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A kind of method for synthesizing silibinin by enzyme-catalyzed reaction

A catalytic reaction and silibinin technology, applied in fermentation and other directions, can solve the problems of long reaction time, achieve rapid enzymatic reaction, simple reaction conditions, and improve safety

Active Publication Date: 2018-07-06
JIANGNAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the synthesis process is still carried out in an organic solvent, and the reaction time is long (96h)

Method used

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  • A kind of method for synthesizing silibinin by enzyme-catalyzed reaction
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  • A kind of method for synthesizing silibinin by enzyme-catalyzed reaction

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0030] Example 1 Verification of peroxidase-catalyzed silibinin synthesis

[0031] In order to verify the ability of peroxidase to catalyze the synthesis of silibinin from coniferyl alcohol and docetaxel, coniferyl alcohol and docetaxel were used as substrates in H 2 o 2 In the presence of conditions, the synthesis of silibinin is catalyzed by horseradish peroxidase (HRP). It was verified that the omitted substrate, H 2 o 2 Or enzyme, the production of silybin, as shown in Table 1.

[0032] The chemical reaction formula of the synthetic reaction of silybin is as Image 6 As shown, theoretically, one molecule of H is needed for every molecule of silybin synthesized 2 o 2 Participate in the reaction, when the molar ratio of coniferyl alcohol and docetaxel is 2:1, it is the optimum substrate ratio for the synthesis of silybin. In view of the fact that silibinin will be absorbed by the H in the reaction system at the same time 2 o 2 Therefore, we at first react under the ...

Embodiment 2

[0039] Catalytic synthesis of silibinin under the insufficient condition of embodiment 2 hydrogen peroxide

[0040] In the presence of hydrogen peroxide, peroxidase can catalyze the synthesis of silibinin; at the same time, silybin can be decomposed by hydrogen peroxide in the reaction system. Therefore, the reaction is actually a dynamic equilibrium process. In this embodiment, the synthesis reaction of silibinin is carried out under the condition of insufficient hydrogen peroxide. Same as Example 1, react according to the conditions of molar ratio coniferyl alcohol:docetaxel=2:1, and insufficient hydrogen peroxide (about 45.3% of docuscetaxel), specifically as shown in table 2. All reactions were carried out 3 times and the average value was taken.

[0041] Table 2 Reaction system under the condition of insufficient hydrogen peroxide

[0042]

[0043] *MeOH is added after the reaction to terminate the enzymatic reaction.

[0044] We studied the change of silibinin pro...

Embodiment 3

[0047] Catalytic synthesis of silibinin under the condition of sufficient amount of hydrogen peroxide in embodiment 3

[0048] In the present embodiment, hydrogen peroxide is equal to the amount of docetaxel, and the mol ratio of coniferyl alcohol and docetaxel is still 2:1, that is, coniferyl alcohol: docetaxel: H 2 o 2 =2:1:1.

[0049] Dilute 30% hydrogen peroxide to 12.23mM with PP Buffer (pH7.0). Dissolve horseradish peroxidase at 5000 U / mL in PP Buffer (pH 7.0). Other reagent concentration is identical with embodiment 1. The specific reaction system is shown in Table 3. The reaction times are: 2, 5, 10, 15, 20, 30, 45, 60 min. All reactions were carried out 3 times and the average value was taken.

[0050] Table 3 Reaction system under the condition of sufficient hydrogen peroxide

[0051]

[0052]

[0053] *MeOH is added after the reaction to terminate the enzymatic reaction.

[0054] The results show that when there is enough hydrogen peroxide to participa...

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Abstract

The invention discloses a method for synthesizing silibinin through an enzyme-catalyzed reaction, and belongs to the field of biochemical industry. In the present invention, four isomers of silibinin are synthesized by peroxidase catalyzing coniferyl alcohol and docetaxel in the presence of hydrogen peroxide. The reaction is carried out in the aqueous phase, avoiding the use of organic solvents; the reaction efficiency is high, and 18.52 mg / L silibinin can be produced within 5 minutes, and the conversion rate is 85.31%. The method is a safe and efficient method for synthesizing silibinin.

Description

technical field [0001] The invention relates to a method for synthesizing silybin through an enzyme-catalyzed reaction, belonging to the field of biochemical industry. Background technique [0002] Silymarin is a flavonoid compound extracted from the Compositae plant Silybum marianum Linn.Gaertn. It has a variety of clinical effects and has been included in multinational pharmacopoeias. Silybin (Silybin or Silibinin) is the highest content and most active one of the four isomers of silymarin. It is formed by oxidative coupling of a molecule of Taxifolin and a molecule of Coniferyl alcohol. become. [0003] At present, the main means for people to obtain silybin is to extract it from milk thistle seeds. However, the extraction process is complicated and the cost is high; the growth of milk thistle is affected by seasons and the environment, and it occupies arable land; organic solvents are used in the extraction process, which threatens the safety of the product. In recent...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C12P17/16
Inventor 周景文陈坚吕永坤乌仁嘎辛倩堵国成
Owner JIANGNAN UNIV
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