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新型吡唑基香豆素类化合物作为抗炎和抗氧化剂的合成及生物学评价

Synthesis and biological evaluation of a novel series of pyrazolylcoumarins as anti-inflammatory and antioxidant agents.

作者信息

Aragade P, Venkatnarayanan R, Patil P

机构信息

RVS College of Pharmaceutical Science, Sulur, Coimbatore, Tamilnadu, India.

出版信息

Drug Res (Stuttg). 2013 Jan;63(1):28-33. doi: 10.1055/s-0032-1331225. Epub 2013 Jan 8.

Abstract

A new series of pyrazolylcoumarins (4a-k) was synthesized by reaction of appropriate dibromochalcones (3a-k) with phenyl hydrazine in ethanol. Structures of all new synthesized compounds were characterized on the basis of elemental analysis and spectral data (UV, IR and 1H NMR). The title compounds were screened for in vivo anti-inflammatory activities at a dose of 200 mg/kg b.w. Among the 11 prepared compounds, Compounds 4c, d, h and i exhibited significant anti-inflammatory activity in model of acute inflammation such as carrageenan-induced rat edema paw while compound 4d showed considerable activity in model of chronic inflammation such as adjuvant-induced arthritis along with minimum ulcerogenic index and were compared with diclofenac (13.5 mg/kg b.w.) as a standard drug. Additionally, the synthesized compounds were evaluated for their in vitro antioxidant activity. Compound 4k was found to be the most active antioxidant in the series compared with standard vitamin C.

摘要

通过适当的二溴查耳酮(3a - k)与苯肼在乙醇中反应,合成了一系列新的吡唑基香豆素(4a - k)。所有新合成化合物的结构均通过元素分析和光谱数据(紫外、红外和¹H NMR)进行了表征。以200 mg/kg体重的剂量对标题化合物进行了体内抗炎活性筛选。在制备的11种化合物中,化合物4c、d、h和i在急性炎症模型如角叉菜胶诱导的大鼠足爪水肿中表现出显著的抗炎活性,而化合物4d在慢性炎症模型如佐剂诱导的关节炎中表现出相当的活性,同时溃疡形成指数最低,并与作为标准药物的双氯芬酸(13.5 mg/kg体重)进行了比较。此外,还对合成化合物的体外抗氧化活性进行了评估。与标准维生素C相比,化合物4k被发现是该系列中最具活性的抗氧化剂。

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