Click synthesis, antimicrobial, DNA photocleavage and computational studies of oxindole-tethered 1H-1,2,3-triazoles

被引:8
|
作者
Kumar, Vijay [1 ]
Lal, Kashmiri [1 ]
Kumar, Ravinder [2 ]
Kumar, Anil [2 ]
Mathpati, Ramling S. [3 ]
Singh, Madhur Babu [4 ]
Kumari, Kamlesh [5 ]
机构
[1] Guru Jambheshwar Univ Sci & Technol, Dept Chem, Hisar 125001, Haryana, India
[2] Guru Jambheshwar Univ Sci & Technol, Dept Bio & Nano Technol, Hisar 125001, Haryana, India
[3] Natl Inst Technol, Dept Chem, Kurukshetra 136119, Haryana, India
[4] Univ Delhi, Atma Ram Sanatan Dharma Coll, Dept Chem, New Delhi 110021, India
[5] Univ Delhi, Dept Zool, Delhi 110007, India
关键词
antimicrobial; click chemistry; DNA photocleavage; docking; 1; 2; 3-triazole; oxindole; x-ray diffraction; CYCLOADDITION EN-ROUTE; ANTIBACTERIAL; UPDATE; ISATIN; DERIVATIVES; ANTIFUNGAL; CHEMISTRY; DOCKING; DESIGN; ACID;
D O I
10.4155/fmc-2023-0075
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Aim: To obtain new hybrids derived from isatin and triazole. Materials & methods: A series of oxindole-1-H-1,2,3-triazole hybrids (4a-l) were synthesized from 3-sulfenylated N-propargylated oxindoles and organic azides employing Cu(I)-catalyzed azide-alkyne cycloaddition. These compounds were evaluated in vitro for antimicrobial activity by the standard serial dilution method and DNA photocleavage activity. Results: Antimicrobial assay revealed that compounds 4l and 4f exhibited promising efficacy against Candida albicans and Rhizopus oryzae, respectively, with a minimum inhibitory concentration (MIC) value of 0.0008 & mu;mol/mL. Compounds 4h and 4k completely degraded plasmid DNA. Further molecular docking of compounds with 1KZN (4j and 4k) and 5TZ1 (4h and 4l) revealed good binding interactions. Conclusion: Results of the current research can help in the development of new antimicrobial agents with high efficacy.
引用
收藏
页码:1115 / 1131
页数:17
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