Antibacterial composition and use thereof

Abstract

To provide an antibacterial composition that has reduced pungent odors and can safely express spatial antibacterial properties and an antibacterial method.SOLUTION: An antibacterial composition contains an organic solvent extract of a mushroom belonging to the genus Meripilus as an active ingredient.SELECTED DRAWING: None

Description

[Technical Field]

[0001] The present invention relates to an antibacterial composition and an antibacterial method for inhibiting the growth of molds and bacteria that can cause health hazards in the living environment. [Background technology]

[0002] It is known that components volatilized from mushrooms have the effect of controlling mold and bacteria (Patent Document 1). Mushroom-derived antibacterial components are highly safe, and their volatility has the advantage of allowing them to efficiently control mold and bacteria in spaces.

[0003] Furthermore, Patent Document 2 proposes a film having a bactericidal isothiocyanate ester adsorbed on its surface. [Prior art documents] [Patent documents]

[0004] [Patent Document 1] Japanese Patent Application Laid-Open No. 2011-167073 [Patent Document 2] Japanese Patent Application Publication No. 3-151972 Summary of the Invention [Problem to be solved by the invention]

[0005] However, the antibacterial component of Patent Document 1 is emitted from mushroom fruiting bodies, mycelium, and waste mushroom beds, and these need to be placed near the mold or bacteria to be controlled, which limits the ways in which they can be used. Furthermore, isothiocyanate esters used as disinfectants have a strong irritating odor and are irritating to the skin, necessitating the use of protective equipment, and there are problems such as the odor transferring to the contents and impairing the flavor of food.

[0006] Therefore, an object of the present invention is to provide an antibacterial composition and an antibacterial method that have little irritating odor and can safely exhibit spatial antibacterial properties. In this specification, the expression "space antibacterial activity" means that the antibacterial active ingredient diffuses into the air and exerts antibacterial activity on the object without coming into contact with the object, i.e., by exposing the object to the vapor of the volatilized active ingredient. [Means for solving the problem]

[0007] The present invention includes the following aspects. [1] An antibacterial composition comprising, as an active ingredient, an organic solvent extract of one or more mushrooms selected from the group consisting of the genera Lentinula, Meripilus, Grifola, and Leucopaxillus. [2] The antibacterial composition according to [1], wherein the mushroom is one or more selected from the group consisting of shiitake mushroom, tonbimaitake mushroom, maitake mushroom, and ginkgo mushroom. [3] The antibacterial composition according to [1] or [2], wherein the organic solvent extract of the mushroom is an organic solvent extract of the fruiting body or mycelium of the mushroom, or a mycelium culture broth of the mushroom. [4] The antibacterial composition according to any one of [1] to [3], wherein the organic solvent extract contains one or more compounds selected from the group consisting of a compound represented by the following formula (1) or a salt thereof, or a solvate of either; a compound represented by the following formula (2) or a salt thereof, or a solvate of either; a compound represented by the following formula (3) or a salt thereof, or a solvate of either; a compound represented by the following formula (4) or a salt thereof, or a solvate of either; a compound represented by the following formula (5) or a salt thereof, or a solvate of either; a compound represented by the following formula (6) or a salt thereof, or a solvate of either; a compound represented by the following formula (7) or a salt thereof, or a solvate of either; a compound represented by the following formula (8) or a salt thereof, or a solvate of either; and a compound represented by the following formula (9) or a salt thereof, or a solvate of either.

[0008] [ka] [In formula (1), R 1represents a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, or a hydrogen atom. n1 is an integer of 0 to 5. In formula (2), R 21a and R 21b R each independently represents an alkenyl group having 2 to 10 carbon atoms which may have a substituent. 22a , R 22b , R 23a , R 23b , R 24a , and R 24b each independently represents a hydrocarbon group having 1 to 10 carbon atoms which may have a substituent, OR 200 or a hydrogen atom. 200 R is a hydrocarbon group having 1 to 10 carbon atoms which may have a substituent, or a hydrogen atom. 25 and R 26 each independently represents a hydrocarbon group having 1 to 10 carbon atoms which may have a substituent, or a hydrogen atom. 3 represents a hydrocarbon group having 1 to 20 carbon atoms and a hydroxy group. n3 is an integer of 1 to 6. In formula (4), R 4 represents a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent. 5 represents a hydrocarbon group having 1 to 10 carbon atoms and a hydroxy group. n5 is an integer of 1 to 4. In formula (6), R 61a , R 61b , R 62a and R 62b each independently represents a hydrocarbon group having 1 to 10 carbon atoms which may have a substituent, or a hydrogen atom. n6 is an integer of 1 to 4. In formula (7), R 7 represents a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent. 81 represents a hydrocarbon group having 1 to 10 carbon atoms and a hydroxy group. 82 , R 83 and R 84 each independently represents a hydrocarbon group having 1 to 10 carbon atoms which may have a substituent, or a hydrogen atom. 9 represents an acyl group having 1 to 10 carbon atoms, and n9 is an integer of 1 to 4.

[0009] [5] The antibacterial composition according to [4], wherein the compound represented by formula (1) comprises one or more compounds selected from the group consisting of anisaldehyde, 4-(3-methyl-2-butenyloxy)benzaldehyde, and benzaldehyde. [6] The antibacterial composition according to [4] or [5], wherein the compound represented by formula (2) comprises one or more compounds selected from the group consisting of carveol and carvyl acetate. [7] The antibacterial composition according to any one of [4] to [6], wherein the compound represented by formula (3) comprises one or more selected from the group consisting of benzyl alcohol, 1-phenylethyl alcohol, and 3-phenyl-1-propanol.

[0010] [8] The antibacterial composition according to any one of [4] to [7], wherein the compound represented by formula (4) contains 3-methylbutanoic acid. [9] The antibacterial composition according to any one of [4] to [8], wherein the compound represented by formula (5) contains 2-furanomethanol.

[10] The antibacterial composition according to any one of [4] to [9], wherein the compound represented by formula (6) includes mellein.

[0011]

[11] The antibacterial composition according to any one of [4] to

[10] , wherein the compound represented by formula (7) contains decanal.

[12] The antibacterial composition according to any one of [4] to

[11] , wherein the compound represented by formula (8) contains crotyl alcohol.

[13] The antibacterial composition according to any one of [4] to

[12] , wherein the compound represented by formula (9) contains 2-acetylpyrrole.

[0012]

[14] An antibacterial composition comprising, as an active ingredient, one or more compounds selected from the group consisting of a compound represented by the following formula (1') or a salt thereof, or a solvate thereof, and a compound represented by the following formula (2) or a salt thereof, or a solvate thereof:

[0013] [ka] [In formula (1'), R 1 represents a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, or a hydrogen atom. n is an integer of 1 to 5. In formula (2), R 21a and R 21b R each independently represents an alkenyl group having 2 to 10 carbon atoms which may have a substituent. 22a , R 22b , R 23a , R 23b , R 24a , and R 24b each independently represents a hydrocarbon group having 1 to 10 carbon atoms which may have a substituent, OR 200 or a hydrogen atom. 200 R is a hydrocarbon group having 1 to 10 carbon atoms which may have a substituent, or a hydrogen atom. 25 and R 26 each independently represents a hydrocarbon group having 1 to 10 carbon atoms which may have a substituent, or a hydrogen atom.]

[0014]

[15] A multilayer film comprising at least a resin layer containing the antibacterial composition according to any one of [1] to

[14] .

[16] An antibacterial material comprising a carrier and the antibacterial composition according to any one of [1] to

[14] carried on the carrier.

[17] A method for producing an antibacterial composition, comprising a step of obtaining an extract from mushroom fruiting bodies or mycelia or a mushroom mycelium culture broth using an organic solvent, wherein the mushroom is one or more mushrooms selected from the group consisting of the genera Lentinula, Meripilus, Grifola, and Leucopaxillus.

[0015]

[18] A method for controlling mold, which comprises exposing the antibacterial composition according to any one of [1] to

[14] to gas.

[19] The mold control method according to

[18] , wherein the mold is one or more types of mold selected from the group consisting of the genera Aspergillus, Penicillium, and Cladosporium.

[20] A method for controlling bacteria, which comprises exposing the antibacterial composition according to any one of [1] to

[14] to gas.

[21] The method for controlling bacteria according to

[20] , wherein the bacteria are one or more bacteria selected from the group consisting of Escherichia and Staphylococcus. [Effects of the Invention]

[0016] According to the present invention, an antibacterial composition and an antibacterial method can be provided that have a low irritating odor and can safely exhibit spatial antibacterial properties. [Brief explanation of the drawings]

[0017] [Figure 1] This is a spectrum obtained by analyzing an organic solvent extract of shiitake mushroom by gas chromatography. [Figure 2] 1 shows a spectrum obtained by analyzing an organic solvent extract of shiitake mushroom by mass spectrometry. [Figure 3] This is a spectrum obtained by analyzing an organic solvent extract of shiitake mushroom by gas chromatography. [Figure 4] This is a spectrum obtained by analyzing an organic solvent extract of shiitake mushroom by gas chromatography. [Figure 5] This is a spectrum obtained by analyzing an organic solvent extract of shiitake mushroom by gas chromatography. [Figure 6] This is a spectrum obtained by analyzing an organic solvent extract of shiitake mushroom by gas chromatography. [Figure 7] This is a spectrum obtained by analyzing an organic solvent extract of shiitake mushroom by gas chromatography. [Figure 8] This is a spectrum obtained by analyzing an organic solvent extract of shiitake mushroom by gas chromatography. [Figure 9] This is a spectrum obtained by analyzing an organic solvent extract of shiitake mushroom by gas chromatography. [Figure 10] This is a spectrum obtained by analyzing an organic solvent extract of Grifola frondosa by gas chromatography. [Figure 11]This is a spectrum obtained by analyzing an organic solvent extract of Grifola frondosa by gas chromatography. [Figure 12] This is a spectrum obtained by analyzing an organic solvent extract of Grifola frondosa by gas chromatography. DETAILED DESCRIPTION OF THE INVENTION

[0018] [Antibacterial composition (first embodiment)] In one embodiment, the present invention provides an antibacterial composition comprising, as an active ingredient, an organic solvent extract of one or more mushrooms selected from the group consisting of the genera Lentinula, Meripilus, Grifola, and Leucopaxillus.

[0019] As will be described later in the Examples, the inventors have found that organic solvent extracts of Lentinus edodes, Grifola frondosa, Maitake mushroom, and Ginkgo biloba exhibit antibacterial properties. In this specification, "antibacterial properties" refers to the property of inhibiting the growth of mold, bacteria, etc.

[0020] The fungus is not particularly limited as long as it is a fungus that allows the antibacterial composition of the present embodiment to exhibit antibacterial properties, and examples include the genera Aspergillus, Penicillium, Cladosporium, Eurotium, Mucor, Scopulariopsis, Wallemia, Alternaria, Fusarium, Geotrichum, Phialophora, Colletotrichum, Ulocladium, Phoma, Arthrinium, Aureobasidium, Trichoderma, Rhizoctonia, Neurospora, Arthrinium, Rhizopus, Cunninghamella, and Curvularia. Among these, the antibacterial composition of the present embodiment is useful against one or more fungi selected from the group consisting of the genera Aspergillus, Penicillium, and Cladosporium.

[0021] The bacterium is not particularly limited as long as it is a bacterium that the antibacterial composition of the present embodiment exhibits antibacterial properties, and examples thereof include bacteria of the genus Escherichia, Staphylococcus, Streptococcus, Enterococcus, Corynebacterium, Bacillus, Listeria, Peptococcus, Peptostreptococcus, Clostridium, Eubacterium, Propionibacterium, Lactobacillus, Neisseria, Branhamella, Haemophilus, Bordetella, Citrobacter, Salmonella, Shigella, Klebsiella, Enterobacter, Serratia, Hafnia, Proteus, Morganella, Providencia, Yersinia, Campylobacter, Vibrio, Aeromonas, Pseudomonas, Xanthomonas, Acinetobacter, Flavobacterium , Brucella, Legionella, Veillonella, Bacteroides, Fusobacterium, Mycobacterium, Actinomyces, Nocardia, Treponema, Leptspira, Mycoplasma, Rickettsia, Chlamydia, and the like. Among these, the antibacterial composition of the present embodiment is useful against one or more bacteria selected from the group consisting of the genera Escherichia and Staphylococcus.

[0022] Shiitake mushrooms belong to the genus Lentinula, tomboy mushrooms belong to the genus Meripilus, maitake mushrooms belong to the genus Grifola, and giant ginkgo mushrooms belong to the genus Leucopaxillus.

[0023] Therefore, an organic solvent extract of a mushroom belonging to any of the genera Lentinula, Meripilus, Grifola and Leucopaxillus has antibacterial properties.

[0024] As will be described later in the examples, the antibacterial composition of this embodiment can exert its antibacterial properties by volatilizing, and therefore, by exposing an object to the vapor of the volatilized active ingredient, it is possible to inhibit the growth of bacteria on the object.

[0025] Since mushrooms belonging to any of the genera Lentinula, Meripilus, Grifola and Leucopaxillus are edible, the antibacterial composition described above is highly safe for the human body.

[0026] Furthermore, since mushrooms belonging to the genera Lentinula, Meripilus, Grifola, and Leucopaxillus do not have a pungent odor or skin irritation, the odor of the antibacterial composition can be prevented from transferring to the target object, and the antibacterial composition can be easily handled.

[0027] More specifically, the mushroom from which the antibacterial composition of this embodiment is derived is preferably one or more mushrooms selected from the group consisting of shiitake mushroom, tonbimaitake mushroom, maitake mushroom, and ginkgo biloba mushroom.

[0028] The organic solvent in the organic solvent extract of mushrooms is not particularly limited, and examples thereof include alcohol, acetone, ethyl acetate, hexane, diethyl ether, and butanol.

[0029] In this embodiment, the organic solvent extract may be an organic solvent extract of mushroom fruiting bodies or mycelia, or a mushroom mycelium culture broth.

[0030] In this embodiment, the organic solvent extract may be purified to increase its purity. The purification method is not particularly limited, and may be, for example, organic solvent partition extraction, silica gel column chromatography, gel filtration chromatography, high performance liquid chromatography, thin layer chromatography, or the like.

[0031] In this embodiment, the organic solvent extract preferably contains one or more compounds selected from the group consisting of a compound represented by the following formula (1) or a salt thereof, or a solvate thereof; a compound represented by the following formula (2) or a salt thereof, or a solvate thereof; a compound represented by the following formula (3) or a salt thereof, or a solvate thereof; a compound represented by the following formula (4) or a salt thereof, or a solvate thereof; a compound represented by the following formula (5) or a salt thereof, or a solvate thereof; a compound represented by the following formula (6) or a salt thereof, or a solvate thereof; a compound represented by the following formula (7) or a salt thereof, or a solvate thereof; a compound represented by the following formula (8) or a salt thereof, or a solvate thereof; and a compound represented by the following formula (9) or a salt thereof, or a solvate thereof.

[0032] [ka] [In formula (1), R 1 represents a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, or a hydrogen atom. n1 is an integer of 0 to 5. In formula (2), R 21a and R 21b R each independently represents an alkenyl group having 2 to 10 carbon atoms which may have a substituent. 22a , R 22b , R 23a , R 23b , R 24a , and R 24b each independently represents a hydrocarbon group having 1 to 10 carbon atoms which may have a substituent, OR 200 or a hydrogen atom. 200 R is a hydrocarbon group having 1 to 10 carbon atoms which may have a substituent, or a hydrogen atom. 25 and R 26each independently represents a hydrocarbon group having 1 to 10 carbon atoms which may have a substituent, or a hydrogen atom. 3 represents a hydrocarbon group having 1 to 20 carbon atoms and a hydroxy group. n3 is an integer of 1 to 6. In formula (4), R 4 represents a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent. 5 represents a hydrocarbon group having 1 to 10 carbon atoms and a hydroxy group. n5 is an integer of 1 to 4. In formula (6), R 61a , R 61b , R 62a and R 62b each independently represents a hydrocarbon group having 1 to 10 carbon atoms which may have a substituent, or a hydrogen atom. n6 is an integer of 1 to 4. In formula (7), R 7 represents a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent. 81 represents a hydrocarbon group having 1 to 10 carbon atoms and a hydroxy group. 82 , R 83 and R 84 each independently represents a hydrocarbon group having 1 to 10 carbon atoms which may have a substituent, or a hydrogen atom. 9 represents an acyl group having 1 to 10 carbon atoms, and n9 is an integer of 1 to 4.

[0033] In the above general formula (1), R 1 may be a linear, branched, or cyclic hydrocarbon group, or may be a hydrogen atom. The hydrocarbon group is preferably linear or branched. R 1 may be a saturated hydrocarbon group or an unsaturated hydrocarbon group. R 1 is a hydrocarbon group, R 1 is preferably a hydrocarbon group having 1 to 15 carbon atoms which may have a substituent, and more preferably a hydrocarbon group having 1 to 10 carbon atoms which may have a substituent. n1 is preferably 0 to 3, and more preferably 0 to 1. In the above general formula (1), the benzene ring has -OR at the para position relative to -CHO.1 It is preferred that the compound has the following structure: If n1 is 2 or more, multiple ORs exist. 1 may be the same as or different from each other.

[0034] In the above general formula (2), R 21a and R 21b are preferably each independently an alkenyl group having 3 to 5 carbon atoms. R 22a , R 22b , R 23a , R 23b , R 24a , and R 24b At least one of the following is OR 200 Preferably, R 23a and R 23b At least one of is OR 200 It is more preferable that: R 200 is preferably an acyl group having 2 to 5 carbon atoms, —CHO, or a hydrogen atom. R 25 and R 26 are preferably each independently a hydrocarbon group having 1 to 5 carbon atoms which may have a substituent, or a hydrogen atom. The compound represented by the above general formula (2) may be either a cis or trans isomer.

[0035] In the above general formula (3), R 3 is preferably a hydrocarbon group having 1 to 12 carbon atoms and a hydroxy group, and more preferably a hydrocarbon group having 1 to 8 carbon atoms and a hydroxy group. n3 is preferably 1 to 3, and more preferably 1. When n3 is 2 or more, a plurality of R 3 may be the same as or different from each other.

[0036] In the above general formula (4), R 4 is preferably a hydrocarbon group having 1 to 12 carbon atoms which may have a substituent, and more preferably a hydrocarbon group having 1 to 8 carbon atoms which may have a substituent.

[0037] In the above general formula (5), R 5 is preferably a hydrocarbon group having 1 to 8 carbon atoms and a hydroxy group, and more preferably a hydrocarbon group having 1 to 4 carbon atoms and a hydroxy group. n5 is preferably 1 or 2, and more preferably 1.

[0038] In the above general formula (6), R 61a , R 61b , R 62a and R 62b are preferably each independently a hydrocarbon group having 1 to 5 carbon atoms which may have a substituent, or a hydrogen atom. n6 is preferably 1 or 2, and more preferably 1.

[0039] In the above general formula (7), R 7 is preferably a hydrocarbon group having 1 to 15 carbon atoms which may have a substituent.

[0040] In the above general formula (8), R 81 is preferably a hydrocarbon group having 1 to 5 carbon atoms and a hydroxy group. 82 , R 83 and R 84 are preferably each independently a hydrocarbon group having 1 to 5 carbon atoms which may have a substituent, or a hydrogen atom. The compound represented by the above general formula (8) may be either a cis or trans isomer.

[0041] In the above general formula (9), R 9 is preferably an acyl group having 1 to 5 carbon atoms. n9 is preferably 1 or 2, and more preferably 1.

[0042] In this embodiment, the compounds represented by formula (1), (2), (3), (4), (5), (6), (7), (8), and (9) contained in the organic solvent extract may be in the form of salts. Examples of salts include, but are not limited to, sodium salts, potassium salts, calcium salts, aluminum salts, zinc salts, magnesium salts, and choline salts, and any salt known to those skilled in the art may be used.

[0043] In this embodiment, the compound represented by formula (1) or a salt thereof contained in the organic solvent extract may be a solvate. The compound represented by formula (2) or a salt thereof contained in the organic solvent extract of this embodiment may be a solvate. The compound represented by formula (3) or a salt thereof contained in the organic solvent extract of this embodiment may be a solvate. The compound represented by formula (4) or a salt thereof contained in the organic solvent extract of this embodiment may be a solvate. The compound represented by formula (5) or a salt thereof contained in the organic solvent extract of this embodiment may be a solvate. The compound represented by formula (6) or a salt thereof contained in the organic solvent extract of this embodiment may be a solvate. The compound represented by formula (7) or a salt thereof contained in the organic solvent extract of this embodiment may be a solvate. The compound represented by formula (8) or a salt thereof contained in the organic solvent extract of this embodiment may be a solvate. The compound represented by formula (9) or a salt thereof contained in the organic solvent extract of this embodiment may be a solvate.

[0044] The solvate is not particularly limited, and examples thereof include hydrates and organic solvent solvates.

[0045] In this embodiment, the organic solvent extract may be: The organic solvent extract preferably contains a compound represented by the above formula (1) or a salt thereof or a solvate thereof, a compound represented by the above formula (2) or a salt thereof or a solvate thereof, a compound represented by the above formula (3) or a salt thereof or a solvate thereof, and a compound represented by the above formula (4) or a salt thereof or a solvate thereof. The organic solvent extract more preferably contains a compound represented by the above formula (1) or a salt thereof or a solvate thereof, a compound represented by the above formula (2) or a salt thereof or a solvate thereof, a compound represented by the above formula (3) or a salt thereof or a solvate thereof, a compound represented by the above formula (4) or a salt thereof or a solvate thereof, a compound represented by the above formula (5) or a salt thereof or a solvate thereof, and a compound represented by the above formula (6) or a salt thereof or a solvate thereof. This allows the organic solvent extract of this embodiment to exhibit excellent antibacterial properties. The organic solvent extract is preferably an organic solvent extract of a mushroom of the genus Lentinula, and more preferably an organic solvent extract of Lentinula edodes.

[0046] Alternatively, in this embodiment, the organic solvent extract may be: The organic solvent extract preferably contains the compound represented by the above formula (7) or a salt thereof, or a solvate of these. The organic solvent extract more preferably contains a compound represented by the above formula (7) or a salt thereof or a solvate thereof, a compound represented by the above formula (8) or a salt thereof or a solvate thereof, and a compound represented by the above formula (9) or a salt thereof or a solvate thereof. This allows the organic solvent extract of this embodiment to exhibit excellent antibacterial properties. The organic solvent extract is preferably an organic solvent extract of a mushroom of the genus Meripilus, and more preferably an organic solvent extract of Grifola frondosa.

[0047] The compound represented by the above formula (1) preferably includes one or more compounds selected from the group consisting of anisaldehyde, 4-(3-methyl-2-butenyloxy)benzaldehyde, and benzaldehyde.

[0048] Anisaldehyde is a compound represented by the following formula (1-1).

[0049] [ka]

[0050] 4-(3-methyl-2-butenyloxy)benzaldehyde is a compound represented by the following formula (1-2).

[0051] [ka]

[0052] The compound represented by the above formula (2) preferably contains one or more compounds selected from the group consisting of carveol and carvyl acetate.

[0053] Carveol is a compound represented by the following formula (2-1). Carveol may be in the cis form or the trans form.

[0054] [ka]

[0055] Carbyl acetate is a compound represented by the following formula (2-2). The carvyl acetate may be in the cis form or the trans form.

[0056] [ka]

[0057] The compound represented by the above formula (3) preferably contains one or more selected from the group consisting of benzyl alcohol, 1-phenylethyl alcohol, and 3-phenyl-1-propanol.

[0058] The compound represented by the above formula (4) preferably contains 3-methylbutanoic acid. 3-Methylbutanoic acid is a compound represented by the following formula (4-1).

[0059] [ka]

[0060] The compound represented by the above formula (5) preferably contains 2-furanomethanol. 2-Furanomethanol is a compound represented by the following formula (5-1).

[0061] [ka]

[0062] The compound represented by the above formula (6) preferably includes mellein. Mellein is a compound represented by the following formula (6-1).

[0063] [ka]

[0064] The compound represented by the above formula (7) preferably contains decanal.

[0065] The compound represented by the above formula (8) preferably contains crotyl alcohol. Crotyl alcohol is a compound represented by the following formula (8-1) or (8-2). Crotyl alcohol may be in the cis form or the trans form.

[0066] [ka]

[0067] The compound represented by the above formula (9) preferably contains 2-acetylpyrrole. 2-acetylpyrrole is a compound represented by the following formula (9-1).

[0068] [ka]

[0069] In this embodiment, the organic solvent extract may be: The organic solvent extract preferably contains one or more compounds selected from the group consisting of anisaldehyde, 4-(3-methyl-2-butenyloxy)benzaldehyde, carveol, carvyl acetate, benzyl alcohol, 1-phenylethyl alcohol, 3-phenyl-1-propanol, 3-methylbutanoic acid, 2-furanomethanol, and mellein. In this embodiment, the organic solvent extract preferably contains anisaldehyde, more preferably contains two of anisaldehyde and carveol, still more preferably contains four of anisaldehyde, 4-(3-methyl-2-butenyloxy)benzaldehyde, carveol, and carvyl acetate, particularly preferably contains five of anisaldehyde, 4-(3-methyl-2-butenyloxy)benzaldehyde, carveol, carvyl acetate, and benzaldehyde, and most preferably contains eight of anisaldehyde, 4-(3-methyl-2-butenyloxy)benzaldehyde, carveol, carvyl acetate, benzaldehyde, benzyl alcohol, 1-phenylethyl alcohol, 3-phenyl-1-propanol, and 3-methylbutanoic acid. In this embodiment, the organic solvent extract particularly preferably contains five of the following: anisaldehyde, 4-(3-methyl-2-butenyloxy)benzaldehyde, carveol, carvyl acetate, and benzaldehyde; and may contain ten of the following: anisaldehyde, 4-(3-methyl-2-butenyloxy)benzaldehyde, carveol, carvyl acetate, benzaldehyde, benzyl alcohol, 1-phenylethyl alcohol, 3-phenyl-1-propanol, 3-methylbutanoic acid, 2-furanomethanol, and mellein. This allows the organic solvent extract of this embodiment to exhibit excellent antibacterial properties. The organic solvent extract is preferably an organic solvent extract of a mushroom of the genus Lentinula, and more preferably an organic solvent extract of Lentinula edodes.

[0070] Alternatively, in this embodiment, the organic solvent extract may be: The organic solvent extract preferably contains one or more selected from the group consisting of decanal, crotyl alcohol, and 2-acetylpyrrole. In this embodiment, the organic solvent extract preferably contains decanal, more preferably decanal, crotyl alcohol, and 2-acetylpyrrole. This allows the organic solvent extract of this embodiment to exhibit excellent antibacterial properties. The organic solvent extract is preferably an organic solvent extract of a mushroom of the genus Meripilus, and more preferably an organic solvent extract of Grifola frondosa.

[0071] The antibacterial composition of the first embodiment contains the organic solvent extract described above. The organic solvent extract contains one or more compounds selected from the group consisting of a compound represented by formula (1) above, a salt thereof, or a solvate thereof, a compound represented by formula (2) above, a salt thereof, or a solvate thereof, a compound represented by formula (3) above, a salt thereof, or a solvate thereof, a compound represented by formula (4) above, a salt thereof, or a solvate thereof, a compound represented by formula (5) above, a salt thereof, or a solvate thereof, a compound represented by formula (6) above, a salt thereof, or a solvate thereof, a compound represented by formula (7) above, a salt thereof, or a solvate thereof, a compound represented by formula (8) above, a salt thereof, or a solvate thereof, and a compound represented by formula (9) above, a salt thereof, or a solvate thereof, thereby enabling the antibacterial composition of this embodiment to fully exhibit antibacterial properties. The antibacterial composition of the first embodiment includes the organic solvent extract, which contains one or more compounds selected from the group consisting of anisaldehyde, 4-(3-methyl-2-butenyloxy)benzaldehyde, carveol, carvyl acetate, benzyl alcohol, 1-phenylethyl alcohol, 3-phenyl-1-propanol, 3-methylbutanoic acid, 2-furanomethanol, mellein, decanal, crotyl alcohol, and 2-acetylpyrrole, allowing the antibacterial composition of the present embodiment to exhibit sufficient antibacterial properties.

[0072] [Antibacterial composition (second embodiment)] In one embodiment, the present invention provides an antibacterial composition comprising, as an active ingredient, one or more compounds selected from the group consisting of a compound represented by the following formula (1') or a salt thereof, or a solvate thereof, and a compound represented by the following formula (2) or a salt thereof, or a solvate thereof. Examples of the salt and solvate include those described above.

[0073] [ka] [In formula (1'), R 1represents a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent, or a hydrogen atom. n is an integer of 1 to 5. In formula (2), R 21a and R 21b R each independently represents an alkenyl group having 2 to 10 carbon atoms which may have a substituent. 22a , R 22b , R 23a , R 23b , R 24a , and R 24b each independently represents a hydrocarbon group having 1 to 10 carbon atoms which may have a substituent, OR 200 or a hydrogen atom. 200 R is a hydrocarbon group having 1 to 10 carbon atoms which may have a substituent, or a hydrogen atom. 25 and R 26 each independently represents a hydrocarbon group having 1 to 10 carbon atoms which may have a substituent, or a hydrogen atom.]

[0074] In this embodiment, it is preferable to contain both the compound represented by the above formula (1) or a salt thereof or a solvate thereof, and the compound represented by the above formula (2) or a salt thereof or a solvate thereof.

[0075] The compound represented by the above formula (1) is preferably at least one selected from the group consisting of anisaldehyde and 4-(3-methyl-2-butenyloxy)benzaldehyde.

[0076] The compound represented by the above formula (2) is preferably one or more selected from the group consisting of carveol and carvyl acetate.

[0077] In this embodiment, the antimicrobial composition preferably contains anisaldehyde, more preferably contains two of anisaldehyde and carveol, and even more preferably contains four of anisaldehyde, 4-(3-methyl-2-butenyloxy)benzaldehyde, carveol, and carvyl acetate.

[0078] The antibacterial composition of the second embodiment contains one or more compounds selected from the group consisting of the compound represented by the above formula (1) or a salt thereof or a solvate thereof, and the compound represented by the above formula (2) or a salt thereof or a solvate thereof, thereby allowing the antibacterial composition of the present embodiment to exhibit sufficient antibacterial properties. The antibacterial composition of the second embodiment contains one or more compounds selected from the group consisting of anisaldehyde, 4-(3-methyl-2-butenyloxy)benzaldehyde, carveol, and carvyl acetate, allowing the antibacterial composition of the present embodiment to exhibit sufficient antibacterial properties.

[0079] [Multi-layer film] In one embodiment, the present invention provides a multilayer film comprising at least a resin layer comprising the antimicrobial composition described above.

[0080] This multilayer film contains an antibacterial composition in the resin layer, so that the active ingredient volatilized from the resin layer can permeate the multilayer film and exhibit antibacterial properties.

[0081] As long as the volatilized active ingredient can permeate the multilayer film and exhibit antibacterial properties, the multilayer film may include other layers, such as a substrate layer, an outer layer, and a sealant layer, which are known to those skilled in the art (e.g., WO 2008 / 139593, JP 2017-019237 A).

[0082] A package including this multilayer film can exert antibacterial properties on the contents, such as foodstuffs.

[0083] [Antibacterial material] In one embodiment, the present invention provides an antibacterial material comprising a carrier and the above-described antibacterial composition carried on the carrier.

[0084] The carrier may be, for example, a porous one. The antibacterial material may be, for example, a porous carrier impregnated with an antibacterial composition.

[0085] [Manufacturing method] In one embodiment, the present invention provides a method for producing an antibacterial composition, comprising a step (a) of obtaining an extract from a mushroom fruiting body or mycelium, or a mushroom mycelium culture broth, using an organic solvent, wherein the mushroom is one or more mushrooms selected from the group consisting of the genera Lentinula, Meripilus, Grifola, and Leucopaxillus.

[0086] (Step (a)) When mushroom fruiting bodies or mushroom mycelia are used in step (a), step (a) preferably includes a crushing step, a leaching step, and an extraction step in order to efficiently extract the active ingredient.

[0087] In the crushing step, the yield of the antibacterial organic solvent extract can be increased by crushing the mushroom fruiting bodies or mushroom mycelia. The crushing method is not particularly limited, and examples include crushing methods using a blade, ultrasonic waves, a homogenizer, etc.

[0088] In the leaching step, the crushed fruiting bodies or mycelia may be immersed in an organic solvent to leach out the active ingredients. At this time, stirring, heating, or pressurization may be performed to promote the leaching of the active ingredients.

[0089] In the extraction step, the resulting exudate is filtered or centrifuged to remove solid matter such as fruiting bodies and mycelium, and then extraction is carried out. Because the exudate contains many components other than the active ingredient, it is preferable to extract the active ingredient using an organic solvent different from the organic solvent used for soaking.

[0090] The organic solvent in the extract is removed by heating or under reduced pressure, followed by concentration, to obtain an extract.

[0091] When a mycelium culture solution is used in step (a), the culture solution is not particularly limited and can be any suitable solution for the growth of the mushrooms to be cultured. The culture conditions, such as the culture temperature, pH, and culture time, can be selected appropriately.

[0092] The mycelium culture broth contains active ingredients produced by the mycelium, and an extract can be obtained by extracting the active ingredients from the mycelium culture broth using an organic solvent.

[0093] The extract obtained in step (a) may be purified to increase its purity. The purification method is not particularly limited, and may be, for example, organic solvent partition extraction, silica gel column chromatography, gel filtration chromatography, high performance liquid chromatography, thin layer chromatography, or the like.

[0094] [Control method] In one embodiment, the present invention provides a method for controlling mold by gas exposure to the antimicrobial composition described above. Examples of mold include those mentioned above. Among these molds, the mold control method of the present embodiment is effective against one or more molds selected from the group consisting of the genera Aspergillus, Penicillium, and Cladosporium.

[0095] In one embodiment, the present invention provides a method for controlling bacteria by gas exposure to the antibacterial composition described above. Examples of bacteria include those mentioned above. Among these bacteria, the method for controlling bacteria of this embodiment is effective against one or more bacteria selected from the group consisting of the genera Escherichia and Staphylococcus.

[0096] As used herein, "exposing an antibacterial composition to a gas" means "the antibacterial composition volatilizes and diffuses into the air, and an object is exposed to the antibacterial composition." As will be described later in the Examples, the antibacterial composition volatilizes and diffuses into the air, thereby suppressing the growth of mold and bacteria in a space or object in the vicinity of the antibacterial composition.

[0097] A more specific example of the control method is a method of packaging an object using a multilayer film, package, etc. that uses the antibacterial composition described above. According to such a method, even if the object does not come into contact with the multilayer film, package, etc., the active ingredient volatilized from the multilayer film or package suppresses the growth of mold and bacteria on the object. Alternatively, by placing an antibacterial material using the above-mentioned antibacterial composition in a space where it is desired to prevent the growth of mold and bacteria, the active ingredients volatilized from the antibacterial material will suppress the growth of mold and bacteria in that space. [Example]

[0098] The present invention will be described below with reference to examples, but the present invention is not limited to the following examples.

[0099] [Experimental Example 1] According to the procedures described below, extracts were obtained from the organic solvent in which each mushroom mycelium was soaked, and extracts were also obtained from the culture broth of each mushroom mycelium.

[0100] Example 1 A Lentinus edodes strain (TUFC101337) was cultured on malt agar medium (Nissui) at 25°C for 2 weeks. 50 g of the resulting mycelium was immersed in 200 mL of acetone (Fujifilm Wako Pure Chemical Industries, Ltd.) for 24 hours. The immersion liquid containing the mycelium was filtered to separate the mycelium from the filtrate. The mycelium was again immersed in acetone for 24 hours and then filtered to obtain the filtrate. This process was repeated three times to obtain a total of 650 mL of filtrate. The resulting filtrate was concentrated using a rotary evaporator. An equal volume of hexane was added to approximately 50 mL of the resulting concentrate, and the layers were separated. The hexane layer was concentrated using a rotary evaporator, and the hexane was removed, yielding 320 mg of a solvent extract of Lentinus edodes mycelium.

[0101] Example 2 The same procedure as in Example 1 was carried out except that the Bunashimeji mycelium strain (TUFC11906) was cultured, thereby obtaining 240 mg of a solvent extract of Bunashimeji mycelia.

[0102] Example 3 The same procedure as in Example 1 was carried out except that the Maitake strain (TUFC100821) was cultured on potato dextrose agar medium (Nissui) for 3 weeks, to obtain 308 mg of a solvent extract of Maitake mycelia.

[0103] Example 4 50 mg of a solvent extract of Grifola frondosa mycelia was obtained in the same manner as in Example 3, except that the Grifola frondosa strain (TUFC100564) was cultured for 4 weeks.

[0104] Example 5 The same procedure as in Example 4 was carried out except that the Ginkgo biloba strain (TUFC30372) was cultured, to obtain 34 mg of a solvent extract of Ginkgo biloba mycelia.

[0105] Example 6 A Lentinus edodes strain (TUFC101337) was cultured on malt agar medium (Nissui) at 25°C for two weeks. Small pieces measuring 5-6 mm were punched out from the resulting mycelium, and five pieces were placed in 200 mL of malt extract culture medium (Life Technologies). Five similar cultures were prepared, and a total of 1000 mL of culture medium was cultured at 25°C for two weeks at 70 rpm in a shaker (Titec NR-150). The resulting culture medium was filtered, and an equal volume of ethyl acetate (Fujifilm Wako Pure Chemical Industries) was added to the filtrate for liquid separation. The ethyl acetate layer was concentrated using a rotary evaporator, and 29 mg of a solvent extract of Lentinus edodes culture medium was obtained after removing the ethyl acetate.

[0106] Example 7 The same procedure as in Example 6 was carried out except that the Bunashimeji strain (TUFC11906) was cultured, to obtain 37 mg of a solvent extract of the Bunashimeji culture solution.

[0107] Example 8 A maitake strain (TUFC100821) was cultured on potato dextrose agar medium (Nissui) at 25°C for 3 weeks. Small pieces measuring 5-6 mm were punched out from the resulting mycelium, and five small pieces were placed in 200 mL of potato dextrose broth liquid medium (Fujifilm Wako Pure Chemicals). Five similar cultures were prepared, and a total of 1000 mL of culture was cultured at 25°C for 3 weeks with shaking at 70 rpm in a shaker (Taitec NR-150). Subsequent procedures were the same as in Example 6, and 41 mg of a solvent extract of the maitake culture medium was obtained.

[0108] Example 9 A Tonbimaitake strain (TUFC100564) was cultured on potato dextrose agar medium (Nissui) at 25°C for 4 weeks. Small pieces measuring 5-6 mm were punched out from the resulting mycelium, and five small pieces were placed in 200 mL of potato dextrose broth liquid medium (Fujifilm Wako Pure Chemical Industries). Five similar cultures were prepared, and a total of 1000 mL of culture was cultured at 25°C for 4 weeks with shaking at 70 rpm in a shaker (Taitec NR-150). Subsequent procedures were the same as in Example 6, and 66 mg of a solvent extract of Tonbimaitake culture medium was obtained.

[0109] Example 10 The same procedure as in Example 9 was carried out except that a Ginkgo biloba strain (TUFC30372) was cultivated, to obtain 95 mg of a solvent extract of Ginkgo biloba culture solution.

[0110] (Comparative Example 1) The same procedure as in Example 1 was carried out except that the Suger porcini fungal strain (TUFC12963) was cultured, and 121 mg of a Suger porcini mycelium solvent extract was obtained.

[0111] (Comparative Example 2) 70 mg of solvent extract of Coralline Hallicola mycelia was obtained in the same manner as in Example 1, except that a Coralline Hallicola mycelium strain (TUFC12790) was cultivated.

[0112] (Comparative Example 3) The same procedure as in Example 6 was carried out except that the Suger broth strain (TUFC12963) was cultured, to obtain 19 mg of a Suger broth culture solvent extract.

[0113] Comparative Example 4 The same procedure as in Example 6 was carried out, except that a Coralline Halliday strain (TUFC12790) was cultured, to obtain 11 mg of a Coralline Halliday culture broth solvent extract.

[0114] [Experimental Example 2] The mycelium solvent extract and culture medium solvent extract obtained in Experimental Example 1 were used to evaluate their antibacterial properties against mold and bacteria.

[0115] (Antibacterial test) Antibacterial test against Aspergillus niger A 50 mm petri dish containing potato dextrose agar medium was inoculated with Aspergillus niger spores (1 × 10 3.550 μL of 1000 μg ...

[0116] Antibacterial test against Penicillium citrinum Mold spore solution (number of bacteria 1 x 10 3.0 The antibacterial test was carried out in the same manner as the antibacterial test against Aspergillus niger except that the number of serogroups was 1000 or more and the number of serogroups was 1000 or more.

[0117] Antibacterial test against black mold (Cladosporium sphaerospermum) Black mold spore solution (number of bacteria 1 x 10 3.7 The antibacterial test was carried out in the same manner as the antibacterial test against Aspergillus niger except that the number of serogroups was 1000 or more and the number of serogroups was 1000 or more.

[0118] Antibacterial test against Escherichia coli A 50 mm petri dish containing potato dextrose agar medium was filled with Escherichia coli (1 x 10 2.9 50 μL of 1000 μg ...

[0119] Antibacterial test against Staphylococcus aureus Staphylococcus aureus bacterial suspension (bacterial count 1 x 10 3.2The antibacterial test was carried out in the same manner as the antibacterial test against E. coli, except that the 100% ...

[0120] (Evaluation method) For the three fungi, a small amount of the culture medium after cultivation was scraped off and placed on a glass slide, and a cover glass was placed over it and observed under an optical microscope. The number of germinated spores and the total number of spores in the field of view were counted, and the germination rate (number of germinated spores / total number of spores) was calculated to evaluate the antibacterial activity. For the two bacterial species, the culture medium was visually observed after cultivation and the number of colonies was evaluated. The results are shown in Tables 1 and 2.

[0121] [Table 1]

[0122] [Table 2]

[0123] From the above results, it is clear that the examples to which the present invention is applied have antibacterial properties, but the comparative examples do not have antibacterial properties.

[0124] [Experimental Example 3] An antibacterial component was identified from Example 6 (solvent extract of Lentinus edodes culture broth) obtained in Experimental Example 1.

[0125] The shiitake mushroom extract was applied dropwise to a column packed with silica gel (Wakosil C-200, Fujifilm Wako Pure Chemical Industries, Ltd.). The extract was then eluted using 11 different hexane / ethyl acetate mixed solvents. The mixing ratios (volume ratio of hexane / ethyl acetate) were 10 / 0, 9 / 1, 8 / 2, 7 / 3, 6 / 4, 5 / 5, 4 / 6, 3 / 7, 2 / 8, 1 / 9, and 0 / 10.

[0126] The eleven eluates thus obtained were each concentrated to dryness using an evaporator. The eleven concentrated and dried products thus obtained were adjusted to 10% by mass with methanol. Each was subjected to an antibacterial test using the same method as in Experimental Example 2. The results revealed that the eluate fractions obtained using a mixed solvent of hexane / ethyl acetate (volume ratio 8 / 2) and the concentrated and dried products had antibacterial activity.

[0127] The eluted fraction obtained using a mixed solvent of hexane / ethyl acetate (volume ratio 8 / 2) was analyzed by GC / MS and NMR to identify the antibacterial components. As a result, anisaldehyde, 4-(3-methyl-2-butenyloxy)benzaldehyde, trans-carveol, and trans-carvyl acetate were detected. The analytical results are as follows: Gas chromatography also identified the following compounds: 1-phenylethyl alcohol, benzaldehyde, 3-phenyl-1-propanol, benzyl alcohol, 3-methylbutanoic acid, 2-furanomethanol, and mellein.

[0128] Anisaldehyde was analyzed and identified by mass spectrometry. Equipment: Gas chromatograph / mass spectrometer Instrument model number: GC6890 / MSD5973 (Agilent Technologies) Analysis conditions: GC Column: HP-INNOWAX Polyethylene glycol (30 m x 0.25 mm id. x 0.5 μm) Oven temperature rise process: 50℃ (3 min) → 10℃ / min → 240℃ (1 min) Inlet temperature: 240℃ MS Ionization method: EI Detector temperature: 240℃ Mass range: 29~550 scan m / z The spectra obtained by gas chromatography are shown in FIGS. 1 and 3 to 9, and the spectrum obtained by mass spectrometry is shown in FIG. The spectrum obtained by mass spectrometry was compared with a mass spectrum library to identify anisaldehyde.

[0129] 4-(3-methyl-2-butenyloxy)benzaldehyde: 1 H-NMR (CDCl3,600 MHz): δ 9.88 (s, 1H, CHO), 7.83 (d, J=9.0 Hz, 2H, C-2), 7.36 (d, J=9.0 Hz, 2H, C-3), 5.49 (m, 1H, CH=), 4.60 (d, J=3.6 Hz, 2H, -O-CH2), 1.81 (brs, 3H, trans-CH3), 1.76 (brs, 3H, cis-CH3)

[0130] trans-Carveol: 1 H-NMR (CDCl3,600 MHz): δ 5.57 (m,1H, H-3), 4.71 (m, 2H, H2C=), 4.01 (m, 1H, H-1), 2.31 (m, 1H, H-5), 2.13 (m, 1H, H-4), 1.93 (m, 1H, H-6), 1.84 (m, 1H, H-4), 1.79 (m, 3H, CH3-2), 1.73 (brs, 3H, CH3-C=CH2), 1.59 (ddd, J=13.8, 13.8, 4.2 Hz, 1H, H-6)

[0131] trans-Carbyl Acetate: 1H-NMR (CDCl3,600 MHz): δ 5.74 (m, 1H, H-3),5.26 (m, 1H, H-1),4.75 (m, 1H, CH2=) , 4.71 (m, 1H, CH2=), 2.31 (m, 1H, H-5), 2.21 (m, 1H, H-4),2.08 (s, 3H, CH3C=O) 1.85 (m, 2H, H-4, 6, overlapping), 1.73 (s, 3H, CH3-C=CH2), 1.69 (m, 3H, CH3-2), 1.65 (ddd, J=13.8, 12.6, 4.2 Hz, 1H, H-6)

[0132] Next, commercially available products, anisaldehyde, 4-(3-methyl-2-butenyloxy)benzaldehyde, carveol (Fujifilm Wako Pure Chemical Industries, Ltd., 327-52892), and carbyl acetate (Fujifilm Wako Pure Chemical Industries, Ltd., 320-5422), were purchased and dissolved in methanol to prepare 10% by mass methanol solutions. In addition, commercially available products such as 1-phenylethyl alcohol (Fujifilm Wako Pure Chemical Industries, Ltd., 168-00893), benzaldehyde (Fujifilm Wako Pure Chemical Industries, Ltd., 025-12206), 3-phenyl-1-propanol (Fujifilm Wako Pure Chemical Industries, Ltd., 164-01892), benzyl alcohol (Fujifilm Wako Pure Chemical Industries, Ltd., 027-01276), 3-methylbutanoic acid (Fujifilm Wako Pure Chemical Industries, Ltd., 222-00063), 2-furanomethanol (Fujifilm Wako Pure Chemical Industries, Ltd., 069-00696), and mellein (CAYMAN CHEMICAL, 10311) were purchased and dissolved in methanol to prepare 10% by mass methanol solutions. The above-mentioned commercially available carveol product was a mixture of cis and trans isomers, and the above-mentioned commercially available carvyl acetate product was a mixture of cis and trans isomers. Furthermore, triacetin and 2,6-diisopropylnaphthalene, which do not have antibacterial properties, were each dissolved in methanol to prepare a 10% by mass methanol solution.

[0133] Each solution was subjected to an antibacterial test in the same manner as in Experimental Example 2. The results showed that solutions of anisaldehyde, 4-(3-methyl-2-butenyloxy)benzaldehyde, carveol, and carvyl acetate all had antibacterial activity against Aspergillus niger, Penicillium niger, Aspergillus niger, Escherichia coli, and Staphylococcus aureus. It was also revealed that solutions of 1-phenylethyl alcohol, benzaldehyde, 3-phenyl-1-propanol, benzyl alcohol, and 3-methylbutanoic acid all had antibacterial activity against Aspergillus niger, Penicillium niger, Aspergillus niger, Escherichia coli, and Staphylococcus aureus. Solutions of 2-furanomethanol and mellein all had no antibacterial activity against Aspergillus niger, Penicillium niger, Aspergillus niger, Escherichia coli, and Staphylococcus aureus. It was confirmed that the solutions of triacetin and 2,6-diisopropylnaphthalene had no antibacterial activity.

[0134] [Experimental Example 4] An antibacterial component was identified from Example 9 (solvent extract of culture solution of Grifola frondosa) obtained in Experimental Example 1.

[0135] The extract of Grifola frondosa was applied dropwise to a column packed with silica gel (Wakosil C-200, Fujifilm Wako Pure Chemical Industries, Ltd.). The extract was then eluted using 11 different hexane / ethyl acetate mixed solvents. The mixing ratios (volume ratio of hexane / ethyl acetate) were 10 / 0, 9 / 1, 8 / 2, 7 / 3, 6 / 4, 5 / 5, 4 / 6, 3 / 7, 2 / 8, 1 / 9, and 0 / 10.

[0136] The eleven eluates thus obtained were each concentrated to dryness using an evaporator. The eleven concentrated and dried products thus obtained were adjusted to 10% by mass with methanol. Each was subjected to an antibacterial test using the same method as in Experimental Example 2. The results revealed that the eluate fractions obtained using a mixed solvent of hexane / ethyl acetate (volume ratio 6 / 4) and the concentrated and dried products had antibacterial activity.

[0137] The eluted fraction obtained using a mixed solvent of hexane / ethyl acetate (volume ratio 6 / 4) was analyzed by GC / MS to identify the antibacterial components. As a result, decanal, crotyl alcohol, and 2-acetylpyrrole were identified. The spectra obtained by gas chromatography are shown in Figures 10 to 12.

[0138] Next, commercially available products of decanal, crotyl alcohol, and 2-acetylpyrrole were purchased and dissolved in methanol to prepare 10% by mass methanol solutions. The commercially available crotyl alcohol was a mixture of cis and trans isomers.

[0139] Each solution was subjected to an antibacterial test in the same manner as in Experimental Example 2. The results showed that the decanal solution had antibacterial activity against Aspergillus niger, Penicillium niger, Aspergillus niger, Escherichia coli, and Staphylococcus aureus, while the crotyl alcohol and 2-acetylpyrrole solutions had no antibacterial activity against Aspergillus niger, Penicillium niger, Aspergillus niger, Escherichia coli, or Staphylococcus aureus. [Industrial Applicability]

[0140] According to the present invention, an antibacterial composition and an antibacterial method can be provided that have a low irritating odor and can safely exhibit spatial antibacterial properties.

Claims

1. An antibacterial composition comprising an organic solvent extract of a mushroom of the genus Meripilus as an active ingredient.

2. 2. The antibacterial composition according to claim 1, wherein the mushroom is Grifola frondosa.

3. 3. The antibacterial composition according to claim 1 or 2, wherein the mushroom is a Tonbimaitake strain (TUFC100564).

4. The antibacterial composition according to any one of claims 1 to 3, wherein the organic solvent extract of the mushroom is an organic solvent extract of the fruiting body or mycelium of the mushroom, or a mycelium culture broth of the mushroom.

5. The antibacterial composition according to any one of claims 1 to 4, wherein the organic solvent extract of the mushroom is an acetone extract of the mushroom mycelium or an ethyl acetate extract of the mushroom mycelium culture broth.

6. The antibacterial composition according to any one of claims 1 to 5, wherein the organic solvent extract contains one or more compounds selected from the group consisting of a compound represented by the following formula (7) or a salt thereof, or a solvate thereof, a compound represented by the following formula (8) or a salt thereof, or a solvate thereof, and a compound represented by the following formula (9) or a salt thereof, or a solvate thereof: 【Chemical 1】 [In formula (7), R ７ represents a hydrocarbon group having 1 to 20 carbon atoms which may have a substituent. ８１ represents a hydrocarbon group having 1 to 10 carbon atoms and a hydroxy group. ８２ , R ８３ and R ８４ each independently represents a hydrocarbon group having 1 to 10 carbon atoms which may have a substituent, or a hydrogen atom. ９ represents an acyl group having 1 to 10 carbon atoms, and n9 is an integer of 1 to 4.

7. The antibacterial composition according to claim 6, wherein the compound represented by formula (7) includes decanal.

8. The antibacterial composition according to claim 6 or 7, wherein the compound represented by formula (8) comprises crotyl alcohol.

9. The antibacterial composition according to any one of claims 6 to 8, wherein the compound represented by formula (9) includes 2-acetylpyrrole.

10. A multilayer film comprising at least a resin layer containing the antibacterial composition according to any one of claims 1 to 9.

11. An antibacterial material comprising a carrier and the antibacterial composition according to any one of claims 1 to 9 carried on the carrier.

12. The method includes a step of obtaining an extract from a mushroom fruiting body or mycelium or a mushroom mycelium culture solution using an organic solvent, A method for producing an antibacterial composition, wherein the mushroom is a mushroom of the genus Meripilus.

13. A method for controlling mold by exposing a gas to the antibacterial composition according to any one of claims 1 to 9.

14. The method for controlling mold according to claim 13, wherein the mold is one or more types of mold selected from the group consisting of the genera Aspergillus, Penicillium, and Cladosporium.

15. A method for controlling bacteria by exposing a gas to the antibacterial composition according to any one of claims 1 to 9.

16. The method for controlling bacteria according to claim 15, wherein the bacteria are one or more bacteria selected from the group consisting of the genera Escherichia and Staphylococcus.

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