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Preparation method for curcumin derivative

A curcumin derivative and a technology for curcumin are applied in the field of preparation of curcumin derivatives, can solve the problems of unsustainable drug effect, low selectivity, low bioavailability, etc., achieve improved pharmacological or biological activity, and simple process , the effect of low cost

Active Publication Date: 2017-07-18
ZHEJIANG UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] Curcumin has various biological activities such as anti-inflammation, anti-oxidation, anti-cancer, anti-HIV, anti-coagulation, anti-hypertension, anti-hepatic fibrosis, etc., and has great potential in clinical application. It is easy to be degraded in neutral or alkaline environment, the drug effect is not durable in the body, low bioavailability and low selectivity, etc., which limit its wide application in clinical practice.

Method used

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  • Preparation method for curcumin derivative
  • Preparation method for curcumin derivative
  • Preparation method for curcumin derivative

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0037] Embodiment 1: the preparation of curcumin transformation product

[0038] (1) Slant culture: inoculate Rhizopus oligosporus varietal ZJPH1308 to the slant medium, and cultivate for 4 to 5 days at 30°C to obtain the slant strain; the final concentration of the slant medium consists of: potato 200g / L, Glucose 20g / L, agar powder 20g / L, pH natural, solvent is water, sterilized at 121°C for 20 minutes, cooled after sterilization, and made into a slope;

[0039] (2) Seed culture: pick a ring of thalli from the slant of step (1) and inoculate it into a 250mL shake flask with 50mL of seed culture medium, cultivate it at 30°C and 200rpm for 22h, and prepare a seed solution; the seed culture The base final concentration is composed of: glucose 25g / L, peptone 27.5g / L, (NH 4 ) 2 SO 4 3g / L, KH 2 PO 4 1g / L, MgSO 4 ·7H 2 O 1.3g / L, pH 6.0, solvent is water, sterilized at 121°C for 20 minutes;

[0040] (3) Initial fermentation culture for the preparation of curcumin derivative...

Embodiment 2-8

[0066] The impact of embodiment 2-8 carbon source type on conversion product 4 yield

[0067] Utilize Rhizopus oligosporus strain ZJPH1308, based on the initial fermentation medium, replace glucose with maltose, glycerol, soluble starch, sucrose, dextrin, and lactose at a concentration of 25g / L as the sole carbon source to change the initial fermentation The culture medium is transformed according to the method of step (4) of Example 1. After the transformation is completed, the transformation liquid is centrifuged to remove the bacteria to obtain a supernatant, which is extracted three times with ethyl acetate, and the extracts are combined and stored at 50 ° C. Concentrate under reduced pressure to dryness, take the concentrate and dissolve it in chromatographic methanol for detection. The detection method is the same as that of step (5) in Example 1, and the yield of product 4 (t=45.3min) is calculated according to the area normalization method. The results are shown in Tab...

Embodiment 9-13

[0071] The influence of embodiment 9-13 dextrin concentration on conversion product 4 yield

[0072] On the basis of Example 7, prepare the initial fermentation medium whose dextrin concentration is 10g / L, 20g / L, 25g / L, 30g / L, and 40g / L respectively, change the initial fermentation medium, and follow the steps of Example 1 The method of (4) is transformed. After the transformation is completed, the transformation liquid is centrifuged to remove the bacterial cells to obtain a supernatant, which is extracted three times with ethyl acetate, and the extracts are combined, concentrated to dryness at 50 ° C under reduced pressure, and the concentrated The substance is detected after being dissolved in chromatographic methanol, and the detection method is the same as that of Example 1 step (5), and the yield of product 4 (t=45.3min) is calculated according to the area normalization method. The results are shown in Table 4.

[0073] The influence of table 4 different dextrin concent...

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Abstract

The invention discloses a preparation method for a curcumin derivative. The method comprises the following steps: by taking a phage acquired from the ferment cultivation of rhizopus oligosporus bearded variety ZJPH1308 as a catalyst, taking curcumin as a substrate, taking phosphate buffer with pH value from 5.4 to 8.0 as a reaction medium, forming a transformation system, performing conversion reaction under the conditions of 25-50 DEG C and 150-250rpm, and separating and purifying the conversion solution after the ending of the reaction, thereby acquiring 4,4'-(3-Hydroxyheptane-1,7-diyl)-bis-2-methoxyphenol and hexahydrocurcumin at the yield of 33.9% and 35.8%.

Description

[0001] (1) Technical field [0002] The invention relates to a preparation method of curcumin derivatives. [0003] (2) Background technology [0004] Curcumin is an orange-yellow powder, insoluble in water and ether, easily soluble in ethanol, methanol, acetone, dimethyl sulfoxide, etc., with a melting point of 183°C and a molecular formula of C 21 h 20 o 6 , the relative molecular mass is 368.37. The β-diketone structure of curcumin has keto tautomerism, and it mainly exists in the ketone structure under acidic or neutral conditions. On the contrary, it mainly exists in the enol structure under alkaline conditions. At pH 2.5-7 , curcumin is bright yellow and red at pH > 7. The reason for this phenomenon is that the phenolic hydroxyl group of curcumin is easily ionized into phenolic oxygen anions under alkaline conditions, which enhances its power supply and at the same time supplies and withdraws electrons. The coordination effect is enhanced, and this series of effect...

Claims

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Application Information

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IPC IPC(8): C12P7/26C12R1/845
CPCC12P7/26
Inventor 王普郑彬彬弓添添欧阳斌
Owner ZHEJIANG UNIV OF TECH
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