose. (A3) Polysaccharide derivatives of the polysaccharide (A1), the cellulose derivative (A2), hydroxyethylcellulose, or hydroxypropylmethylcellulose in which one or more hydrogen atoms of a hydroxyl group are substituted with a substituent having a hydrocarbon group having 4 or more carbon atoms (however, in the case where the hydroxyl group of hydroxyethylcellulose is substituted with the substituent, substituents having a cationic group and exhibiting cationic properties as a whole are excluded). Here, the explanation of "cationic group" and the proviso is the same as the explanation in the section on bacterial adhesion inhibitors mentioned above, so it will be omitted.

[0034] Antibacterial properties mean inhibiting bacterial growth. Since bacterial growth on solid surfaces depends on bacteria adhering to the surface, inhibiting bacterial adhesion reduces the initial number of bacteria present on the surface, thereby suppressing bacterial growth. The composition of the antibacterial agent is the same as that of the bacterial adhesion inhibitor. Therefore, the explanation of the polysaccharides and target bacterial species is the same as the explanation in the section on bacterial adhesion inhibitors above and will be omitted.

[0035] [Method for suppressing bacterial adhesion] The present invention provides a method for inhibiting bacterial adhesion, which includes the step of physically adsorbing polysaccharides onto the surface of a solid using an aqueous solution containing one or more polysaccharides selected from the group consisting of (A1), (A2), and (A3) below. (A1) Polysaccharides selected from the group consisting of starch, guar gum, locust bean gum, carrageenan, xanthan gum, and gellan gum. (A2) Cellulose derivatives selected from the group consisting of ethylcellulose and hydroxyethylmethylcellulose. (A3) Polysaccharide derivatives of the polysaccharide (A1), the cellulose derivative (A2), hydroxyethylcellulose, or hydroxypropylmethylcellulose in which one or more hydrogen atoms of a hydroxyl group are substituted with a substituent having a hydrocarbon group having 4 or more carbon atoms (however, in the case where the hydroxyl group of hydroxyethylcellulose is substituted with the substituent, substituents that have a cationic group and exhibit cationic properties as a whole are excluded). Here, the term "cationic group" is omitted as it is the same as the explanation given in the section on bacterial adhesion inhibitors above.

[0036] The present invention provides a method for inhibiting bacterial adhesion by physically adsorbing a predetermined polysaccharide onto the surface of a solid using an aqueous solution containing the polysaccharide. This method exhibits a good bacterial adhesion inhibitory effect against various bacterial species and on solid surfaces of various materials. A good bacterial adhesion inhibitory effect is obtained whether the solid surface is in the air or in water, and preferably, a better effect is obtained when the solid surface is in water.

[0037] The polysaccharides used in the bacterial adhesion inhibition method of the present invention are preferably water-soluble from the viewpoint of good bacterial adhesion inhibition effect and ease of handling. The aqueous solution containing the polysaccharide (hereinafter referred to as the "polysaccharide aqueous solution") may contain components other than the polysaccharide, from the viewpoint of ease of handling during processing, etc. Examples of such components include surfactants, organic solvents, fragrances, pH adjusters, etc. The organic solvent is preferably a water-soluble organic solvent that can be miscible with water in any proportion.

[0038] <Solid> The present invention provides a method for inhibiting bacterial adhesion, which involves treating a solid surface. The solid to be treated may be organic, inorganic, or a composite material, and examples include resins, metals, ceramics, glass, textiles, paper, skin, hair, and the like. The solid material is preferably one or more selected from the group consisting of polyester, acrylonitrile-butadiene-styrene resin, polycarbonate, polystyrene, polyvinyl chloride, polytetrafluoroethylene, polyethylene, polypropylene, stainless steel, and glass, as a material that can provide a good antimicrobial adhesion inhibitory effect; more preferably one or more selected from the group consisting of polyester, acrylonitrile-butadiene-styrene resin, polycarbonate, polystyrene, polyvinyl chloride, stainless steel, and glass; and even more preferably one or more selected from the group consisting of polyethylene terephthalate, acrylonitrile-butadiene-styrene resin, polycarbonate, polystyrene, polyvinyl chloride, stainless steel, and glass.

[0039] <Polysaccharide> Among the polysaccharides used in the bacterial adhesion inhibition method of the present invention, the polysaccharide (A1) and cellulose derivative (A2) are the same as the polysaccharide (A1) and cellulose derivative (A2) in the bacterial adhesion inhibitor, and the preferred embodiments are also the same. Of the polysaccharides, the hydrocarbon group included in the substituent of the polysaccharide derivative (A3) is preferably the same as the hydrocarbon group included in the substituent of the polysaccharide derivative (3) in the bacterial adhesion inhibitor, but the substituent of the polysaccharide derivative (A3) is preferably one or more substituents represented by any of the following formulas (1) to (6). -(R 2 O) m (CH2) p R 1 (1) -(R 2 O) m CH2CH(OH)R 1 (2) -(R 2 O)m CH(CH2OH)R 1 (3) -(R 2 O) m CH2CH(OH)CH2O(R 3 O) n R 1 (4) -(R 2 O) m CH(CH2OH)CH2O(R 3 O) n R 1 (5) -(R 2 O) m C(=O)(R 3 O) n R 1 (6) Formulas (1) to (5) are the same as formulas (1) to (5) in the bacterial adhesion inhibitor. R in formulas (1) to (6) 1 , R 2 , R 3 , m, n, and p are R in formulas (1) to (5) of the bacterial adhesion inhibitor. 1 , R 2 , R 3 , m, n, and p are the same, and the preferred embodiments are also the same. The substituent represented by formula (6) contains a carbonyl group, and this substituent can introduce an ester group to the polysaccharide (A1), the cellulose derivative (A2), HEC, or HPMC. In the bacterial adhesion suppression method of the present invention, a polysaccharide derivative to which an ester group has been introduced, in which one or more hydrogen atoms of the hydroxyl group of the polysaccharide (A1), the cellulose derivative (A2), HEC, or HPMC are substituted with the substituent represented by formula (6), can also be suitably used.

[0040] The polysaccharide used in the bacterial adhesion inhibition method of the present invention is preferably one or more selected from the group consisting of cellulose derivatives (A2) and polysaccharide derivatives (A3), more preferably polysaccharide derivatives (A3), even more preferably one or more selected from the group consisting of modified HPMC and modified HEC, in which one or more hydrogen atoms of the hydroxyl group of HPMC or HEC are substituted with substituents having a hydrocarbon group having 4 or more carbon atoms, even more preferably modified HEC, in which one or more hydrogen atoms of the hydroxyl group of HEC are substituted with substituents having a hydrocarbon group having 4 or more carbon atoms, even more preferably modified HEC, in which one or more hydrogen atoms of the hydroxyl group of HEC are substituted with one or more substituents represented by any of the above formulas (1) to (6), and even more preferably modified HEC, in which one or more hydrogen atoms of the hydroxyl group of HEC are substituted with one or more substituents represented by any of the above formulas (1) to (5). These polysaccharide derivatives may have substituents other than those having hydrocarbon groups with 4 or more carbon atoms, such as carboxyl groups, carboxymethyl groups, sulfonic acid groups, phosphate groups, betaine groups, etc. Specifically, examples include modified HEC (lauryl glycidyl ether / sulfobetaine modified HEC) having a lauryl glycidyl ether group and a sulfobetaine group.

[0041] Furthermore, in the polysaccharide derivative (A3), hydrogen atoms are substituted with substituents having a hydrocarbon group with 4 or more carbon atoms, and as an introducing agent for introducing such substituents, carboxylic acids, carboxylic acid halides, carboxylic acid anhydrides, etc., having hydrocarbon groups with 4 or more carbon atoms, are also preferred. Polysaccharide derivatives obtained using such introducing agents correspond to polysaccharides (A1), cellulose derivatives (A2), HEC, or HPMC in which the hydrogen atoms of the hydroxyl group are substituted with substituents represented by formula (6).

[0042] <Polysaccharide aqueous solution> In the bacterial adhesion suppression method of the present invention, the polysaccharide is physically adsorbed onto the surface of the solid to be treated using the polysaccharide aqueous solution. In the present invention, "physical adsorption" is distinguished from chemiadsorption, which is adsorption onto the solid surface accompanied by a chemical reaction. The process of physically adsorbing polysaccharides onto a solid surface does not require the use of binders or organic solvent solutions for the polysaccharides. It is simpler and safer to obtain a good inhibitory effect on bacterial adhesion using only an aqueous polysaccharide solution.

[0043] The surface of a solid can be treated with an aqueous polysaccharide solution by methods such as immersion, coating, spraying, or casting. Of these methods, the treatment is preferably carried out by immersing the surface of the solid in the aqueous polysaccharide solution, from the viewpoint of easily treating the surface of the solid uniformly. Afterwards, if necessary, the surface of the solid may be rinsed with water and dried. The concentration of polysaccharides in the polysaccharide aqueous solution depends on the treatment method and the desired degree of inhibition of bacterial adhesion, but is preferably 0.01% by mass or more, more preferably 0.02% by mass or more, even more preferably 0.05% by mass or more, and preferably 5% by mass or less, more preferably 2% by mass or less, and even more preferably 1% by mass or less. For example, when treating the surface of a solid by immersing it in a polysaccharide aqueous solution, it is preferable to clean the surface of the solid by washing or the like, immerse it in an aqueous solution with a polysaccharide concentration of 0.01% by mass or more and 5% by mass or less for 0.1 hours or more and 24 hours or less, then rinse it with water and air dry or blow dry it.

[0044] [Methods for inhibiting biofilm formation] The present invention provides a method for inhibiting biofilm formation, which includes a step of physically adsorbing polysaccharides onto the surface of a solid using an aqueous solution containing one or more polysaccharides selected from the group consisting of (A1), (A2), and (A3) below. (A1) Polysaccharides selected from the group consisting of starch, guar gum, locust bean gum, carrageenan, xanthan gum, and gellan gum. (A2) Cellulose derivatives selected from the group consisting of ethylcellulose and hydroxyethylmethylcellulose. (A3) Polysaccharide derivatives of the polysaccharide (A1), the cellulose derivative (A2), hydroxyethylcellulose, or hydroxypropylmethylcellulose in which one or more hydrogen atoms of a hydroxyl group are substituted with a substituent having a hydrocarbon group having 4 or more carbon atoms (however, in the case where the hydroxyl group of hydroxyethylcellulose is substituted with the substituent, substituents having a cationic group and exhibiting cationic properties as a whole are excluded). Here, the explanation of "cationic group" and the proviso is the same as the explanation in the section on bacterial adhesion inhibitors mentioned above, so it will be omitted.

[0045] Since biofilm formation presupposes the attachment of bacteria to a solid surface, suppressing bacterial attachment to the solid surface reduces the initial number of bacteria present on the solid surface, thereby suppressing biofilm formation. For this reason, the embodiments of the biofilm formation suppression method of the present invention are the same as the bacterial attachment suppression method described above, and therefore, a detailed explanation is omitted.

[0046] [Antibacterial method] The present invention may also include an antibacterial method that involves a step of physically adsorbing polysaccharides onto the surface of a solid using an aqueous solution containing one or more polysaccharides selected from the group consisting of (A1), (A2), and (A3) below. (A1) Polysaccharides selected from the group consisting of starch, guar gum, locust bean gum, carrageenan, xanthan gum, and gellan gum. (A2) Cellulose derivatives selected from the group consisting of ethylcellulose and hydroxyethylmethylcellulose. (A3) Polysaccharide derivatives of the polysaccharide (A1), the cellulose derivative (A2), hydroxyethylcellulose, or hydroxypropylmethylcellulose in which one or more hydrogen atoms of a hydroxyl group are substituted with a substituent having a hydrocarbon group having 4 or more carbon atoms (however, in the case where the hydroxyl group of hydroxyethylcellulose is substituted with the substituent, substituents having a cationic group and exhibiting cationic properties as a whole are excluded). Here, the explanation of "cationic group" and the proviso is the same as the explanation in the section on bacterial adhesion inhibitors mentioned above, so it will be omitted.

[0047] Since antibacterial action is based on the premise of bacterial adhesion to a solid surface, suppressing bacterial adhesion to the solid surface reduces the initial number of bacteria present on the solid surface, thereby inhibiting bacterial growth. For this reason, the embodiment of the antibacterial method is the same as the bacterial adhesion suppression method, and therefore, a detailed explanation is omitted.

[0048] With regard to the embodiments described above, the present invention further discloses the following embodiments. <1> A bacterial adhesion inhibitor comprising one or more polysaccharides selected from the group consisting of (A1), (A2), and (A3) below. (A1) Polysaccharides selected from the group consisting of starch, guar gum, locust bean gum, carrageenan, xanthan gum, and gellan gum. (A2) Cellulose derivatives selected from the group consisting of ethylcellulose and hydroxyethylmethylcellulose. (A3) Polysaccharide derivatives of the polysaccharide (A1), the cellulose derivative (A2), hydroxyethylcellulose, or hydroxypropylmethylcellulose in which one or more hydrogen atoms of a hydroxyl group are substituted with a substituent having a hydrocarbon group having 4 or more carbon atoms (however, in the case where the hydroxyl group of hydroxyethylcellulose is substituted with the substituent, substituents having a cationic group and exhibiting cationic properties as a whole are excluded). <2> A biofilm formation inhibitor comprising one or more polysaccharides selected from the group consisting of (A1), (A2), and (A3) below. (A1) Polysaccharides selected from the group consisting of starch, guar gum, locust bean gum, carrageenan, xanthan gum, and gellan gum. (A2) Cellulose derivatives selected from the group consisting of ethylcellulose and hydroxyethylmethylcellulose. (A3) A polysaccharide derivative in which one or more hydrogen atoms of the hydroxyl groups of the polysaccharide (A1), the cellulose derivative (A2), hydroxyethyl cellulose or hydroxypropyl methyl cellulose are substituted with a substituent having a hydrocarbon group with 4 or more carbon atoms (however, when the hydroxyl group of hydroxyethyl cellulose is substituted with the substituent, a substituent having a cationic group and showing cationicity as a whole is excluded). <3> The agent according to <1> or <2>, wherein the polysaccharide (A1) is preferably selected from the group consisting of starch, locust bean gum, carrageenan, xanthan gum and gellan gum, more preferably selected from the group consisting of starch, locust bean gum, xanthan gum and gellan gum, still more preferably selected from the group consisting of locust bean gum, xanthan gum and gellan gum, and still more preferably selected from the group consisting of locust bean gum and xanthan gum. <4> The agent according to any one of <1> to <3>, wherein the cellulose derivative (A2) is preferably ethyl cellulose. <5> The agent according to any one of <1> to <4>, wherein the carbon number of the hydrocarbon group of the substituent is preferably 4 or more and 28 or less, more preferably 4 or more and 26 or less, still more preferably 4 or more and 24 or less, still more preferably 6 or more and 22 or less, still more preferably 6 or more and 20 or less, and still more preferably 6 or more and 18 or less. <6> The agent according to any one of <1> to <5>, wherein the hydrocarbon group of the substituent is preferably one or more selected from the group consisting of an aliphatic hydrocarbon group and an aromatic hydrocarbon group, more preferably one or more selected from the group consisting of a linear or branched alkyl group, a phenyl group, an ortho-tolyl group, a meta-tolyl group, a para-tolyl group, a biphenyl group and a benzyl group. <7> The agent according to any one of <1> to <6>, wherein the substituent is one or more substituents represented by any of the following formulas (1) to (5). -(R 2 O) m (CH2) pR 1 (1) -(R 2 O) m CH2CH(OH)R 1 (2) -(R 2 O) m CH(CH2OH)R 1 (3) -(R 2 O) m CH2CH(OH)CH2O(R 3 O) n R 1 (4) -(R 2 O) m CH(CH2OH)CH2O(R 3 O) n R 1 (5) (In formulas (1) to (5), R 1 is a hydrocarbon group having 4 to 28 carbon atoms. R 2 and R 3 are each independently an alkylene group having 2 to 4 carbon atoms. m is an integer of 0 to 30, n is an integer of 0 to 30, and p is an integer of 0 to 20.) <8> R 1 The agent according to <7>, wherein the hydrocarbon group represented by has preferably 4 to 26 carbon atoms, more preferably 4 to 24 carbon atoms, still more preferably 6 to 22 carbon atoms, still more preferably 6 to 20 carbon atoms, and still more preferably 6 to 18 carbon atoms. <9> R 1 The agent according to <7> or <8>, wherein the hydrocarbon group represented by is preferably at least one selected from the group consisting of an aliphatic hydrocarbon group and an aromatic hydrocarbon group, and more preferably at least one selected from the group consisting of a linear or branched alkyl group, a phenyl group, an ortho-tolyl group, a meta-tolyl group, a para-tolyl group, a biphenyl group, and a benzyl group. <10> R 2 and R 3However, each is independently preferably an ethylene group or a propylene group, more preferably an ethylene group. <7> ~ <9> The agent described in any one of the items. <11> m is preferably 0 to 20, more preferably 0 to 15, and even more preferably 0 to 10. <7> ~ <10> The agent described in any one of the items. <12> n is preferably 0 to 20, more preferably 0 to 15, and even more preferably 0 to 10. <7> ~ <11> The agent described in any one of the items. <13> p is preferably 0 to 15, more preferably 0 to 12, even more preferably 0 to 10, and even more preferably 0 to 5. <7> ~ <12> The agent described in any one of the items. <14> The polysaccharide is preferably one or more selected from the group consisting of cellulose derivatives (A2) and polysaccharide derivatives (A3), more preferably polysaccharide derivatives (A3), even more preferably one or more selected from the group consisting of modified HPMC and modified HEC, in which one or more hydrogen atoms of the hydroxyl groups of HPMC or HEC are substituted with substituents having hydrocarbon groups having 4 or more carbon atoms, even more preferably modified HEC, in which one or more hydrogen atoms of the hydroxyl groups of HEC are substituted with substituents having hydrocarbon groups having 4 or more carbon atoms, and even more preferably modified HEC, in which one or more hydrogen atoms of the hydroxyl groups of HEC are substituted with one or more substituents represented by any of the above formulas (1) to (5). <1> ~ <13> The agent described in any one of the items. <15> The weight-average molecular weight of the polysaccharide is preferably in the approximate range of 50,000 or more, more preferably 80,000 or more, even more preferably 100,000 or more, and preferably 5,000,000 or less, more preferably 3,000,000 or less, even more preferably 2,000,000 or less, even more preferably 1,000,000 or less, and even more preferably 500,000 or less. <1> ~ <14> The agent described in any one of the items. <16> The target bacterial species is preferably one or more species selected from the group consisting of Rhodotorula mucilaginosa, Candida parapsis, Pseudomonas, Moraxella osloensis, Roseomonas mucosa, Methylobacterium variabile, Sphingomonas, Micrococcus, and Staphylococcus aureus. <1> ~ <15> The agent described in any one of the items. <17> A method for inhibiting bacterial adhesion, comprising the step of performing a treatment in which an aqueous solution containing one or more polysaccharides selected from the group consisting of (A1), (A2), and (A3) below is used to physically adsorb the polysaccharides onto the surface of a solid. (A1) Polysaccharides selected from the group consisting of starch, guar gum, locust bean gum, carrageenan, xanthan gum, and gellan gum. (A2) Cellulose derivatives selected from the group consisting of ethylcellulose and hydroxyethylmethylcellulose. (A3) Polysaccharide derivatives of the polysaccharide (A1), the cellulose derivative (A2), hydroxyethylcellulose, or hydroxypropylmethylcellulose in which one or more hydrogen atoms of a hydroxyl group are substituted with a substituent having a hydrocarbon group having 4 or more carbon atoms (however, in the case where the hydroxyl group of hydroxyethylcellulose is substituted with the substituent, substituents having a cationic group and exhibiting cationic properties as a whole are excluded). <18> A method for inhibiting biofilm formation, comprising the step of performing a treatment in which an aqueous solution containing one or more polysaccharides selected from the group consisting of (A1), (A2), and (A3) below is used to physically adsorb the polysaccharides onto the surface of a solid. (A1) Polysaccharides selected from the group consisting of starch, guar gum, locust bean gum, carrageenan, xanthan gum, and gellan gum. (A2) Cellulose derivatives selected from the group consisting of ethylcellulose and hydroxyethylmethylcellulose. (A3) Polysaccharide derivatives of the polysaccharide (A1), the cellulose derivative (A2), hydroxyethylcellulose, or hydroxypropylmethylcellulose in which one or more hydrogen atoms of a hydroxyl group are substituted with a substituent having a hydrocarbon group having 4 or more carbon atoms (however, in the case where the hydroxyl group of hydroxyethylcellulose is substituted with the substituent, substituents having a cationic group and exhibiting cationic properties as a whole are excluded). <19> The polysaccharide (A1) is preferably selected from the group consisting of starch, locust bean gum, carrageenan, xanthan gum, and gellan gum, more preferably selected from the group consisting of starch, locust bean gum, xanthan gum, and gellan gum, even more preferably selected from the group consisting of locust bean gum, xanthan gum, and gellan gum, and even more preferably selected from the group consisting of locust bean gum and xanthan gum. <17> or <18> Methods used. <20> The cellulose derivative (A2) is preferably ethylcellulose. <17> ~ <19> The method described in any one of the items. <21> The number of carbon atoms in the hydrocarbon group of the substituent is preferably 4 to 28, more preferably 4 to 26, even more preferably 4 to 24, even more preferably 6 to 22, even more preferably 6 to 20, and even more preferably 6 to 18. <17> ~ <20> The method described in any one of the items. <22> The hydrocarbon group of the substituent is preferably one or more selected from the group consisting of aliphatic hydrocarbon groups and aromatic hydrocarbon groups, and more preferably one or more selected from the group consisting of linear or branched alkyl groups, phenyl groups, orthotril groups, metatril groups, paratril groups, biphenyl groups, and benzyl groups. <17> ~ <21> The method described in any one of the items. <23> The substituent is one or more substituents represented by any of the following formulas (1) to (6): <17> ~ <22> The method described in any one of the items. -(R 2 O)m (CH2) p R 1 (1) -(R 2 O) m CH2CH(OH)R 1 (2) -(R 2 O) m CH(CH2OH)R 1 (3) -(R 2 O) m CH2CH(OH)CH2O(R 3 O) n R 1 (4) -(R 2 O) m CH(CH2OH)CH2O(R 3 O) n R 1 (5) -(R 2 O) m C(=O)(R 3 O) n R 1 (6) (In formulas (1) to (6), R 1 This refers to a hydrocarbon group having 4 to 28 carbon atoms. R 2 and R 3 Each of these is an alkylene group having 2 to 4 carbon atoms. m is an integer between 0 and 30 (inclusive), n is an integer between 0 and 30 (inclusive), and p is an integer between 0 and 20 (inclusive). <24> R 1 The number of carbon atoms in the hydrocarbon group represented is preferably 4 to 26, more preferably 4 to 24, even more preferably 6 to 22, even more preferably 6 to 20, and even more preferably 6 to 18. <23> Methods used. <25> R 1The hydrocarbon group represented is preferably one or more selected from the group consisting of aliphatic hydrocarbon groups and aromatic hydrocarbon groups, and more preferably one or more selected from the group consisting of linear or branched alkyl groups, phenyl groups, orthotril groups, metatril groups, paratril groups, biphenyl groups, and benzyl groups. <23> or <24> Methods used. <26> R 2 and R 3 However, each is independently preferably an ethylene group or a propylene group, more preferably an ethylene group. <23> ~ <25> The method described in any one of the items. <27> m is preferably 0 to 20, more preferably 0 to 15, and even more preferably 0 to 10. <23> ~ <26> The method described in any one of the items. <28> n is preferably 0 to 20, more preferably 0 to 15, and even more preferably 0 to 10. <23> ~ <27> The method described in any one of the items. <29> p is preferably 0 to 15, more preferably 0 to 12, even more preferably 0 to 10, and even more preferably 0 to 5. <23> ~ <28> The method described in any one of the items. <30> The polysaccharide is preferably one or more selected from the group consisting of cellulose derivatives (A2) and polysaccharide derivatives (A3), more preferably polysaccharide derivatives (A3), even more preferably one or more selected from the group consisting of modified HPMC and modified HEC, wherein one or more hydrogen atoms of the hydroxyl groups of HPMC or HEC are substituted with substituents having hydrocarbon groups having 4 or more carbon atoms, even more preferably modified HEC, wherein one or more hydrogen atoms of the hydroxyl groups of HEC are substituted with substituents having hydrocarbon groups having 4 or more carbon atoms, even more preferably modified HEC, wherein one or more hydrogen atoms of the hydroxyl groups of HEC are substituted with one or more substituents represented by any of the above formulas (1) to (6), and even more preferably modified HEC, wherein one or more hydrogen atoms of the hydroxyl groups of HEC are substituted with one or more substituents represented by any of the above formulas (1) to (5). <17> ~ <29> The method described in any one of the items. <31> The weight-average molecular weight of the polysaccharide is preferably in the approximate range of 50,000 or more, more preferably 80,000 or more, even more preferably 100,000 or more, and preferably 5,000,000 or less, more preferably 3,000,000 or less, even more preferably 2,000,000 or less, even more preferably 1,000,000 or less, and even more preferably 500,000 or less. <17> ~ <30> The method described in any one of the items. <32> The target bacterial species is preferably one or more species selected from the group consisting of Rhodotorula mucilaginosa, Candida parapsis, Pseudomonas, Moraxella osloensis, Roseomonas mucosa, Methylobacterium variabile, Sphingomonas, Micrococcus, and Staphylococcus aureus. <17> ~ <31> The method described in any one of the items. <33> The above treatment is carried out by immersing the surface of the solid in an aqueous solution containing the polysaccharide. <17> ~ <32> The method described in any one of the items. <34> The solid is preferably one or more selected from the group consisting of polyester, acrylonitrile-butadiene-styrene resin, polycarbonate, polystyrene, polyvinyl chloride, polytetrafluoroethylene, polyethylene, polypropylene, stainless steel, and glass; more preferably one or more selected from the group consisting of polyester, acrylonitrile-butadiene-styrene resin, polycarbonate, polystyrene, polyvinyl chloride, stainless steel, and glass; even more preferably one or more selected from the group consisting of polyethylene terephthalate, acrylonitrile-butadiene-styrene resin, polycarbonate, polystyrene, polyvinyl chloride, stainless steel, and glass. <17> ~ <33> The method described in any one of the items. [Examples]

[0049] [Synthesis of polysaccharide derivatives (samples 1-13)] The following polysaccharide derivatives (Samples 1-13) were synthesized for use as bacterial adhesion inhibitors.

[0050] Details of the raw materials and reagents used in the synthesis of each polysaccharide derivative are as follows. • Hydroxyethylcellulose (HEC(1)): "Natrosol® 250 JR", manufactured by Ashland; weight-average molecular weight 150,000 Isopropyl alcohol: Manufactured by Marubeni Chemix Corporation • 48% by mass sodium hydroxide aqueous solution: Manufactured by Nankai Chemical Industry Co., Ltd. • Lauryl glycidyl ether: "Epogosei (registered trademark) LA(D)", manufactured by Yokkaichi Gosei Co., Ltd. • Butyl glycidyl ether: "DY-BP", manufactured by Yokkaichi Synthetic Co., Ltd. • 2-Ethylhexylglycidyl ether: "EpoGose (registered trademark) 2EH", manufactured by Yokkaichi Gosei Co., Ltd. Phenylglycidyl ether: Manufactured by Tokyo Chemical Industry Co., Ltd. • Orthocresyl glycidyl ether: Manufactured by Yokkaichi Synthetic Co., Ltd. • 2-phenylphenol glycidyl ether: Manufactured by Yokkaichi Synthetic Co., Ltd. • Benzyl bromide: Manufactured by Tokyo Chemical Industry Co., Ltd. • Stearyl glycidyl ether: "S-EP(C)", manufactured by Yokkaichi Synthetic Co., Ltd. • 2-Chloro-N,N-dimethylethylamine hydrochloride: Manufactured by Tokyo Chemical Industry Co., Ltd. • Diethyl ether: Manufactured by Fujifilm Wako Pure Chemical Corporation Acetonitrile: Manufactured by Fujifilm Wako Pure Chemical Corporation Sodium sulfate: Manufactured by Fujifilm Wako Pure Chemical Corporation • 1,3-propanesultone: Manufactured by Tokyo Chemical Industry Co., Ltd. • Hydroxyethylcellulose (HEC(2)): "CELLOSIZE® QP-100MH", manufactured by Dow Chemical Japan Ltd., weight-average molecular weight 2,100,000 • 1,2-Epoxyoctane: Manufactured by Fujifilm Wako Pure Chemical Corporation • "Calcol (registered trademark) 160G": 2-Heptyl-1-nonanol, manufactured by Kao Corporation. Hexane: Manufactured by Fujifilm Wako Pure Chemical Corporation • Tetrabutylammonium bromide: Manufactured by Tokyo Chemical Industry Co., Ltd. • Epichlorohydrin: Manufactured by Tokyo Chemical Industry Co., Ltd. • "Calcol (registered trademark) 240G": 2-decyl-1-tetradecanol, manufactured by Kao Corporation.

[0051] [Measurement of weight-average molecular weight of polysaccharides] The weight-average molecular weight of polysaccharides (HEC(1) and HEC(2)) was determined by gel permeation chromatography (GPC) under the following measurement conditions. (Measurement conditions) • Column: "TSKgel(registered trademark) α-M" (manufactured by Tosoh Corporation) Column temperature: 40°C • Eluent: Ethanol / water (volume ratio 3 / 7), 50 mmol / L lithium bromide, 1% by mass acetic acid ·Flow rate: 0.6mL / min • Sample concentration: 1 mg / mL • Sample injection volume: 10 μL • Detector: Differential refractive index (RI) detector • Standard sample: polyethylene glycol

[0052] <Sample 1: C12-HEC(1)> In a 1L separable flask, 90g of HEC(1) was placed, and under a nitrogen gas atmosphere, 73.7g of deionized water and 406.0g of isopropyl alcohol were added. The mixture was stirred with a stirring blade at 200 rpm for 5 minutes, and then 10.6g of 48% by mass sodium hydroxide aqueous solution was added and the mixture was stirred at 40°C for 30 minutes. Next, 3.8 g of lauryl glycidyl ether was added and the mixture was stirred at 80°C for 13 hours to allow it to react. After cooling to below 50°C, 10.6 g of 90% by mass aqueous acetic acid solution was added and the mixture was stirred for 30 minutes to neutralize it. The obtained suspension was evenly distributed into two 500 mL centrifuge tubes and centrifuged using a high-speed refrigerated centrifuge ("CR21G III", manufactured by Hitachi Koki Co., Ltd.; 1500 g, 40 seconds). The supernatant recovered by decantation was redispersed with an equal volume of 85% by mass aqueous solution of isopropyl alcohol and centrifuged again. The redispersion and centrifugation operations were repeated in the same manner, and after the third centrifugation, the precipitate was collected and dried under reduced pressure overnight at 80°C in a vacuum dryer ("VR-420", manufactured by Advantec Toyo Co., Ltd.; the same applies hereafter), and then pulverized using a grinder ("Extreme Mill MX-1200XTM", manufactured by Waring; the same applies hereafter) to obtain powdered lauryl glycidyl ether-modified HEC (C12-HEC(1)).

[0053] <Sample 2: C4-HEC(1)> In a 1L separable flask, 90g of HEC(1) was placed, and under a nitrogen gas atmosphere, 69.1g of deionized water and 394.5g of isopropyl alcohol were added. The mixture was stirred with a stirring blade at 200 rpm for 5 minutes, and then 10.3g of 48% by mass sodium hydroxide aqueous solution was added and the mixture was stirred at 40°C for 30 minutes. Next, 2.0 g of butyl glycidyl ether was added and the mixture was stirred at 80°C for 13 hours to allow it to react. After cooling to below 50°C, 10.3 g of 90% by mass aqueous acetic acid solution was added and the mixture was stirred for 30 minutes to neutralize it. The obtained suspension was evenly distributed into two 500 mL centrifuge tubes and centrifuged using a high-speed refrigerated centrifuge ("CR21G III", manufactured by Hitachi Koki Co., Ltd.; 1500 g, 40 seconds). The supernatant recovered by decantation was redispersed with an equal volume of 85% by mass aqueous solution of isopropyl alcohol and centrifuged again. The redispersion and centrifugation operations were repeated in the same manner, and after the third centrifugation, the precipitate was collected, dried under reduced pressure at 80°C overnight in a vacuum dryer, and then ground in a pulverizer to obtain powdered butyl glycidyl ether-modified HEC (C4-HEC(1)).

[0054] <Sample 3: C18-HEC(1)> In a 1L separable flask, 100g of HEC(1) was placed, and under a nitrogen gas atmosphere, 75.6g of deionized water and 450.7g of isopropyl alcohol were added. The mixture was stirred with a stirring blade at 200 rpm for 5 minutes, and then 23.6g of 48% by mass sodium hydroxide aqueous solution was added and the mixture was stirred at 40°C for 30 minutes. Next, 29.6 g of stearyl glycidyl ether was added and the mixture was stirred at 80°C for 5 hours to allow it to react. After cooling to below 50°C, 21.3 g of 90% by mass aqueous acetic acid solution was added and the mixture was stirred for 30 minutes to neutralize it. The obtained suspension was evenly distributed into two 500 mL centrifuge tubes and centrifuged using a high-speed refrigerated centrifuge ("CR21G III", manufactured by Hitachi Koki Co., Ltd.; 1500 g, 40 seconds). The supernatant recovered by decantation was redispersed with an equal volume of 85% by mass aqueous solution of isopropyl alcohol and centrifuged again. The redispersion and centrifugation operations were repeated in the same manner, and after the third centrifugation, the precipitate was collected, dried under reduced pressure at 80°C overnight in a vacuum dryer, and then ground in a pulverizer to obtain powdered stearyl glycidyl ether-modified HEC (C18-HEC(1)).

[0055] <Sample 4: C12 / SB-HEC(1)> 18.3 g of 48% by mass sodium hydroxide aqueous solution and 40 g of deionized water were placed in a 200 mL beaker and mixed and stirred. 28.8 g of 2-chloro-N,N-dimethylethylamine hydrochloride was added little by little while stirring. 2-chloro-N,N-dimethylethylamine was extracted from the two separated layers using a separatory funnel (extraction solvent: diethyl ether 50 mL x 4 times). Sodium sulfate was added to the extract solution, and it was allowed to stand at 4°C for 2 hours to dehydrate and filter. After that, 48.9 g of 1,3-propanesultone was added dropwise while stirring overnight. The precipitated material was washed with acetonitrile, filtered and purified, and then subjected to reduced pressure overnight to obtain 3-((2-chloroethyl)dimethylammonio)propane-1-sulfonic acid. Next, 80g of HEC(1) was placed in a 1L separable flask, and under a nitrogen gas atmosphere, 63.3g of deionized water and 355.3g of isopropyl alcohol were added. The mixture was stirred with a stirring blade at 200 rpm for 5 minutes, then 9.3g of 48% by mass sodium hydroxide aqueous solution was added, and the mixture was stirred for a further 15 minutes. Next, 3.3 g of lauryl glycidyl ether was added and the mixture was stirred at 80°C for 13 hours to allow it to react. Subsequently, 21.8 g of 3-((2-chloroethyl)dimethylammonio)propane-1-sulfonic acid was added and the mixture was reacted at 50°C for 5 hours. After that, 9.3 g of 90% by mass aqueous acetic acid solution was added and the mixture was stirred for 30 minutes to neutralize it. The obtained suspension was evenly distributed into two 500 mL centrifuge tubes and centrifuged using a high-speed refrigerated centrifuge ("CR21G III", manufactured by Hitachi Koki Co., Ltd.; 1500 g, 40 seconds). The supernatant recovered by decantation was redispersed with an equal volume of 85% by mass aqueous solution of isopropyl alcohol and centrifuged again. The redispersion and centrifugation operations were repeated in the same manner, and after the third centrifugation, the precipitate was collected, dried under reduced pressure at 80°C for 12 hours in a vacuum dryer, and then ground in a pulverizer to obtain powdered lauryl glycidyl ether / sulfobetaine-modified HEC (C12 / SB-HEC(1)).

[0056] <Sample 5: C8-HEC(2)> In a 1L separable flask, 70g of HEC(2) was placed, and under a nitrogen gas atmosphere, 350.5g of isopropyl alcohol was added. The mixture was stirred with a stirring blade at 200 rpm for 5 minutes, and then 159.0g of 4.8% by mass sodium hydroxide aqueous solution was added and the mixture was stirred at 25°C for 30 minutes. Next, 14.5 g of 1,2-epoxyoctane was added and the mixture was stirred at 80°C for 5 hours to allow it to react. After cooling to below 50°C, 13.0 g of 90% by mass aqueous acetic acid solution was added and the mixture was stirred for 30 minutes to neutralize it. The obtained suspension was evenly distributed into two 500 mL centrifuge tubes and centrifuged using a high-speed refrigerated centrifuge ("CR21G III", manufactured by Hitachi Koki Co., Ltd.; 1500 g, 40 seconds). The supernatant recovered by decantation was redispersed with an equal volume of 85% by mass aqueous solution of isopropyl alcohol and centrifuged again. The redispersion and centrifugation operations were repeated in the same manner, and after the third centrifugation, the precipitate was collected, dried under reduced pressure at 80°C overnight in a vacuum dryer, and then ground in a pulverizer to obtain powdered 1,2-epoxyoctane-modified HEC (C8-HEC(2)).

[0057] <Sample 6: C18-HEC(2)> In a 1 L separable flask, 70 g of HEC(2) was placed, and under a nitrogen gas atmosphere, 363.9 g of isopropyl alcohol was added. The mixture was stirred with a stirring blade at 200 rpm for 5 minutes, and then 166.7 g of 4.8% by mass sodium hydroxide aqueous solution was added and the mixture was stirred at 25°C for 30 minutes. Next, 16.3 g of stearyl glycidyl ether was added and the mixture was stirred at 80°C for 13 hours to allow it to react. After cooling to below 50°C, 13.5 g of 90% by mass aqueous acetic acid solution was added and the mixture was stirred for 30 minutes to neutralize it. The obtained suspension was evenly distributed into two 500 mL centrifuge tubes and centrifuged using a high-speed refrigerated centrifuge ("CR21G III", manufactured by Hitachi Koki Co., Ltd.; 1500 g, 40 seconds). The supernatant recovered by decantation was redispersed with an equal volume of 85% by mass aqueous solution of isopropyl alcohol and centrifuged again. The redispersion and centrifugation operations were repeated in the same manner, and after the third centrifugation, the precipitate was collected, dried under reduced pressure at 80°C overnight in a vacuum dryer, and then ground in a pulverizer to obtain powdered stearyl glycidyl ether-modified HEC (C18-HEC(2)).

[0058] <Sample 7: C16-HEC(2)> 174.2 g of 160 G of Calcol, 174.2 g of hexane, 7.0 g of tetrabutylammonium bromide, and 147.0 g of epichlorohydrin were mixed and heated to 45°C. The temperature was maintained at 45°C, and 240.8 g of 48% by mass aqueous sodium hydroxide solution was added dropwise, followed by a reaction for 2 hours. 174.2 g of deionized water was added to the reaction product and liquid-liquid extraction was performed. Further liquid-liquid extraction was performed three more times in the same manner using 5% by mass aqueous sodium sulfate solution. The solvent was then removed using an evaporator, the mixture was concentrated, and dried under reduced pressure at 85°C to obtain 2-heptylnonylglycidyl ether. Next, 70 g of HEC(2) was placed in a 1 L separable flask, and 348.4 g of isopropyl alcohol was added under a nitrogen gas atmosphere. The mixture was stirred with a stirring blade at 200 rpm for 5 minutes, and then 157.6 g of 4.8% by mass sodium hydroxide aqueous solution was added and the mixture was stirred at 25°C for 30 minutes. Next, 7.12 g of 2-heptyrnonylglycidyl ether was added and the mixture was stirred at 80°C for 5 hours to allow it to react. After cooling to below 50°C, 13.0 g of 90% by mass aqueous acetic acid solution was added and the mixture was stirred for 30 minutes to neutralize it. The obtained suspension was evenly distributed into two 500 mL centrifuge tubes and centrifuged using a high-speed refrigerated centrifuge ("CR21G III", manufactured by Hitachi Koki Co., Ltd.; 1500 g, 40 seconds). The supernatant recovered by decantation was redispersed with an equal volume of 85% by mass aqueous solution of isopropyl alcohol and centrifuged again. The redispersion and centrifugation operations were repeated in the same manner, and after the third centrifugation, the precipitate was collected, dried under reduced pressure at 80°C overnight in a vacuum dryer, and then ground in a pulverizer to obtain powdered 2-heptyrnonylglycidyl ether-modified HEC (C16-HEC(2)).

[0059] <Sample 8: C24-HEC(2)> 254.9 g of Calcol 240G, 174.2 g of hexane, 7.0 g of tetrabutylammonium bromide, and 147.0 g of epichlorohydrin were mixed and heated to 45°C. The temperature was maintained at 45°C, and 240.8 g of 48% by mass aqueous sodium hydroxide solution was added dropwise, followed by a reaction for 2 hours. 174.2 g of deionized water was added to the reaction product and liquid-liquid extraction was performed. Further liquid-liquid extraction was performed three more times in the same manner using 5% by mass aqueous sodium sulfate solution. The solvent was then removed using an evaporator, the mixture was concentrated, and dried under reduced pressure at 85°C to obtain 2-decyltetradecanylglycidyl ether. Next, 70 g of HEC(2) was placed in a 1 L separable flask, and 348.4 g of isopropyl alcohol was added under a nitrogen gas atmosphere. The mixture was stirred with a stirring blade at 200 rpm for 5 minutes, and then 157.6 g of 4.8% by mass sodium hydroxide aqueous solution was added and the mixture was stirred at 25°C for 30 minutes. Next, 6.4 g of 2-decyltetradecanyl glycidyl ether was added and the mixture was stirred at 80°C for 5 hours to allow it to react. After cooling to below 50°C, 12.9 g of 90% by mass aqueous acetic acid solution was added and the mixture was stirred for 30 minutes to neutralize it. The obtained suspension was evenly distributed into two 500 mL centrifuge tubes and centrifuged using a high-speed refrigerated centrifuge ("CR21G III", manufactured by Hitachi Koki Co., Ltd.; 1500 g, 40 seconds). The supernatant recovered by decantation was redispersed with an equal volume of 85% by mass aqueous solution of isopropyl alcohol and centrifuged again. The redispersion and centrifugation operations were repeated in the same manner, and after the third centrifugation, the precipitate was collected, dried under reduced pressure at 80°C overnight in a vacuum dryer, and then ground in a pulverizer to obtain powdered 2-decyltetradecanylglycidyl ether-modified HEC (C24-HEC(2)).

[0060] <Sample 9: 2EH-HEC(1)> In a 1L separable flask, 90g of HEC(1) was placed, and under a nitrogen gas atmosphere, 61.9g of deionized water and 414.4g of isopropyl alcohol were added. The mixture was stirred with a stirring blade at 200 rpm for 5 minutes, and then 10.6g of 48% by mass sodium hydroxide aqueous solution was added and the mixture was stirred at 40°C for 30 minutes. Next, 9.0 g of 2-ethylhexylglycidyl ether was added and the mixture was stirred at 60°C for 5 hours to allow it to react. After cooling to below 50°C, 10.6 g of 90% by mass aqueous acetic acid solution was added and the mixture was stirred for 30 minutes to neutralize it. The obtained suspension was evenly distributed into two 500 mL centrifuge tubes and centrifuged using a high-speed refrigerated centrifuge ("CR21G III", manufactured by Hitachi Koki Co., Ltd.; 1500 g, 40 seconds). The supernatant recovered by decantation was redispersed with an equal volume of 85% by mass aqueous solution of isopropyl alcohol and centrifuged again. The redispersion and centrifugation operations were repeated in the same manner, and after the third centrifugation, the precipitate was collected, dried under reduced pressure at 80°C overnight in a vacuum dryer, and then ground in a pulverizer to obtain powdered 2-ethylhexylglycidyl ether-modified HEC (2EH-HEC(1)).

[0061] <Sample 10: Phenyl-HEC(1)> In a 1L separable flask, 100g of HEC(1) was placed, and under a nitrogen gas atmosphere, 81.7g of deionized water and 450.7g of isopropyl alcohol were added. The mixture was stirred with a stirring blade at 200 rpm for 5 minutes, and then 11.8g of 48% by mass sodium hydroxide aqueous solution was added and the mixture was stirred at 40°C for 30 minutes. Next, 2.62 g of phenylglycidyl ether was added and the mixture was stirred at 80°C for 13 hours to allow it to react. After cooling to below 50°C, 11.8 g of 90% by mass aqueous acetic acid solution was added and the mixture was stirred for 30 minutes to neutralize it. The obtained suspension was evenly distributed into two 500 mL centrifuge tubes and centrifuged using a high-speed refrigerated centrifuge ("CR21G III", manufactured by Hitachi Koki Co., Ltd.; 1500 g, 40 seconds). The supernatant recovered by decantation was redispersed with an equal volume of 85% by mass aqueous solution of isopropyl alcohol and centrifuged again. The redispersion and centrifugation operations were repeated in the same manner, and after the third centrifugation, the precipitate was collected, dried under reduced pressure at 80°C overnight in a vacuum dryer, and then ground in a pulverizer to obtain powdered phenylglycidyl ether-modified HEC (Phenyl-HEC(1)).

[0062] <Sample 11: Bn-HEC(1)> In a 1L separable flask, 90g of HEC(1) was placed, and under a nitrogen gas atmosphere, 61.9g of deionized water and 414.4g of isopropyl alcohol were added. The mixture was stirred with a stirring blade at 200 rpm for 5 minutes, and then 10.6g of 48% by mass sodium hydroxide aqueous solution was added and the mixture was stirred at 40°C for 30 minutes. Next, 11.1 g of benzyl bromide was added and the mixture was stirred at 60°C for 5 hours to allow it to react. After cooling to below 50°C, 5.3 g of 90% by mass aqueous acetic acid solution was added and the mixture was stirred for 30 minutes to neutralize it. The obtained suspension was evenly distributed into two 500 mL centrifuge tubes and centrifuged using a high-speed refrigerated centrifuge ("CR21G III", manufactured by Hitachi Koki Co., Ltd.; 1500 g, 40 seconds). The supernatant recovered by decantation was redispersed with an equal volume of 85% by mass aqueous solution of isopropyl alcohol and centrifuged again. The redispersion and centrifugation operations were repeated in the same manner, and after the third centrifugation, the precipitate was collected, dried under reduced pressure at 80°C overnight in a vacuum dryer, and then ground in a pulverizer to obtain powdered benzyl-modified HEC (Bn-HEC(1)).

[0063] <Sample 12: OCR-HEC(1)> In a 1L separable flask, 70g of HEC(1) was placed, and under a nitrogen gas atmosphere, 53.7g of deionized water and 306.8g of isopropyl alcohol were added. The mixture was stirred with a stirring blade at 200 rpm for 5 minutes, and then 8.0g of 48% by mass sodium hydroxide aqueous solution was added and the mixture was stirred at 40°C for 30 minutes. Next, 7.6 g of orthocresyl glycidyl ether was added and the mixture was stirred at 80°C for 13 hours to allow it to react. After cooling to below 50°C, 8.0 g of 90% by mass aqueous acetic acid solution was added and the mixture was stirred for 30 minutes to neutralize it. The obtained suspension was evenly distributed into two 500 mL centrifuge tubes and centrifuged using a high-speed refrigerated centrifuge ("CR21G III", manufactured by Hitachi Koki Co., Ltd.; 1500 g, 40 seconds). The supernatant recovered by decantation was redispersed with an equal volume of 85% by mass aqueous solution of isopropyl alcohol and centrifuged again. The redispersion and centrifugation operations were repeated in the same manner, and after the third centrifugation, the precipitate was collected, dried under reduced pressure at 80°C overnight in a vacuum dryer, and then ground in a pulverizer to obtain powdered orthocresyl glycidyl ether-modified HEC (OCR-HEC(1)).

[0064] <Sample 13: OPP-HEC(1)> In a 1L separable flask, 70g of HEC(1) was placed, and under a nitrogen gas atmosphere, 53.7g of deionized water and 306.8g of isopropyl alcohol were added. The mixture was stirred with a stirring blade at 200 rpm for 5 minutes, and then 8.0g of 48% by mass sodium hydroxide aqueous solution was added and the mixture was stirred at 40°C for 30 minutes. Next, 3.8 g of 2-phenylphenol glycidyl ether was added and the mixture was stirred at 80°C for 13 hours to allow it to react. After cooling to below 50°C, 8.0 g of 90% by mass aqueous acetic acid solution was added and the mixture was stirred for 30 minutes to neutralize it. The obtained suspension was evenly distributed into two 500 mL centrifuge tubes and centrifuged using a high-speed refrigerated centrifuge ("CR21G III", manufactured by Hitachi Koki Co., Ltd.; 1500 g, 40 seconds). The supernatant recovered by decantation was redispersed with an equal volume of 85% by mass aqueous solution of isopropyl alcohol and centrifuged again. The redispersion and centrifugation operations were repeated in the same manner, and after the third centrifugation, the precipitate was collected, dried under reduced pressure at 80°C overnight in a vacuum dryer, and then ground in a pulverizer to obtain powdered 2-phenylphenol glycidyl ether modified HEC (OPP-HEC(1)).

[0065] [Other samples] The following polysaccharides or polysaccharide derivatives (samples 14-23) were used as bacterial adhesion inhibitors. <Sample 14: C18-HPMC> Stearyl-modified hydroxypropyl methylcellulose (C18-HPMC): "Sangelose (registered trademark) 60L", manufactured by Daido Chemical Industries, Ltd. <Sample 15:EC> Ethylcellulose (EC): Ethylcellulose 10, manufactured by Fujifilm Wako Pure Chemical Industries, Ltd. <Sample 16: Starch> "Starch derived from corn," manufactured by Sigma-Aldrich Japan Co., Ltd. <Sample 17: Guar Gum> Guar gum, manufactured by Fujifilm Wako Pure Chemical Corporation. <Sample 18: Locust bean gum> "GENU(registered trademark) GUM type RL-200-J", manufactured by Sansho Co., Ltd. <Sample 19: Carrageenan> "GENUVISCO (registered trademark) Carrageenan PJ-JPE", manufactured by Sansho Co., Ltd. <Sample 20: Xanthan gum> "KELTROL (registered trademark) CG", manufactured by Sansho Co., Ltd. <Sample 21: Gellan Gum> "KELCOGEL(registered trademark) CG-HA", manufactured by Sansho Co., Ltd. <Sample 22: Sodium hyaluronate (1)> "Penetrating Hyaluronic Acid (FCH-SU)", manufactured by Kikkoman Biochemifa Corporation; weight-average molecular weight 100,000 (nominal value) <Sample 23: Sodium hyaluronate (2)> "FCH-60", manufactured by Kikkoman Biochemifa Co., Ltd.; weight-average molecular weight 600,000 (nominal value)

[0066] [Bacterial adhesion evaluation] 0.1 g of each sample was mixed with deionized water to make 100.0 g, and a 0.1% by mass sample solution (bacterial adhesion inhibitor) was prepared. Bacterial adhesion was evaluated by performing the bacterial adhesion test described below on sample substrates treated with each sample solution and determining the bacterial adhesion inhibition rate. Table 1 shows the results of the bacterial adhesion evaluation for each sample substrate.

[0067] <Preparation of sample substrate> The following substrates, each 1 mm thick and made of various materials, were cleaned by immersion in ethanol for 30 minutes, then rinsed with deionized water for 30 seconds on each side, and dried by nitrogen gas blowing. This substrate was immersed in 100g of sample solution (bacterial adhesion inhibitor) for 12 hours, then rinsed with deionized water for 30 seconds on each side, and dried by nitrogen gas blowing to obtain a treated substrate. A sample substrate measuring 12.5mm x 25mm and 1mm thick was cut from the treated substrate. (Material of the circuit board) • PET: Polyethylene terephthalate, 25mm x 75mm, 1mm thick, manufactured by Engineering Test Service Co., Ltd. • ABS: Acrylonitrile / butadiene / styrene copolymer, 25mm x 140mm, 1mm thick, manufactured by Engineering Test Service Co., Ltd. • PC: Polycarbonate, 26mm x 76mm, 1mm thick, manufactured by Engineering Test Service Co., Ltd. • PS: Polystyrene, 10mm x 140mm, 1mm thick, manufactured by Engineering Test Service Co., Ltd. • PVC: Polyvinyl chloride, 25mm x 140mm, 1mm thick, manufactured by Engineering Test Service Co., Ltd. • PTFE: Polytetrafluoroethylene, 26mm x 76mm, 1mm thick, manufactured by Engineering Test Service Co., Ltd. • PE: Polyethylene, 25mm x 75mm, 1mm thick, manufactured by Engineering Test Service Co., Ltd. • PP: Polypropylene, 25mm x 75mm, 1mm thick, manufactured by Japan Test Panel Co., Ltd. • SUS304: Stainless steel SUS304, 25mm x 140mm, 1mm thick, manufactured by Engineering Test Service Co., Ltd. • Glass: Transparent substrate glass, 26mm x 76mm, 1mm thick, manufactured by Akebono Shokai.

[0068] <Preparation of test bacterial suspension> 100 μL of each of the following bacterial cells, frozen and stored with added glycerol, were cultured on potato dextrose agar (PDA medium; Difco Laboratories) at 30°C for 48 hours. A portion of the formed colonies was collected and diluted with Dulbecco's phosphate-buffered saline (DPBS; calcium and magnesium-free, pH 7.0-7.3) to an OD600 of 0.1 to prepare test bacterial suspensions. (Type of bacterial cell) Rhodotorula: Rhodotorula mucilaginosa; fungus Candida: Candida parapsilosis; fungus Methylobacterium: Methylobacterium variabile; Gram-negative bacteria Moraxella: Moraxella osloensis; Gram-negative bacteria Pseudomonas: Bacteria of the genus Pseudomonas; Gram-negative bacteria • Sphingomonas: Bacteria of the genus Sphingomonas; Gram-negative bacteria • Micrococcus: Micrococcus bacteria; Gram-positive bacteria • Staphylococcus aureus; Gram-positive bacteria • Roseomonas: Roseomonas mucosa; Gram-negative bacteria

[0069] <Bacterial adhesion test> A sample substrate and 3 mL of the test bacterial solution were placed in a sterile petri dish ("Azunol Petri Dish," manufactured by AS ONE Corporation; made of polystyrene, 40 mm in diameter, 13.5 mm in height), and the dish was shaken at 110 rpm for 1 hour at room temperature (25°C). Next, the sample substrate was removed, rinsed with 30 mL of DPBS in a beaker, and transferred to another petri dish. Then, 3 mL of a 1000-fold (volume) dilution of a bacterial fluorescent staining dye ("-Bacstain-CFDA solution," Dojin Chemical Laboratories Co., Ltd.; dimethyl sulfoxide (DMSO) solution of 5(6)-carboxyfluorescein diacetic acid) in DPBS was added dropwise, and the sample substrate was immersed. After standing at 37°C for 30 minutes, the sample substrate was rinsed with sterile water and dried by nitrogen gas blowing.

[0070] <Bacteria adhesion suppression rate> Images of stained bacteria on the sample substrate were observed using a confocal laser microscope (manufactured by Carl Zeiss Corporation), and the bacterial adhesion area was calculated using image processing software ("ImageJ"). Table 1 shows the bacterial adhesion inhibition rate [%], calculated as 100(1-S1 / S0), where S0 is the bacterial adhesion area of ​​the untreated (blank) substrate with polysaccharide sample solution (bacterial adhesion inhibitor) and S1 is the bacterial adhesion area of ​​the sample substrate. A higher bacterial adhesion inhibition rate, closer to 100%, indicates a superior bacterial adhesion inhibition effect. A bacterial adhesion inhibition rate of 50% or higher, preferably 60% or higher, more preferably 70% or higher, and even more preferably 75% or higher, indicates a good bacterial adhesion inhibition effect.

[0071] [Table 1]

[0072] As can be seen from Table 1, when sodium hyaluronate was used as a bacterial adhesion inhibitor (Comparative Examples 1 and 2), a sufficient bacterial adhesion inhibitory effect was not obtained. On the other hand, when the specified polysaccharides and polysaccharide derivatives of the present invention were used (Examples 1 to 44), a good bacterial adhesion inhibitory effect was obtained, and in particular, when cellulose derivatives (Samples 1 to 15) were used, a high bacterial adhesion inhibitory rate was observed. Furthermore, it was observed that the bacterial adhesion inhibitors used in samples 1 and 4 exhibited high bacterial adhesion inhibition rates against various bacterial species and on substrates of various materials.

Claims

1. A bacterial adhesion inhibitor comprising one or more polysaccharides selected from the group consisting of polysaccharide derivatives in which one or more hydrogen atoms of a hydroxyl group of ethylcellulose, hydroxyethylmethylcellulose, hydroxyethylcellulose, or hydroxypropylmethylcellulose are substituted with one or more substituents represented by any of the following formulas (1), (4), and (5). -R 1 (1) -CH 2 CH(OH)CH 2 OR 1 (4) -CH(CH 2 OH)CH 2 OR 1 (5) (In formulas (1), (4), and (5), R1 is a hydrocarbon group having 7 to 28 carbon atoms.)

2. A biofilm formation inhibitor comprising one or more polysaccharides selected from the group consisting of polysaccharide derivatives in which one or more hydrogen atoms of hydroxyl groups of ethylcellulose, hydroxyethylmethylcellulose, hydroxyethylcellulose, or hydroxypropylmethylcellulose are substituted with one or more substituents represented by any of the following formulas (1), (4), and (5). -R 1 (1) -CH 2 CH(OH)CH 2 OR 1 (4) -CH(CH 2 OH)CH 2 OR 1 (5) (In formulas (1), (4), and (5), R1 is a hydrocarbon group having 7 to 28 carbon atoms.)

3. The agent according to claim 1 or 2, wherein R1 in formula (1) is a benzyl group, and R1 in formulas (4) and (5) is one or more selected from the group consisting of linear or branched alkyl groups and orthotolyl groups.

4. The agent according to any one of claims 1 to 3, wherein one or more hydrogen atoms of a hydroxyl group of ethylcellulose, hydroxyethylmethylcellulose, hydroxyethylcellulose, or hydroxypropylmethylcellulose are further substituted with substituents represented by the following formula (1'). -(CH 2 ) p R 4 (1') (In formula (1'), R 4 (This is a betaine group. p is an integer between 0 and 20.)

5. The agent according to any one of claims 1 to 4, wherein the target bacterial species is one or more species selected from the group consisting of Rhodotorula musiraginosa, Candida parapsis, Pseudomonas, Moraxella osloensis, Roseomonas mucosa, Methylobacterium variabile, Sphingomonas, Micrococcus, and Staphylococcus aureus.

6. An agent according to any one of claims 1 to 5, for use on a solid surface.

7. A method for inhibiting bacterial adhesion, comprising the step of physically adsorbing an aqueous solution containing one or more polysaccharides selected from the group consisting of polysaccharide derivatives in which one or more hydrogen atoms of a hydroxyl group of ethylcellulose, hydroxyethylmethylcellulose, hydroxyethylcellulose, or hydroxypropylmethylcellulose are substituted with one or more substituents represented by any of the following formulas (1), (4), and (5) onto a solid surface. -R 1 (1) -CH 2 CH(OH)CH 2 OR 1 (4) -CH(CH 2 OH)CH 2 OR 1 (5) (In formulas (1), (4), and (5), R1 is a hydrocarbon group having 7 to 28 carbon atoms.)

8. A method for inhibiting biofilm formation, comprising the step of physically adsorbing an aqueous solution containing one or more polysaccharides selected from the group consisting of polysaccharide derivatives in which one or more hydrogen atoms of a hydroxyl group of ethylcellulose, hydroxyethylmethylcellulose, hydroxyethylcellulose, or hydroxypropylmethylcellulose are substituted with one or more substituents represented by any of the following formulas (1), (4), and (5) onto a solid surface. -R 1 (1) -CH 2 CH(OH)CH 2 OR 1 (4) -CH(CH 2 OH)CH 2 OR 1 (5) (In formulas (1), (4), and (5), R1 is a hydrocarbon group having 7 to 28 carbon atoms.)

9. The method according to claim 7 or 28, wherein R1 in formula (1) is a benzyl group, and R1 in formulas (4) and (5) is one or more selected from the group consisting of linear or branched alkyl groups and orthotolyl groups.

10. The method according to any one of claims 7 to 9, wherein one or more hydrogen atoms of hydroxyl groups of ethylcellulose, hydroxyethylmethylcellulose, hydroxyethylcellulose, or hydroxypropylmethylcellulose are further substituted with substituents represented by the following formula (1'). -(CH 2 ) p R 4 (1') (In equation (1'), R4 is a betaine group. p is an integer between 0 and 20.)

11. The method according to any one of claims 7 to 10, wherein the processing is carried out by immersing the surface of the solid in an aqueous solution containing the polysaccharide.

12. The method according to any one of claims 7 to 11, wherein the solid is one or more selected from the group consisting of polyester, acrylonitrile butadiene styrene resin, polycarbonate, polystyrene, polyvinyl chloride, polytetrafluoroethylene, polyethylene, polypropylene, stainless steel, and glass.

13. The method according to any one of claims 7 to 12, wherein the target bacterial species is one or more species selected from the group consisting of Rhodotorula mucilaginosa, Candida parapsis, Pseudomonas, Moraxella osloensis, Roseomonas mucosa, Methylobacterium variabile, Sphingomonas, Micrococcus, and Staphylococcus aureus.

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