Synthesis, cyclooxygenase inhibition, anti-inflammatory evaluation and ulcerogenic liability of novel triarylpyrazoline derivatives as selective COX-2 inhibitors

被引:32
作者
Abdellatif, Khaled R. A. [1 ]
Abdelgawad, Mohamed A. [1 ]
Labib, Madlen B. [1 ]
Zidan, Taha H. [1 ]
机构
[1] Beni Suef Univ, Fac Pharm, Dept Organ Pharmaceut Chem, Bani Suwayf, Egypt
关键词
Anti-inflammatory; Pyrazoline; Cyclooxygenase-2; inhibitors; BIOLOGICAL EVALUATION; CELECOXIB ANALOGS; TETRAZOLES; DESIGN;
D O I
10.1016/j.bmcl.2015.10.047
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
A new series of triarylpyrazoline derivatives 8a-p containing the most important COX-2 pharmacophore (SO2CH3 or/and SO2NH2) were synthesized by reaction of propen-1-one derivatives 6a-h with different phenyl hydrazine hydrochloride derivatives 7a-b in aqueous ethanol. All prepared compounds were evaluated for their in vitro COX-1/COX-2 inhibitory activity and the in vivo anti-inflammatory activity. All compounds were more selective for COX-2 isozyme than COX-1 isozyme and showed good in vivo anti-inflammatory activity. Compounds 8g, 8j and 8o showed the highest anti-inflammatory activity and were less ulcerogenic (Ulcer Index = 6.85, 7.7, 5.92, respectively) than indomethacin (Ulcer Index = 12.3) and comparable to celecoxib (Ulcer Index = 4.85). (C) 2015 Elsevier Ltd. All rights reserved.
引用
收藏
页码:5787 / 5791
页数:5
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