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

Kotyada Suryanarayana, Kranthi Kumar Gangu, Nagaraju Kerru, Kavita Khatana, B. Satyanarayana, Suresh Maddila

2023Journal of the Iranian Chemical Society23 citationsDOIOpen Access PDF

Abstract

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 1 H-NMR, 13 C-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 IC 50 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

Topics & Concepts

RhodanineHeLaChemistryQuinolineDocking (animal)CytotoxicityTriazoleStereochemistryIn vitroCombinatorial chemistryVirtual screeningBiochemistryPharmacophoreOrganic chemistryMedicineNursingClick Chemistry and ApplicationsSynthesis and biological activityMulticomponent Synthesis of Heterocycles
Synthesis of a novel chloroquinoline, rhodanine encompassed 1,2,3-triazole scaffolds and molecular docking evaluation of their cytotoxicity | Litcius