Synthesis and anti-inflammatory evaluation of new 1,3,5-triaryl-4,5-dihydro-1H-pyrazole derivatives possessing an aminosulphonyl pharmacophore

被引：19

作者：

Abdellatif, Khaled R. A. ^{[1
]}

Abdelgawad, Mohamed A. ^{[1
]}

Elshemy, Heba A. H. ^{[1
]}

Alsayed, Shahinda S. R. ^{[1
]}

Kamel, Gehan ^{[2
]}

机构：

[1] Beni Suef Univ, Fac Pharm, Dept Organ Pharmaceut Chem, Bani Suwayf 62514, Egypt

[2] Cairo Univ, Fac Vet, Dept Pharmacol, Cairo, Egypt

来源：

ARCHIVES OF PHARMACAL RESEARCH | 2015年 / 38卷 / 11期

关键词：

Dihydropyrazole; Cyclooxygenase inhibition; Anti-inflammatory; NITRIC-OXIDE RELEASE; CYCLOOXYGENASE COX-2 INHIBITORS; BEARING BENZENE SULFONAMIDE; DONOR ESTER PRODRUGS; BIOLOGICAL EVALUATION; PYRAZOLINE DERIVATIVES; ANTIMICROBIAL ACTIVITIES; CELECOXIB ANALOGS; DESIGN; AGENTS;

D O I：

10.1007/s12272-015-0606-7

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

A novel series of 2-pyrazoline derivatives 13a-l was synthesized via aldol condensation of 4-substituted acetophenones with appropriately substituted aldehydes followed by cyclization of the formed chalcones with 4-hydrazinobenzenesulfonamide hydrochloride. The chemical structures of the target pyrazoline derivatives were proved by means of IR, H-1 NMR, C-13 NMR, mass spectroscopy and elemental analyses data. All the synthesized compounds were evaluated for their cyclooxygenase selectivity, anti-inflammatory and ulcerogenic liability. While compounds 13e, 13h and 13i showed moderate COX-2 selectivity in vitro and good anti-inflammatory activity in vivo, compound 13i showed the highest anti-inflammatory activity that is very close in potency to the reference drug (celecoxib) with better gastric profile than celecoxib.

引用

页码：1932 / 1942

页数：11

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