Synthesis and evaluation of antibacterial and antimycobacterial activities of some new pyrazole derivatives

被引:0
|
作者
Gur Maz, Tugce [1 ]
Karaca, Nursenem [2 ]
Levent, Serkan [3 ]
Caliskan, Burcu [1 ]
Demirci, Fatih [4 ,5 ]
Banoglu, Erden [1 ]
机构
[1] Gazi Univ, Fac Pharm, Dept Pharmaceut Chem, Ankara, Turkey
[2] Anadolu Univ, Grad Sch Hlth Sci, Dept Pharmacognosy, Eskisehir, Turkey
[3] Anadolu Univ, Fac Pharm, Dept Pharmaceut Chem, Eskisehir, Turkey
[4] Anadolu Univ, Fac Pharm, Dept Pharmacognosy, Eskisehir, Turkey
[5] Eastern Mediterranean Univ, Fac Pharm, Mersin 10, N Cyprus, Turkey
来源
JOURNAL OF RESEARCH IN PHARMACY | 2021年 / 25卷 / 05期
关键词
Pyrazole; sulfonamide; regioisomer; antibacterial activity; antimycobacterial activity; ANTIMICROBIAL EVALUATION; BIOLOGICAL EVALUATION; DESIGN;
D O I
10.29228/jrp.43
中图分类号
R9 [药学];
学科分类号
1007 ;
摘要
Pyrazoles and sulfonamides are ubiquitously classified as structural fragments in antimicrobial and antimycobacterial agents. In this present study, a series of 14 pyrazole based sulfonamide derivatives (7-20) were designed, synthesized regioisomeric structures were elucidated by spectroscopic methods. All target compounds were evaluated for their in vitro antibacterial potential against selected Gram (+) and Gram (-) bacterial strains as well as for their antimycobacterial activity. The bioactivity results demonstrated that all compounds showed selective antibacterial activity against B. subtilis with MIC values of 1-125 mu g/mL. Especially, 1-[(2,4-dichlorophenyl)methyl]-N-(4- methoxybenzenesulfonyl)-3-methyl-1H-pyrazole-5-carboxamide (9), 14(2,4-Dichlorophenyl)methyll-N-(4- fluorobenzenesulfonyl)-3-methyl-1H-pyrazole-5-carboxamide (10), N-(3,5-Dichlorobenzenesulfonyl)-1-[(2,4- dichlorophenyl)methyl]-3-methyl-1H-pyrazole-5-carboxamide (11) and 1-[(2,4-dichlorophenyl)methyl]-N-(4-fluorobenzenesulfonyl)-5-methyl-1H-pyrazole-3-carboxamide (17) displayed the highest antibacterial activity against B. subtilis with MIC values of 1 mu g/mL, which were more effective compared to the reference chloramphenicol. As a conclusion, the snythesized new pyrazole sulfonamides stand out as promising antimicrobial agents for further development.
引用
收藏
页码:531 / 539
页数:9
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