Novel benzenesulfonamide bearing 1,2,4-triazoles as potent anti-microbial and anti-oxidant agents

被引：5

作者：

Chander, Akhilesh ^{[1
]}

Monika, Deepansh ^{[1
]}

Kumar, Akhilesh K. ^{[2
]}

Sharma, Deepansh ^{[3
]}

Sharma, Pawan ^{[4
]}

Ram, Sita ^{[1
]}

机构：

[1] JC Bose Univ Sci & Technol, Dept Chem, YMCA, Faridabad 121006, India

[2] Banaras Hindu Univ, Dept Chem, Varanasi 221005, India

[3] JC Bose Univ Sci & Technol, Dept Life Sci, YMCA, Faridabad 121006, India

[4] Kurukshetra Univ, Dept Chem, Kurukshetra 136119, India

来源：

MEDICINAL CHEMISTRY RESEARCH | 2023年 / 32卷 / 03期

关键词：

1,2,4-Triazole; Benzenesulfonamide; Anti-microbial; Activity; Anti-oxidant; Structure-activity relationship; TRIAZOLE DERIVATIVES; HETEROCYCLES; DRUGS;

D O I：

10.1007/s00044-023-03024-y

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

A series comprising 30 novel benzenesulfonamide bearing 1,2,4-triazoles 1a-1h, 2a-2h, 3a-3h, 4b-4f and 4h has been synthesized and investigated as anti-microbial and anti-oxidant agents. All the tested compounds exhibited moderate to excellent inhibitory potential against tested Gram-positive (Staphylococcus aureus ATCC 6538P, Listeria monocytogenes MTCC 657, and Bacillus cereus ATCC 11770) and Gram-negative (Pseudomonas aeruginosa ATCC 15442, Escherichia coli MTCC 143, Salmonella typhi MTCC 733, Shigella flexneri ATCC 9199) bacterial strains with minimum inhibitory concentration values ranging from 3.12 to 12.5 mu g/mL. Compound 3d was either equipotent or better inhibitor than reference drugs against all tested bacterial as well as fungal strains. All the tested compounds were also found to be safe to normal cells with 89.8-99.8% cell viability against mouse fibroblast cell line and 100% safe to plant seed germination. Final compounds were also screened for their anti-oxidant profile using DPPH method and compound 4d was found to possess highest anti-oxidant acitivity (94.35%).

引用

页码：542 / 555

页数：14

共 41 条

[1] Design, synthesis and anti-inflammatory/analgesic evaluation of novel di-substituted urea derivatives bearing diaryl-1,2,4-triazole with dual COX-2/sEH inhibitory activities [J].

Abdelazeem, Ahmed H. ;

El-Din, Asmaa G. Safi ;

Arab, Hany H. ;

El-Saadi, Mohammed T. ;

El-Moghazy, Samir M. ;

Amin, Noha H. .

JOURNAL OF MOLECULAR STRUCTURE, 2021, 1240

[2] Recent advances in the chemistry of 1,2,4-triazoles: Synthesis, reactivity and biological activities [J].

Abdelli, Abderrahmen ;

Azzouni, Safa ;

Plais, Romain ;

Gaucher, Anne ;

Efrit, Mohamed Lotfi ;

Prim, Damien .

TETRAHEDRON LETTERS, 2021, 86

[3] An insight on medicinal attributes of 1,2,4-triazoles [J].

Aggarwal, Ranjana ;

Sumran, Garima .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2020, 205

[4]

Al-Masoudi I., 2006, CHEM HETEROCYC COMPO, V42, P1377, DOI [DOI 10.1007/S10593-006-0255-3, 10.1007/s10593-006-0255-3]

[5] Syntheses of Aromatic/Heterocyclic Derived Bioplastics with High Thermal/Mechanical Performance [J].

Ali, Mohammad Asif ;

Kaneko, Tatsuo .

INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH, 2019, 58 (35) :15958-15974

[6] Sulfonamide derivatives as multi-target agents for complex diseases [J].

Apaydin, Sinem ;

Torok, Marianna .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2019, 29 (16) :2042-2050

[7] Characterization of brassinazole, a triazole-type brassinosteroid biosynthesis inhibitor [J].

Asami, T ;

Min, YK ;

Nagata, N ;

Yamagishi, K ;

Takatsuto, S ;

Fujioka, S ;

Murofushi, N ;

Yamaguchi, I ;

Yoshida, S .

PLANT PHYSIOLOGY, 2000, 123 (01) :93-99

[8] Microwave-assisted synthesis and in vitro antiproliferative activity of some novel 1,2,3-triazole-based pyrazole aldehydes and their benzimidazole derivatives [J].

Ashok, Dongamanti ;

Reddy, M. Ram ;

Nagaraju, Nalaparaju ;

Dharavath, Ravinder ;

Ramakrishna, Katta ;

Gundu, Srinivas ;

Shravani, P. ;

Sarasija, M. .

MEDICINAL CHEMISTRY RESEARCH, 2020, 29 (04) :699-706

[9] Synthesis of Some New 1,2,4-Triazole Derivatives Starting from 3-(4-Chlorophenyl)-5-(4-methoxybenzyl)-4H-1,2,4-triazol with Anti-Lipase and Anti-Urease Activities [J].

Bekircan, Olcay ;

Mentese, Emre ;

Ulker, Serdar ;

Kucuk, Cagatay .

ARCHIV DER PHARMAZIE, 2014, 347 (06) :387-397

[10] Asymmetric synthesis of novel triazole derivatives and their in vitro antiviral activity and mechanism of action [J].

Cao, Xiufang ;

Wang, Wenda ;

Wang, Shuangshuang ;

Bao, Longzhu .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2017, 139 :718-725

← 1 2 3 4 5 →