Quinoline–1,3,4-Oxadiazole Conjugates: Synthesis, Anticancer Evaluation, and Molecular Modelling Studies

نویسندگان

چکیده

Cancer continues to have overwhelming impacts on human health and the development of new chemotherapeutics. Molecular hybridization has thus been valued as a structure-based drug design approach drugs with enhanced efficacy. Herein, we report multistep synthesis quinoline–2-mercapto-1,3,4-oxadiazole conjugates their cytotoxicity evaluation. Compound 4j 2-[(5-bromopentyl)thio]-5-[(quinolin-8-yloxy)methyl]-1,3,4-oxadiazole showed best pancreatic (MIA PaCa-2) colorectal (HCT116) cancer cells IC50 values 29.19 ± 0.99 75.10 1.87 µM, respectively. The compound is also less cytotoxic non-cancerous primary dermal fibroblast = 91.87 1.29 µM compared parent 8-hydroxyquinoline (IC50 72.36 4.23 µM). ADME properties prediction suggested drug-likeness potent compounds while molecular docking dynamics simulations doublecortin-like kinase (DCLK1) revealed compounds’ stable binding interactions at domain. Overall, results illuminate structural model furnish agents against cancer.

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ژورنال

عنوان ژورنال: Polycyclic Aromatic Compounds

سال: 2022

ISSN: ['1563-5333', '1026-7743', '1040-6638']

DOI: https://doi.org/10.1080/10406638.2022.2117205