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Preparation method and application of flavone-C-glycoside 6'' hydroxyl-ester derivative

A technology of flavonoid carbon glycosides and ester derivatives, which is applied in food preparation, skin care preparations, medical preparations containing active ingredients, etc., can solve the problem of enzymatic conversion of few natural products, and achieve high specificity, The effect of mild reaction conditions and easy purification

Inactive Publication Date: 2013-04-17
NANJING NUOYUN BIOLOGICAL TECH CO LTD
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Problems solved by technology

However, enzymatic transformations are rarely used to modify and optimize the activity of natural products

Method used

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  • Preparation method and application of flavone-C-glycoside 6'' hydroxyl-ester derivative
  • Preparation method and application of flavone-C-glycoside 6'' hydroxyl-ester derivative
  • Preparation method and application of flavone-C-glycoside 6'' hydroxyl-ester derivative

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Embodiment Construction

[0013] The present invention discloses a preparation method of flavone carbon glycoside 6″ hydroxy-ester derivatives, which are rare in nature, but have better biological activities such as anti-oxidation, anti-radiation, and anti-inhibition of bacterial infection than carbon glycoside flavones It can be used as an important ingredient in functional food, beverage, cosmetics and medicine.

[0014] Specifically, the present invention uses flavonoid carbon glycosides 6 " hydroxyl extracts with rich sources but weak activity as substrate, and uses enzyme-catalyzed reaction method to make it react with p. Carboxylic acid such as caffeic acid and caffeic acid is esterified to regiospecifically synthesize flavonoid carbon glycosides 6"hydroxyl-ester derivatives. The reaction process is shown in the following formula:

[0015]

[0016] In the formula, R 1，2，3，4，5，6，7 The substituents have given a specific selection range, corresponding to various selections, a series of specific...

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Abstract

The invention provides a preparation method of a flavone-C-glycoside 6'' hydroxyl-ester derivative. By taking a flavone-C-glycoside 6'' hydroxyl extract having wide source and low activity as a substrate, the method enables esterification reaction between the substrate and carboxylic acid in the presence of microorganism lipase and organic solvent so as to obtain a flavone-C-glycoside 6'' hydroxyl-ester derivative rarely seen in nature and having high activity through local specific synthesis. In the reaction process, monitoring is performed by a detection method of thin-layer chromatography or efficient liquid chromatography until all start raw materials are consumed; and after the reaction, lipase is filtered, and the esterified product is washed and purified by the organic solvent. The method has the advantages of easily available substrate, simple preparation technology, high specificity and mild reaction conditions; the obtained product is easy to purify; and sufficient raw material guarantee is provided to the application of flavone-C-glycoside 6'' hydroxyl-ester derivative in the fields of functional food, beverage, cosmetics, medicine and the like.

Description

technical field [0001] The invention relates to a preparation method of flavonoid carbon glycoside 6"hydroxyl-ester derivatives, belonging to the technical field of activity modification of flavonoid compounds. Background technique [0002] Enzyme-catalyzed reaction conditions are mild, organic solvent consumption is small, energy consumption is low, and environmental pollution is minimal. More importantly, the enzymatic conversion reaction has high regio- and stereoselectivity, excellent yield and purity (especially enantiomeric excess and ee value). According to these advantages, under suitable conditions, enzyme-catalyzed technology has been widely used in the industrial production process of many food, beverage and pharmaceutical materials, especially in the preparation of drugs and chiral intermediates. However, enzymatic transformations are rarely used to modify and optimize the activity of natural products. [0003] Flavonoids are widely found in vegetables, fruits,...

Claims

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Application Information

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IPC IPC(8): C12P17/16A23L1/29A61K31/352A61K8/49A61P39/06A61P31/00A61Q17/04A23L33/00
Inventor 禇慧林
Owner NANJING NUOYUN BIOLOGICAL TECH CO LTD
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