Synthesis of some new 1,3,5-trisubstituted pyrazolines bearing benzene sulfonamide as anticancer and anti-inflammatory agents

被引：109

作者：

Bashir, Rafia ^{[1
]}

Ovais, Syed ^{[1
]}

Yaseen, Shafiya ^{[1
]}

Hamid, Hinna ^{[1
]}

Alam, M. S. ^{[1
]}

Samim, Mohammad ^{[1
]}

Singh, Surender ^{[2
]}

Javed, Kalim ^{[1
]}

机构：

[1] Jamia Hamdard, Fac Sci, Dept Chem, New Delhi 110062, India

[2] All India Inst Med Sci, Dept Pharmacol, New Delhi 110029, India

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2011年 / 21卷 / 14期

关键词：

2-Pyrazolines; Anti-inflammatory activity; Ulcerogenic activity; Cyclooxygenase activity; Celecoxib; DRUG DISCOVERY; CARBONIC-ANHYDRASE; DERIVATIVES; INHIBITORS;

D O I：

10.1016/j.bmcl.2011.05.061

中图分类号：

R914 [药物化学];

学科分类号：

100705 [微生物与生化药学];

摘要：

Thirteen new 2-pyrazoline derivatives bearing benzenesulfonamide moiety (2a-m) were synthesized by condensing appropriate chalcones with 4-hydrazinonbenzenesulfonamide hydrochloride and tested for anticancer and anti-inflammatory actions. According to the protocol of the National Cancer Institute (NCI) in vitro disease-oriented human cells screening panel assay compounds 2b, 2c, 2e, 2f and 2g exhibited considerable antitumor activities against the entire tested tumor cell lines and showed effective growth inhibition GI(50) (MG-MID) values of 2.63, 2.57, 6.61, 3.31 and 2.57 mu M, respectively, beside a cyclostatic activity TGI (MG-MID) 9.54, 8.51, 24.0, 19.9 and 8.71 mu M, respectively. Two compounds 2g and 2k showed more potent anti-inflammatory activity than celecoxib at 5 h in carrageenan-induced rat paw edema bioassay. These compounds (2g and 2k) proved to have superior gastrointestinal safety profiles as compared to celecoxib, when tested for their ulcerogenic effects. Compounds 2g and 2k showed no inhibition against the enzymatic activity of bovine COX-2 (in vitro). (C) 2011 Elsevier Ltd. All rights reserved.

引用

页码：4301 / 4305

页数：5

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