Preparation method and application of glycosylated hesperetin

A technology of hesperetin and glycosylation, applied in the field of bioengineering, can solve the problems of low bioavailability of hesperetin, insignificant effect, low solubility of hesperetin, etc. The effect of development prospects

Pending Publication Date: 2019-08-09
FOSHAN GOLDEN HEALTH TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] At present, the commonly used method for producing hesperetin is to hydrolyze neohesperidin (Neohesperidin) or hesperidin with acid hydrolysis to obtain hesperetin. In addition, there are many literature reports such as aqueous phase-ethanol method, methanol method, and cyclohexanol method. etc. to prepare hesperetin methods, but the solubility of the hesperetin prepared by the above method is low, so that the bioavailability of hesperetin is low, and the effect is not obvious

Method used

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  • Preparation method and application of glycosylated hesperetin
  • Preparation method and application of glycosylated hesperetin
  • Preparation method and application of glycosylated hesperetin

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Experimental program
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Embodiment 1

[0031] A kind of preparation method of glycosylated hesperetin, its concrete steps comprise:

[0032] Using hesperidin as raw material, the reaction buffer is disodium hydrogen phosphate-sodium citrate buffer with a mass fraction of 0.5%, the pH of the reaction buffer is 6.2, the ratio of raw material to reaction buffer is 1:20, and the reaction temperature is 40 °C, the reaction time is controlled for 12 hours, then rhamnosidase:glucosyltransferase=10:90 in the reaction system, the mass fraction of the total enzyme is 10% of the added hesperidin. Add 100g 90% hesperidin, the glycosyl donor is glucose, and the concentration is 5g / L. In this reaction system, 152.2g (n=1-9) of polyglucoside hesperetin is obtained, and the yield is 90.5%. No hesperidin was detected by HPLC. see results figure 1 ,from figure 1 It can be seen that this reaction can effectively prepare the polysaccharide hesperetin. Due to the difference in the number of sugar groups linked by the polysaccharide ...

Embodiment 2

[0034] A kind of preparation method of glycosylated hesperetin, its concrete steps comprise:

[0035] Using hesperidin as raw material, the reaction buffer is disodium hydrogen phosphate-sodium citrate buffer with a mass fraction of 0.5%, the pH of the reaction buffer is 6.2, the ratio of raw materials to reaction buffer is 1:10, and the reaction temperature is 40 °C, the reaction time was controlled for 12h. Then in the reaction system rhamnosidase:glucosyltransferase=60:40, the mass fraction of the total enzyme is 13% of the input hesperidin. Add 100g of 90% hesperidin, the glycosyl donor is glucose, and the concentration is 1g / L. In this reaction system, 72.0g of monoglucoside hesperetin is obtained, with a yield of 95.0%. No orange peel is detected by HPLC Glycosides are present.

Embodiment 3

[0037] A kind of preparation method of glycosylated hesperetin, its concrete steps comprise:

[0038] Using hesperidin as raw material, the reaction buffer is disodium hydrogen phosphate-sodium citrate buffer with a mass fraction of 0.5%, the pH of the reaction buffer is 6.2, the ratio of raw material to reaction buffer is 1:50, and the reaction temperature is 40 °C, the reaction time was controlled for 12h. Then in the reaction system rhamnosidase:glucosyltransferase=50:50, the mass fraction of the total enzyme is 8% of the input hesperidin. Drop in 100g 98% hesperidin, the glycosyl donor is glucose, and the concentration is 2g / L. In this reaction system, 71.2g (n=1-9) of monoglucoside hesperetin is obtained, and the yield is 90.5%. No hesperidin was detected by HPLC.

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Abstract

The invention provides a preparation method of glycosylated hesperetin. The preparation method comprises the specific steps that raw materials and a glycosyl donor are put into a reaction buffer solution; after the materials and the solution are mixed evenly, glycosidase and glycosyl transferase are added in a reaction system, wherein the raw materials are hesperidin, hesperetin, an extract or a conversion product of neohesperidin and a derivative thereof. According to the prepared glycosylated hesperetin, 1-9 glycosyl groups are added on a flavonoid parent, so that the solubility of the hesperetin is greatly improved, the problem of poor solubility of the hesperetin is solved, the problems about decomposition and absorption of the hesperetin in the human body are also solved, and the bioavailability of the hesperetin in citrus is greatly improved.

Description

technical field [0001] The disclosure relates to the field of bioengineering, in particular to a preparation method and application of glycosylated hesperetin. Background technique [0002] Citrus is one of the fruits with the largest planting area in my country. There are a large number of small, thin, and secondary citrus fruits every year. These fruits are generally just thrown away directly, causing a lot of waste of resources. Literature reports: the content of citrus hesperidin in the small fruit, fruit thinning and falling fruit of citrus is the highest in the whole growth cycle. Therefore, it is of high economic value to extract flavonoids from small fruit, fruit thinning and fruit drop produced during the growth of citrus. [0003] Flavonoids are treasures given to humans by nature. At present, there are about 4,000 kinds of flavonoids, which mainly exist in leaves, fruits, roots, and bark of plants. They have similar mother nucleus structures, but the structure t...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07H1/00C07H17/07A61K31/7048A61K31/517A23L33/10A61P19/10A61P3/04A61P3/10A61P39/00
CPCC07H1/00C07H17/07A23L33/10A61K31/7048A61K31/517A61P19/10A61P3/04A61P3/10A61P39/00A23V2002/00A23V2200/306A23V2200/328A23V2250/30A61K2300/00
Inventor 周金林林丽薇黄宝华刘傲璐张雄基黄静
Owner FOSHAN GOLDEN HEALTH TECH CO LTD
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