Design, synthesis and biological evaluation of new series of benzotriazole-pyrazole clubbed thiazole hybrids as bioactive heterocycles: Antibacterial, antifungal, antioxidant, cytotoxicity study

被引:33
作者
Gangurde, Keshav B. [3 ]
More, Rahul A. [1 ,2 ]
Adole, Vishnu A. [3 ]
Ghotekar, Dattatray S. [4 ]
机构
[1] Univ Mumbai, Vidya Prasarak Mandal Kinhavalis Arts Commerce & S, Dept Chem, Thana, Maharashtra, India
[2] Swami Ramanand Teerth Marathwada Univ, Dayanand Sci Coll, Dept Microbiol, Latur, Maharashtra, India
[3] Savitribai Phule Pune Univ, Mahatma Gandhi Vidyamandirs Loknete Vyankatrao Hir, Res Ctr Chem, Pune, Maharashtra, India
[4] Savitribai Phule Pune Univ, Nutan Vidya Prasarak Mandals Arts Commerce & Sci C, Dept Chem, Pune, Maharashtra, India
关键词
Benzotriazole; Pyrazole; Thiazole; Antimicrobial; Cytotoxicity; Antioxidant; EFFICIENT SYNTHESIS; DERIVATIVES; DOCKING; GREEN;
D O I
10.1016/j.molstruc.2023.136760
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
The need for novel heterocyclic compounds with robust biological action is a result of the emergence of numerous pandemics and microbial resistance. To search antibacterial and antifungal lead compounds, a series of novel (E)-2-(2-((5-(1H-benzo[d][1,2,3]triazol-1-yl)-3-methyl-1-phenyl-1H-pyrazol-4-yl)methylene)hydra-zinyl)-4-(aryl)thiazole derivatives were synthesized via three component reaction between 5-(1H-benzo[d] [1,2,3]triazol-1-yl)-3-methyl-1-phenyl-1H-pyrazole-4-carbaldehyde, thiosemicabazide and various substituted phenacyl bromides. The newly synthesized benzotriazole-pyrazole clubbed thiazole hybrids were characterized by FT-IR, 1H NMR, 13C NMR and HRMS methods. The synthesized compounds were screened for antibacterial activity against E. coli, B. subtilis, B. megaterium, and S. aureus and antifungal activity against A. niger, A. oryzae, Rhizophus spp., and C. albicans. All thiazole derivatives exhibited potent antibacterial and antifungal action against all tested strains. Besides, % radical scavenging activity was also evaluated and results showed good antioxidant potential of the synthesized compounds. The cytotoxicity study revealed that synthesized compounds has no to less toxicity as compared to standard Triton X-100.
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页数:12
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