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Cocrystal composed of resveratrol and prostaglandin analog and use thereof in preparation of antitumor drugs

A technology of resveratrol and prostaglandins, applied in the field of medicine, can solve the problem of no anti-tumor effect of resveratrol

Inactive Publication Date: 2019-11-12
黄泳华
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] At present, there is no technical teaching on the formation of co-crystals between resveratrol and prostaglandin analogs to produce synergistic anti-tumor effects in the prior art

Method used

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  • Cocrystal composed of resveratrol and prostaglandin analog and use thereof in preparation of antitumor drugs
  • Cocrystal composed of resveratrol and prostaglandin analog and use thereof in preparation of antitumor drugs
  • Cocrystal composed of resveratrol and prostaglandin analog and use thereof in preparation of antitumor drugs

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preparation example Construction

[0061] 1 Preparation of eutectic composite

[0062] The present invention prepares the eutectic composite described in the present invention with reference to the grinding method disclosed by Scott C. McKellar et al. (Crystal Growth & Design 2014, 14, 5, 2422-2430).

[0063] Specifically, a certain molar ratio of resveratrol and prostaglandin analogs is placed in a ball mill, and ground at a frequency of 30-60 Hz for 15-60 minutes at room temperature. The frequency and grinding time of the ball mill were optimized and screened with the melting range of the product ≤ 2°C as the standard.

[0064] 2 Structure confirmation and characterization of the eutectic complex

[0065] 2.1 Determination of eutectic formation and preliminary detection of purity

[0066] A single eutectic complex was considered to have formed if the milled product had a melting range below 2°C.

[0067] 2.2 Determination of the molar ratio of resveratrol and prostaglandin analogs in the eutectic complex ...

Embodiment 1

[0074] Example 1. Preparation of resveratrol-latanoprost eutectic complex

[0075] Take 22.807g of resveratrol and 129.812g of latanoprost, mix them thoroughly, place them in a planetary ball mill, grind them at a speed of 250r / min for 45min, collect the product, and obtain 148.759g of off-white powder with a melting point of 88.2-90.0°C . After recrystallization with ethanol, 148.254g of white crystalline powder was obtained, with a melting point of 87.3-88.2°C and an R value of 0.346.

Embodiment 2

[0076] Example 2. Preparation of resveratrol-latanoprost co-crystal complex

[0077] Take 30.432g of resveratrol and 115.360g of latanoprost, mix them thoroughly, place them in a planetary ball mill, grind them for 60min at a speed of 250r / min, and collect the product to obtain 132.692g of off-white powder with a melting point of 100.1-102.0°C . After recrystallization with acetone, 132.133 g of white crystalline powder was obtained, with a melting point of 184.6-185.6° C. and an R value of 0.483.

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Abstract

The present invention provides a cocrystal composite composed of resveratrol and a prostaglandin analog and a pharmaceutical composition comprising the same. The cocrystal composite and the composition are characterized in that the prostaglandin analog is one selected from the latanoprost, travoprost, bimatoprost, tafluprost and Latanoprostene Bunod. The cocrystal composite can generate synergistic inhibit effects (with CI being less than 1) on cell proliferation of various cells of cancer such as lung cancer and gastric cancer.

Description

technical field [0001] The invention belongs to the technical field of medicine, and in particular relates to a co-crystal composed of resveratrol and a prostaglandin analog agent and its application in the preparation of antitumor drugs. Background technique [0002] Tumor is a major disease that seriously threatens human health, and the existing anti-tumor drugs have many shortcomings in terms of effectiveness and / or safety. [0003] Resveratrol is a natural active ingredient with a wide range of physiological activities, among which the anti-tumor effect has attracted special attention. Gao Qian et al reported (Research progress on the mechanism of resveratrol’s anti-tumor effect [J]. Chinese Journal of Practical Diagnosis and Therapy, 2016, 30(09): 845-84) stated that resveratrol can activate Non-histone deacetylases, inhibition of one-phase detoxification enzymes, induction of two-phase detoxification enzymes, inhibition of cyclooxygenase, interference with core transc...

Claims

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Application Information

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IPC IPC(8): C07C37/84C07C39/21C07C67/52C07C69/732C07C69/734C07C231/24C07C235/34A61K31/5575A61K31/05A61P35/00A61P35/02
CPCA61K31/05A61K31/5575A61P35/00A61P35/02C07C37/84C07C39/21C07C67/52C07C69/732C07C69/734C07C231/24C07C235/34C07C2601/08A61K2300/00
Inventor 向飞张守波
Owner 黄泳华
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