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Aristolic acid derivative and application thereof in preparation of anti-inflammatory drugs

A technology of acid derivatives and anti-inflammatory drugs, applied in the field of aristolochic acid derivatives and its application in the preparation of anti-inflammatory drugs, can solve problems such as toxic and side effects, water and sodium retention, adverse reactions, etc., and achieve good application and development prospects, toxicity reduction effect

Inactive Publication Date: 2021-08-03
JIANGXI AGRICULTURAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although these two types of anti-inflammatory drugs have good clinical anti-inflammatory effects, long-term large-scale use will produce a series of adverse reactions and tolerance, such as gastric mucosal damage, liver and kidney damage, and cardiac toxic side effects of the former, and side effects of the latter. Water and sodium retention, etc.

Method used

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  • Aristolic acid derivative and application thereof in preparation of anti-inflammatory drugs
  • Aristolic acid derivative and application thereof in preparation of anti-inflammatory drugs
  • Aristolic acid derivative and application thereof in preparation of anti-inflammatory drugs

Examples

Experimental program
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Effect test

Embodiment 1

[0014] Medicinal material: Qingmuxiang medicinal material was purchased from the Chinese herbal medicine market in Zhangshu City, Jiangxi Province, produced in Lijiang, Yunnan Province (batch number F41), and was the dried root of Aristolochia debilis Sieb.et Zucc., crushed Machine pulverization, to obtain Qingmuxiang coarse powder.

[0015] Get 100kg of the above-mentioned green wood medicinal material, extract with 70% ethanol, concentrate under reduced pressure to no alcohol smell, then extract with chloroform, the extract is according to the literature method (Chen Zhongliang, etc. Acta Chemie Sinica, 1981,39 (3): 237-242 and Wu Lijun, etc. Journal of Shenyang Pharmaceutical College, 1982, (16): 19-22), using silica gel column chromatography and solvent crystallization method, prepared aristolochic acid I (45.8g), I a (11.3g) and II (7.1g).

[0016] Dissolve 5.0g of aristolochic acid I in 100ml of concentrated HCl, cool down to 0-5°C, and slowly add 20ml of NaNO 2 Aqueou...

Embodiment 2

[0030] Dissolve commercially available aristolochic acid I (2.0g) in 40ml of concentrated HCl, cool down to 0-5°C, and slowly add 12ml of NaNO 2 Aqueous solution, stirred at 0-5°C for 40min, slowly added the diazotization solution into 20ml of CuCl hydrochloric acid solution, after all was added, stirred at 45°C for 3h, and stood overnight. The pH of the solution was adjusted to 3.2 with 30% NaOH, and a precipitate was precipitated, left to stand, filtered with suction, and the filter cake was dried to obtain aristolochic acid derivative I (1.5 g).

[0031] Dissolve commercially available aristolochic acid II (1.7g) in 15ml of concentrated HCl, cool down to 0-5°C, and slowly add 10ml of NaNO 2 Aqueous solution, stirred at 0-5°C for 30min, slowly added the diazotization solution to 10ml of CuCl hydrochloric acid solution, after all was added, stirred at 60°C for 2h, and left overnight. The pH of the solution was adjusted to 3.3 with 30% NaOH, and a precipitate was precipitated...

Embodiment 3

[0038] Experimental Animals and Drugs

[0039] Experimental animals: SPF grade SD rats, weighing 180-220 g, purchased from the Experimental Animal Center of Jiangxi University of Traditional Chinese Medicine, certificate number: SCXK (Gan) 2018-0003.

[0040] Reagent: Aristolochic acid I, Ia and II prepared according to Example 1, aristolochic acid derivatives I, II, III, IV, V and VI, aspirin and carrageenan were purchased from Shanghai Chemical Reagent Company , before the experiment were temporarily prepared with 0.15% CMC-Na aqueous solution to the required concentration.

[0041] Effects of aristolochic acid derivatives on paw swelling in rats induced by carrageenan

[0042] 144 male SD rats were randomly divided into 12 groups according to body weight: normal control group (normal saline), model group (1% carrageenan / normal saline), aspirin (400mg / kg) positive control group, Aristolochia Aristolochic acid I group (80mg / kg), aristolochic acid Ia group (80mg / kg), aristol...

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Abstract

The invention discloses an aristolic acid derivative and application thereof in preparation of anti-inflammatory drugs. Experiments prove that the aristolic acid derivative can remarkably inhibit foot swelling of rats caused by carrageenan and can obviously reduce the amount of pleurisy pleural exudate and leukocyte migration of the rats caused by carrageenan. Therefore, the aristolic acid derivative disclosed by the invention has a remarkable anti-inflammatory effect, can be used for preparing anti-inflammatory drugs, and shows good application and development prospects.

Description

technical field [0001] The invention relates to aristolochic acid derivatives and their application in the preparation of anti-inflammatory drugs. Background technique [0002] Inflammation is a protective response of the body against external infection or damaging stimuli, and it is also a common pathological process of many different types of diseases. Long-term persistent and excessive inflammatory response or inflammatory storm will cause serious damage to the body itself, and even organ failure, so drug intervention is needed to block the continuation and development of inflammation. Currently, there are two main types of anti-inflammatory drugs commonly used clinically: non-steroidal anti-inflammatory drugs and steroidal anti-inflammatory drugs (glucocorticoids). Although these two types of anti-inflammatory drugs have good clinical anti-inflammatory effects, long-term large-scale use will produce a series of adverse reactions and tolerance, such as gastric mucosal da...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D317/70A61P29/00
CPCA61P29/00C07D317/70
Inventor 袁干军赖珊贺苏赵文佳孙一斐张同科夏雪雪
Owner JIANGXI AGRICULTURAL UNIVERSITY
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