Novel crystal form of polydatin and method for preparing same

A technology of resveratrol and resveratrol glycoside trihydrate, which is applied in the field of compound resveratrol glycosides, can solve problems such as double melting point and triple melting point crystals, affecting drug dissolution or bioavailability, and prone to crystal transformation. Achieve the effect of no solvent residue, favorable bioavailability and high dissolution rate

Inactive Publication Date: 2012-09-12
SHENYANG WANJIA INST OF BIOLOGICAL TECH RES
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0003] The polymorphism of the drug usually affects the dissolution or bioavailability of the drug. Although the previous literature has not reported the polymorphism of resveratrol glycosides, the inventors have found through related experiments on resveratrol glycosides that according to The dissolution rate of resveratrol glycosides with different melting points prepared by previous literature methods is very different, generally lower
[0004] Drug polymorphs usually have crystal form stability problems, which have not been reported in previous literatures. The present invention has found through experimental research that the preparation of resveratrol glycoside crystals according to previous literatures is prone to crystal transformation, and double melting points and triple melting points often occur. melting point crystal

Method used

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  • Novel crystal form of polydatin and method for preparing same
  • Novel crystal form of polydatin and method for preparing same
  • Novel crystal form of polydatin and method for preparing same

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0030] Take 100g of resveratrol glycoside raw material with a purity of 90%, add 1000ml of distilled water, and boil. Allow to dissolve, filter while hot, cool the filtrate to room temperature, crystallize, filter to obtain a filter cake. In 60 ℃ oven, dry 15 minutes, obtain resveratrol glycoside (C 20 h 22 o 6 ·3H 2 O), through thermogravimeter (TA) and DSC test, crystallization is 3H 2 O substance, resveratrol glycosides DSC spectrum has two dehydration endothermic peaks at 67.1°C and 98.4°C, and a sharp endothermic peak at 225.51°C. The XRD spectrum shows that the d-spacings of crystal planes are 25.99, 16.73, 12.98, 8.85, 8.4, 5.22, 4.41, 4.09, 3.94, 3.64, 3.21.

Embodiment 2

[0032] Take 100g of resveratrol glycoside raw material with a purity of 85%, add 500ml of distilled water, heat to 80°C to dissolve, filter while hot, cool the filtrate to room temperature, recrystallize, and filter to obtain a filter cake. Dry in an oven at 60°C for 25 minutes to obtain resveratrol glycosides. The crystals are 2H after thermogravimetric (TA) and DSC tests 2 O (C 20 h 22 o 6 2H 2 O), the DSC spectrum of resveratrol glycosides shows a dehydration endothermic peak at 66.3°C, and a sharp endothermic peak at 225.31°C. XRD spectrum shows d-spacing of crystal planes 26.41, 16.79, 13.03, 8.35, 7.06, 6.19, 5.27, 5.23, 5.10, 4.49, 4.41, 4.09

Embodiment 3

[0034] Take 100g of resveratrol glycoside raw material with a purity of 95%, add 2000ml of distilled water, heat to 40°C to dissolve, filter while hot, cool the filtrate to room temperature, recrystallize, and filter to obtain a filter cake. Dried in an oven at 60°C for 2 hours to obtain resveratrol glycosides, which were tested by thermogravimetry (TA) and DSC, and the crystals were 1H 2 O (C 20 h 22 o 6 ·H 2 O), the DSC spectrum of resveratrol glycosides shows a dehydration endothermic peak at 71.9°C, and a sharp endothermic peak at 225.18°C. The XRD spectrum shows that the d-spacings of crystal planes are 26.47, 16.91, 13.25, 8.37, 7.05, 5.29, 5.07, 4.50, 4.42, 4.17, 4.10, 3.85, 3.19.

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Abstract

The invention relates to a compound polydatin, in particular to a crystal form of 3,4',5-trihydroxy-stilbene-3-beta-D-glucoside (polydatin) and a method for preparing the same, which belong to the field of medicinal and health products. On a differential scanning calorimetry spectrogram, the crystal form of the polydatin displays that a single sharp endothermic peak occurs at a temperature of 2252.0 DEG C, and one to two dehydration endothermic peaks occur at a temperature of between 50 and 100 DEG C. The crystal form of the polydatin has the advantages that: the novel crystal form of the polydatin contains 0.5-3 H2O crystallization water, is stable, and is difficultly converted into other crystal forms. The process for preparing the crystal form adopts water as a crystallization solvent, and has the advantages of simple process, easy control, stable obtained crystal form, good repeatability, and no problems of environmental pollution and residual solvents.

Description

technical field [0001] The present invention relates to a kind of compound resveratrol glycoside; Especially relate to a kind of 3,4', 5-trihydroxystilbene-3-β-D glucoside (3,4', 5-trihydroxy-stilbene-3-β- The D-glucoside resveratrol glycoside crystal form and a preparation method thereof belong to the field of medicine and health products. Background technique [0002] Resveratrol glycoside, the chemical name is trans 3,4`,5-trihydroxystilbene-3-β-D-glucoside (trans-3,4`,5-trihydroxy-stilbene-3-β-D-glucoside ), English name picied, polydatin, also known as polydatin. The crystallization water information and melting point in the structure of resveratrol glycosides have been mentioned in previous literatures, and different crystallization waters and melting points have been reported, but no polymorphic identification or research has been carried out. Literature reports and patents include, Ji Chunru, Chinese medicine chemical experiment technology and experiment, reported ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07H15/203
Inventor 董英杰艾莉王荟芳韩亚男毕雨萌
Owner SHENYANG WANJIA INST OF BIOLOGICAL TECH RES
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