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
相关论文
共 50 条
  • [21] Synthesis; antibacterial and antifungal activities of some new azo anils containing pyrazole moiety
    Sharma, S.
    Kaur, Jasvir
    Kaur, Sandeep
    Sharma, Poonam
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 2014, 53 (02): : 227 - 237
  • [22] Synthesis and Antimicrobial Evaluation of Some Pyrazole Derivatives
    Sharshira, Essam Mohamed
    Hamada, Nagwa Mohamed Mahrous
    MOLECULES, 2012, 17 (05): : 4962 - 4971
  • [23] Synthesis and antiviral evaluation of some new pyrazole and fused pyrazolopyrimidine derivatives
    Rashad, Aymn E.
    Hegab, Mohamed I.
    Abdel-Megeid, Randa E.
    Micky, Jehan A.
    Abdel-Megeid, Farouk M. E.
    BIOORGANIC & MEDICINAL CHEMISTRY, 2008, 16 (15) : 7102 - 7106
  • [24] Synthesis of New Thiazole and Pyrazole Clubbed 1,2,3-Triazol Derivatives as Potential Antimycobacterial and Antibacterial Agents
    Jagadale, Shivaji M.
    Abhale, Yogita K.
    Pawar, Hari R.
    Shinde, Abhijit
    Bobade, Vivek D.
    Chavan, Abhijit P.
    Sarkar, Dhiman
    Mhaske, Pravin C.
    POLYCYCLIC AROMATIC COMPOUNDS, 2022, 42 (06) : 3216 - 3237
  • [25] Synthesis and Estimation of the Insecticide and Antibacterial Activities for Some New Amide Derivatives
    Ali, Zinah Hussein
    Saleem, Dina
    Abbas, Abbas Khudhair
    Rasool, Baneen Salam
    Cheyad, Mustafa Sabri
    INDONESIAN JOURNAL OF CHEMISTRY, 2023, 23 (06) : 1535 - 1541
  • [26] Design and Synthesis of Some New Theophylline Derivatives with Bronchodilator and Antibacterial Activities
    Hayallah, Alaa M.
    Elgaher, Walid A.
    Salem, Ola I.
    Alim, Abdel Alim M. Abdel
    ARCHIVES OF PHARMACAL RESEARCH, 2011, 34 (01) : 3 - 21
  • [27] Design and synthesis of some new theophylline derivatives with bronchodilator and antibacterial activities
    Alaa M. Hayallah
    Walid A. Elgaher
    Ola I. Salem
    Abdel Alim M. Abdel Alim
    Archives of Pharmacal Research, 2011, 34 : 3 - 21
  • [28] Synthesis and Antibacterial Activities of N-Substituted Pyrazole Curcumin Derivatives
    Liu, Zhichang
    Wang, Yinghong
    Zhang, Yuanqin
    Xiang, Qinxiang
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2012, 32 (08) : 1487 - 1492
  • [29] Design, Synthesis, Antifungal and Antibacterial Activities of Novel Difluoromethyl Pyrazole Derivatives
    Xu, H.
    Yu, L.
    Tan, B.
    Song, S.
    Wu, S.
    Tan, S.
    Li, P.
    Mu, B.
    RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2024, 94 (04) : 963 - 968
  • [30] Synthesis and Antimycobacterial Activity of Some New Pyrazinamide Derivatives
    Almehmadi, Mazen
    Halawi, Mustafa
    Asif, Mohammad
    PHARMACEUTICAL CHEMISTRY JOURNAL, 2022, 56 (04) : 456 - 460