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

Vijay KumarKashmiri LalRavinder KumarAnil KumarRamling S MathpatiMadhur Babu SinghKamlesh Kumari
Published in: Future medicinal chemistry (2023)
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 μmol/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.
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