Synthesis of a novel chloroquinoline, rhodanine encompassed 1,2,3-triazole scaffolds and molecular docking evaluation of their cytotoxicity

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Abstract

A novel series of quinoline-linked rhodanine bearing 1,2,3-triazole analogs (10a-l) have been designed and prepared. All the novel hybrids were analyzed and characterized by spectroscopic performances like 1H-NMR, 13C-NMR, and HR-MS analysis. The anticancer efficiency of final molecules was screened for their in vitro activity against the diverse cancer cells lines like HeLa (cervical carcinoma), MCF-7 (human breast), HT-29 (colon cancer), and Caco-2 (human epithelial). Amongst, compound (10c) exhibited more potent anticancer activity than Combretastatin-A4 as a standard drug against MCF7, Caco-2, HeLa, HT-29, and Caco-2 cancer cells with IC50 values of 3.67, 3.93, 4.92, and 6.83 μM, respectively. The overview of an electron-releasing substituent on the aryl ring exhibited potent anticancer activity. It is the first report to reveal the quinoline-linked rhodanine-bearing 1,2,3-triazole scaffolds as potential antitumor agents with inclusive docking analysis. Graphical abstract: [Figure not available: see fulltext.]

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Suryanarayana, K., Gangu, K. K., Kerru, N., Khatana, K., Satyanarayana, B., & Maddila, S. (2023). Synthesis of a novel chloroquinoline, rhodanine encompassed 1,2,3-triazole scaffolds and molecular docking evaluation of their cytotoxicity. Journal of the Iranian Chemical Society, 20(10), 2643–2655. https://doi.org/10.1007/s13738-023-02862-2

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