Synthesis and evaluation of pyrazolines bearing benzothiazole as anti-inflammatory agents

被引：82

作者：

Kharbanda, Chetna ^{[1
]}

Alam, Mohammad Sarwar ^{[1
]}

Hamid, Hinna ^{[1
]}

Javed, Kalim ^{[1
]}

Bano, Sameena ^{[1
]}

Dhulap, Abhijeet ^{[2
]}

Ali, Yakub ^{[1
]}

Nazreen, Syed ^{[1
]}

Haider, Saqlain ^{[1
]}

机构：

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

[2] CSIR, Unit Res & Dev Informat Prod, Pune 411038, Maharashtra, India

来源：

BIOORGANIC & MEDICINAL CHEMISTRY | 2014年 / 22卷 / 21期

关键词：

Pyrazolines; Anti-inflammatory; COX-2; TNF-alpha; Molecular docking; BIOLOGICAL EVALUATION; BENZENE SULFONAMIDE; INVOLVEMENT; DERIVATIVES; ANTICANCER;

D O I：

10.1016/j.bmc.2014.09.028

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

The present study aims at the synthesis of pyrazolines bearing benzothiazole and their evaluation as anti-inflammatory agents. The synthesized compounds were evaluated for their anti-inflammatory potential using carrageenan induced paw edema model. Two compounds 5a and 5d alleviated inflammation more than the standard drug celecoxib. Eight compounds 5b, 5c, 5e, 5g, 5h, 6b, 6e and 6f showed anti-inflammatory activity comparable to celecoxib. To understand the mode of action, COX-2 enzyme assay and TNF-alpha assay were carried out. All the active compounds were assessed for their cytotoxicity. The ulcerogenic risk evaluation was performed on the active compounds that were not found to be cytotoxic. Out of ten active compounds, two compounds (5d and 6f) were finally found to be the most potent anti-inflammatory agents attributing to the suppression of the COX-2 enzyme activity and TNF-alpha production without being either cytotoxic or ulcerogenic. (C) 2014 Elsevier Ltd. All rights reserved.

引用

页码：5804 / 5812

页数：9

共 46 条

[41] Nitric oxide inhibitory substances from the rhizomes of Dioscorea membranacea [J].

Tewtrakul, Supinya ;

Itharat, Arunporn .

JOURNAL OF ETHNOPHARMACOLOGY, 2007, 109 (03) :412-416

[42]

THORNBER CW, 1979, CHEM SOC REV, V8, P563, DOI 10.1039/cs9790800563

[43] Synthesis of carbon-11 labeled fluorinated 2-arylbenzothiazoles as novel potential PET cancer imaging agents [J].

Wang, Min ;

Gao, Mingzhang ;

Mock, Bruce H. ;

Miller, Kathy D. ;

Sledge, George W. ;

Hutchins, Gary D. ;

Zheng, Qi-Huang .

BIOORGANIC & MEDICINAL CHEMISTRY, 2006, 14 (24) :8599-8607

[44] ConfGen: A Conformational Search Method for Efficient Generation of Bioactive Conformers [J].

Watts, K. Shawn ;

Dalal, Pranav ;

Murphy, Robert B. ;

Sherman, Woody ;

Friesner, Rich A. ;

Shelley, John C. .

JOURNAL OF CHEMICAL INFORMATION AND MODELING, 2010, 50 (04) :534-546

[45]

WINTER CA, 1962, P SOC EXP BIOL MED, V111, P544

[46]

Young-Kwan K., 1986, MED PROG, V2, P7

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