Chitosan oligosaccharide-O-geraniol derivative, parathion method thereof and application

A technology of oligochitosan and geraniol, which is applied in the field of oligochitosan-O-geraniol derivatives and its preparation, can solve the problems of low antibacterial activity and not very common application, and achieve low cost and good water solubility , the effect of good application prospects

Active Publication Date: 2017-07-21
JIANGNAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0005] However, since oligochitosan is a natural macromolecular product, when used as a food antiseptic and antibacterial agent, it still has the disadvantages of low antibacterial activity compared with traditional commonly used chemical preservatives, so the current application in the food industry is not very good. universal

Method used

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  • Chitosan oligosaccharide-O-geraniol derivative, parathion method thereof and application
  • Chitosan oligosaccharide-O-geraniol derivative, parathion method thereof and application
  • Chitosan oligosaccharide-O-geraniol derivative, parathion method thereof and application

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Embodiment 1

[0039] The preparation method of oligochitosan-O-geraniol derivative comprises the following steps:

[0040] 1. Preparation of Geranyl Bromide

[0041] Take geraniol in a three-necked flask, add anhydrous ether and catalyst. Cool in an ice-salt bath to -5°C, add phosphorus tribromide dropwise, and the dropwise addition is completed in about 15 minutes. After continuing to react for 15 minutes, pour the solution into a separatory funnel, wash the precipitate with ether and put it into the separatory funnel, wash it with 5% sodium bicarbonate solution until neutral, wash it with water, wash it with saturated saline, and wash it with anhydrous magnesium sulfate. Dry, filter, and precipitate under reduced pressure to obtain geranyl bromide.

[0042] 2. Preparation of Oligochitosan-O-geraniol Derivatives

[0043] Chitooligosaccharides with a molecular weight of 1000 Da and a degree of polymerization n of 4 to 7 were selected, and the chitooligosaccharide Schiff base was prepared...

Embodiment 2

[0053] The preparation method of oligochitosan-O-geraniol derivative comprises the following steps:

[0054] 1. Preparation of Geranyl Bromide

[0055] Take geraniol in a three-necked flask, add anhydrous ether and catalyst. Cool in an ice-salt bath to -5°C, add phosphorus tribromide dropwise, and the dropwise addition is completed in about 15 minutes. After continuing to react for 15 minutes, pour the solution into a separatory funnel, wash the precipitate with ether and put it into the separatory funnel, wash it with 5% sodium bicarbonate solution until neutral, wash it with water, wash it with saturated saline, and wash it with anhydrous magnesium sulfate. Dry, filter, and precipitate under reduced pressure to obtain geranyl bromide.

[0056] 2. Preparation of Oligochitosan-O-geraniol Derivatives

[0057] Oligochitosan with a molecular weight of 15000 Da and a degree of polymerization n of 95-100 was selected, and oligochitosan Schiff base was prepared by protecting the ...

Embodiment 3

[0062] The preparation method of oligochitosan-O-geraniol derivative comprises the following steps:

[0063] 1. Preparation of Geranyl Bromide

[0064] Take geraniol in a three-necked flask, add anhydrous ether and catalyst. Cool in an ice-salt bath to -5°C, add phosphorus tribromide dropwise, and the dropwise addition is completed in about 15 minutes. After continuing to react for 15 minutes, pour the solution into a separatory funnel, wash the precipitate with ether and put it into the separatory funnel, wash it with 5% sodium bicarbonate solution until neutral, wash it with water, wash it with saturated saline, and wash it with anhydrous magnesium sulfate. Dry, filter, and precipitate under reduced pressure to obtain geranyl bromide.

[0065] 2. Preparation of Oligochitosan-O-geraniol Derivatives

[0066] Chitooligosaccharides with a molecular weight of 5000 Da and a degree of polymerization n of 30 to 35 were selected, and the chitooligosaccharide Schiff base was prepar...

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Abstract

The invention provides a chitosan oligosaccharide-O-geraniol derivative, a parathion method thereof and an application. Alkylation reaction between bromized geraniol and hydroxyl on chitosan oligosaccharide C6 position of amino protection is performed to form a chitosan oligosaccharide Schiff base-O-geraniol derivative, protection reaction and purification are divested by the aid of amino to obtain the chitosan oligosaccharide-O-geraniol derivative, the derivative is analyzed and confirmed by the aid of an infrared spectroscopy and 1 H magnetic resonance imaging, chitosan oligosaccharide molecules and connected groups are effectively combined to form a chitosan oligosaccharide derivative, and the substitution degree of the derivative is 0.25-0.38 through elemental analysis. The derivative is simple in preparation method, low in cost, simple and convenient purification method and stable in nature and has good water solubility, heat stability and antibacterial activity for various bacteria such as staphylococcus aureus and colibacillus and application prospects on the fields such as medicines, foods, cosmetics and agriculture.

Description

technical field [0001] The invention belongs to the technical field of food additives, in particular to a chitosan oligosaccharide-O-geraniol derivative, a preparation method and application thereof. Background technique [0002] As we all know, in the food industry, the antiseptic preservation of various foods is always an important problem to be solved urgently. In my country, about 20%-30% of food loss is caused by various corruptions every year. At the same time, food contaminated by pathogens is usually It is the main source of human foodborne diseases, and foodborne diseases and pathogenic bacteria constitute a huge public health problem. In addition, the emergence of multi-drug-resistant pathogens has become one of the world's focal issues that the global public has prioritized. The concepts of health and green are more and more accepted by the public, and the market demand for natural antiseptic and antibacterial agents is also growing. Natural antiseptic and antibac...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08B37/08C07H15/10C07H1/00A61P31/04A23L3/3562
Inventor 乐琳李婧茹陈琬雯于沛沛姜启兴夏文水
Owner JIANGNAN UNIV
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