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Method for improving polarity of flavonoid glycoside

A flavonoid aglycone and polarity technology, which is applied in the field of improving the polarity of compounds, can solve the problems of high production cost, large amount of ethanol, low polarity of quercetin, etc., so as to improve the extraction rate, reduce the amount of ethanol and expand the practical application. range effect

Inactive Publication Date: 2007-03-14
TSINGHUA UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, due to the low polarity of natural quercetin, more than 60% alcohol-containing aqueous solution needs to be used in practical applications, resulting in a large amount of ethanol and high production costs

Method used

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  • Method for improving polarity of flavonoid glycoside
  • Method for improving polarity of flavonoid glycoside
  • Method for improving polarity of flavonoid glycoside

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0023] Embodiment 1, improve the polarity of quercetin

[0024] In a 1000mL conical flask, add 0.025g quercetin, 0.1125g maltose and 50mL 30% ethanol aqueous solution, adjust the pH value to 6.0 with 1N NaOH solution, then add 0.5mL of penicillium decumbens glucosidase solution (6.23IU / mL), Finally, the reaction was stirred for 30 hours at 50° C. and 200 rpm. After the reaction, the reaction product was extracted with the same volume of ethyl acetate (with rutin as a positive control), and the extract was prepared on a GF254 silica gel plate (10cm×20cm), benzene:ethyl acetate:acetone:acetic acid=10:8:2 : 2 is mobile phase development, observes fluorescence under 365nm ultraviolet lamp and carries out qualitative and quantitative analysis with TLC method, the result is as shown in Figure 1 (1.R f槲皮素 =0.68,

[0025] 2. R f槲皮素转苷产物 =0.30, 3.R f芦丁 =0.01), it shows that the quercetin glycosides whose polarity is greater than quercetin have been produced by the transglycoside rea...

Embodiment 2

[0027] Embodiment 2, improve the polarity of kaempferol

[0028] In a 1000mL conical flask, add 0.015g kaempferol, 0.072g maltose and 50mL 60% ethanol aqueous solution, adjust the pH value to 9.0 with 1N NaOH solution, then add 2.0mL of spirizyme plus glucosidase (standard activity 400AGU / g), The reaction was stirred for 1 hour at 30°C, 200 rpm. After the reaction was finished, extract with the same volume of ethyl acetate (with rutin as a positive control), and extract the solution on a GF254 silica gel plate (10cm×20cm), benzene: ethyl acetate: acetone: acetic acid = 10:8:2:2 For mobile phase development, observe fluorescence under 365nm ultraviolet lamp and carry out qualitative and quantitative analysis with TLC method, the result is as shown in Figure 2 (1.R f山萘酚 =0.87, 2.R f山萘酚转苷产物 =0.10, 3.R f芦丁 =0.01), it shows that the kaempferol glycosides with greater polarity than kaempferol have been produced after the glucoside conversion reaction, so that it is easily dissolv...

Embodiment 3

[0030] Embodiment 3, improve the polarity of quercetin

[0031] In the 1000mL conical flask, add 0.025g quercetin, 0.125g maltose and 50mL 30% ethanol aqueous solution, adjust the pH value to 2.0 with 1N NaOH solution, then add suhong475 glucosidase (standard activity 475AGU / g) 0.5mL, in Stir the reaction at 90° C. and 200 rpm for 30 hours. After the reaction, extract with the same volume of ethyl acetate (with rutin as a positive control), the extract was prepared on a GF254 silica gel plate (10cm×20cm), benzene:ethyl acetate:acetone:acetic acid=10:8:2:2 The mobile phase is developed, the fluorescence is observed under a 365nm ultraviolet lamp and the qualitative and quantitative analysis is carried out with the TLC method, the results are as shown in Figure 1 (1.R f槲皮素 =0.68, 2.R f槲皮素转苷产物 =0.30, 3.R f芦丁 =0.01), it shows that quercetin glycosides with a greater polarity than quercetin have been produced through the glucoside conversion reaction, making it easy to be dissol...

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Abstract

The present invention discloses a method for improving polarity of flavonoid glycoside reacting flavone aglycon, glucosyltransferase and sugarsubstrate in ethanol water solution with 0-90% thickness. The weight volume ratio of said flavone aglycon and ethanol water solution is 0.03-0.07g / 100ml. said reacting temperature is 20-90 DEG C, the reacting time is 1-30 hours. The invention can apparently improve the water-solubility of flavone aglycon such as quercetin and naphthol, which are easily dissolved by polar solvent such as water or ethanol in industry production, the quercetin glucoside and the naphthol glucoside as medical production, comparing with the quercetin and naphthol, are easily to be used by organism; the invention also can improve the extracting ratio of flavonoid in natural product which reduces the ethanol using quantity in the extracting process; in addition, the invention also can improve the processability of total flavone and pure total flavone product, mean time expand its practical application range.

Description

technical field [0001] The invention relates to a method for increasing the polarity of compounds, in particular to a method for increasing the polarity of flavone aglycone. Background technique [0002] Flavonoid aglycone is a main form of flavonoid compounds (Flavonoid compounds). [0003] Quercetin and Kaempferol are representative substances of flavonoid aglycone, they are all fat-soluble compounds with C6-C3-C6 as the basic structure, low polarity, only soluble in ethyl acetate, Chloroform, ether and other non-polar solvents. Currently, quercetin and kaempferol are mainly derived from the extraction of natural products. [0004] The molecular formula of quercetin is C15H10O5, and its chemical structural formula is shown in formula I. It and its derivatives have various physiological activities, such as pharmacological effects such as anticancer, antiviral, and treatment of cardiovascular diseases. They are widely distributed in the plant kingdom, among which querceti...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C12P19/60
Inventor 许明淑邢新会罗明芳
Owner TSINGHUA UNIV
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