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Hydrophilic polymer of resveratrol conjugate and preparing method thereof

A hydrophilic polymer, resveratrol technology, which can be used in drug combinations, pharmaceutical formulations, medical preparations with non-active ingredients, etc., and can solve problems such as side effects

Inactive Publication Date: 2010-04-21
天津市尖峰天然产物研究开发有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Chinese patent CN12204860 discloses a method for dissolving resveratrol with ethanol and then inclusion with β-cyclodextrin or its derivatives to improve the water solubility and bioavailability of resveratrol and its derivatives. Using ethanol or other organic solvents has certain side effects

Method used

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  • Hydrophilic polymer of resveratrol conjugate and preparing method thereof
  • Hydrophilic polymer of resveratrol conjugate and preparing method thereof
  • Hydrophilic polymer of resveratrol conjugate and preparing method thereof

Examples

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Comparison scheme
Effect test

Embodiment 1

[0025] The preparation method of hydrophilic polymer-resveratrol conjugate, comprises the steps:

[0026] (1) Weigh 0.048g of sodium hydride, place it in a round bottom flask, and dissolve it with a small amount of dimethylformamide (DMF); weigh 5.0g of monomethoxy polyethylene glycol 5000 (mPEG5000), dissolve it in about 100ml ( DMF), after dissolving, drop it into a round-bottomed flask with a dropping funnel; add 0.1 g of succinic anhydride, and react for 4 hours at 65° C., the product is a mixture of monomethoxypolyethylene glycol containing a carboxyl group at one end;

[0027] (2) Draw 1ml of thionyl chloride with a pipette, add it to the solution after step (1), react at room temperature for 4 hours, and react the carboxyl group in the molecule to generate acid chloride;

[0028] (3) Weigh 0.048g of sodium hydride, add it to the solution after the reaction in step (2), and dissolve it; add 0.076g of resveratrol, room temperature, dark, nitrogen, magnetic stirring reacti...

Embodiment 2

[0030] The preparation method of hydrophilic polymer-resveratrol conjugate, comprises the steps:

[0031] (1) Dissolve monomethoxypolyethylene glycol with a molecular weight of 1000 in an appropriate amount of dimethylformamide, add sodium hydride dissolved in a small amount of dimethylformamide, add succinic anhydride, and react at 60°C 4h, making monomethoxypolyethylene glycol with a carboxyl group at one end, the weight ratio of monomethoxypolyethylene glycol with a molecular weight of 1000 to the sodium hydride and succinic anhydride is 250:18:25;

[0032] (2) adding thionyl chloride to the monomethoxypolyethylene glycol solution obtained in step (1) with a carboxyl group at one end in a ratio of 1000:59 by weight, so that the carboxyl group in the molecule reacts to generate acid chloride;

[0033] (3) Mix the acid-chlorinated monomethoxypolyethylene glycol solution obtained in step (2) with resveratrol in a ratio of 750:57 by weight, add a small amount of sodium hydride ...

Embodiment 3

[0035] The preparation method of hydrophilic polymer-resveratrol conjugate, comprises the steps:

[0036] (1) Dissolve monomethoxypolyethylene glycol with a molecular weight of 8000 in an appropriate amount of dimethylformamide, add sodium hydride dissolved in a small amount of dimethylformamide, add succinic anhydride, and react at 70°C 3h, making monomethoxypolyethylene glycol with a carboxyl group at one end, the weight ratio of monomethoxypolyethylene glycol with a molecular weight of 8000 to the sodium hydride and succinic anhydride is 2000:18:25;

[0037] (2) adding thionyl chloride to the monomethoxypolyethylene glycol solution obtained in step (1) in a ratio of 4000:59 by weight, so that the carboxyl group in the molecule reacts to generate acid chloride;

[0038] (3) Mix the acid-chlorinated monomethoxypolyethylene glycol solution obtained in step (2) with resveratrol in a ratio of 8000:57 by weight, add a small amount of sodium hydride as a catalyst, keep at room tem...

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Abstract

The invention discloses a hydrophilic polymer of resveratrol conjugate and a preparing method thereof. The hydrophilic polymer of resveratrol conjugate has the following structure, wherein P represents monomethoxy-polyethylene glycol acyl, monomethoxy-polypropylene glycol acyl, polyglutamic acid acyl or poly aspartic acid acyl; n represents 1-3; D represents resveratrol monomer; and L represents connecting ester bond of -O-. In the invention, insoluble resveratrol is modified to soluble hydrophilic polymer of resveratrol conjugate, so that the application range of resveratrol is widened.

Description

technical field [0001] The invention relates to a hydrophilic polymer-resveratrol conjugate and a preparation method. Background technique [0002] Resveratrol (Resveratrol) is a natural non-flavonoid polyphenol compound mainly found in grapes, peanuts, veratrum, knotweed and other plants. It is a phytoalexin with a chemical name of 3,4',5-trihydroxy -trans-stilbene (3,4',5-trihydroxystilbene), white needle crystal, molecular formula C 14 h 12 o 3 , molecular weight 228.25, its molecular structure is as follows: [0003] [0004] Studies have found that resveratrol has a wide range of pharmacological activities, and has multiple functions such as anti-cancer, anti-oxidation, cardiovascular and cerebrovascular protection, inhibition of platelet aggregation, anti-inflammatory, antibacterial, and blood lipid regulation. At present, more and more scholars believe that resveratrol is the main functional factor that exerts cardiovascular protection in red wine, and that res...

Claims

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Application Information

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IPC IPC(8): C08G65/48C08G69/48A61K47/48A61P35/00A61K47/60A61K47/64
Inventor 刘常金於洪建赵彦丽胡淳罡杨婷郑焕兰
Owner 天津市尖峰天然产物研究开发有限公司
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