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

Zehra Tuğçe Gür Maz

Makale detayları

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

Yazarlar:

Zehra Tuğçe Gür Maz

Yayıncı:

Marmara University

Ana Başlıklar:

Pharmaceutical Chemistry

Dergi:

Journal of Research in Pharmacy Vol.25 Issue 5, pp.531-539

Belge Tipi:

Makale

Yayın Tarihi:

6/2025

Belge Dili:

İngilizce

Document ID (Org No.):

2001346218

pISSN:

2630-6344

Anahtar kelimeler:

Özet:

 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 µgmL. Especially, 1-2,4-dichlorophenylmethyl-N-4- methoxybenzenesulfonyl-3-methyl-1H-pyrazole-5-carboxamide 9, 1-2,4-Dichlorophenylmethyl-N-4- fluorobenzenesulfonyl-3-methyl-1H-pyrazole-5-carboxamide 10, N-3,5-Dichlorobenzenesulfonyl-1-2,4- dichlorophenylmethyl-3-methyl-1H-pyrazole-5-carboxamide 11 and 1-2,4-dichlorophenylmethyl-N-4- fluorobenzenesulfonyl-5-methyl-1H-pyrazole-3-carboxamide 17 displayed the highest antibacterial activity against B. subtilis with MIC values of 1 µgmL, 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.

 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 µgmL. Especially, 1-2,4-dichlorophenylmethyl-N-4- methoxybenzenesulfonyl-3-methyl-1H-pyrazole-5-carboxamide 9, 1-2,4-Dichlorophenylmethyl-N-4- fluorobenzenesulfonyl-3-methyl-1H-pyrazole-5-carboxamide 10, N-3,5-Dichlorobenzenesulfonyl-1-2,4- dichlorophenylmethyl-3-methyl-1H-pyrazole-5-carboxamide 11 and 1-2,4-dichlorophenylmethyl-N-4- fluorobenzenesulfonyl-5-methyl-1H-pyrazole-3-carboxamide 17 displayed the highest antibacterial activity against B. subtilis with MIC values of 1 µgmL, 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.

 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 µgmL. Especially, 1-2,4-dichlorophenylmethyl-N-4- methoxybenzenesulfonyl-3-methyl-1H-pyrazole-5-carboxamide 9, 1-2,4-Dichlorophenylmethyl-N-4- fluorobenzenesulfonyl-3-methyl-1H-pyrazole-5-carboxamide 10, N-3,5-Dichlorobenzenesulfonyl-1-2,4- dichlorophenylmethyl-3-methyl-1H-pyrazole-5-carboxamide 11 and 1-2,4-dichlorophenylmethyl-N-4- fluorobenzenesulfonyl-5-methyl-1H-pyrazole-3-carboxamide 17 displayed the highest antibacterial activity against B. subtilis with MIC values of 1 µgmL, 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.

 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 µgmL. Especially, 1-2,4-dichlorophenylmethyl-N-4- methoxybenzenesulfonyl-3-methyl-1H-pyrazole-5-carboxamide 9, 1-2,4-Dichlorophenylmethyl-N-4- fluorobenzenesulfonyl-3-methyl-1H-pyrazole-5-carboxamide 10, N-3,5-Dichlorobenzenesulfonyl-1-2,4- dichlorophenylmethyl-3-methyl-1H-pyrazole-5-carboxamide 11 and 1-2,4-dichlorophenylmethyl-N-4- fluorobenzenesulfonyl-5-methyl-1H-pyrazole-3-carboxamide 17 displayed the highest antibacterial activity against B. subtilis with MIC values of 1 µgmL, 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.

Makale detayları

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

Yazarlar: Zehra Tuğçe Gür Maz

Yayıncı: Marmara University

Ana Başlıklar: Pharmaceutical Chemistry

Dergi: Journal of Research in Pharmacy Vol.25 Issue 5, pp.531-539

Belge Tipi: Makale

Yayın Tarihi: 6/2025

Belge Dili: İngilizce

Document ID (Org No.): 2001346218

pISSN: 2630-6344

Pyrazole

sulfonamide

regioisomer

antibacterial activity

antimycobacterial activity

Sayı

Yazarlar:

Zehra Tuğçe Gür Maz

Yayıncı:

Marmara University

Ana Başlıklar:

Pharmaceutical Chemistry

Dergi:

Journal of Research in Pharmacy Vol.25 Issue 5, pp.531-539

Belge Tipi:

Makale

Yayın Tarihi:

6/2025

Belge Dili:

İngilizce

Document ID (Org No.):

2001346218

pISSN:

2630-6344