Synthesis of novel quinoline-based thiadiazole, evaluation of their antileishmanial potential and molecular docking studies

• Published in: Bioorganic Chemistry
• Main Author: Almandil N.B.; Taha M.; Rahim F.; Wadood A.; Imran S.; Alqahtani M.A.; Bamarouf Y.A.; Ibrahim M.; Mosaddik A.; Gollapalli M.
• Format: Article
• Language: English
• Published: Academic Press Inc. 2019
• Online Access: https://www.scopus.com/inward/record.uri?eid=2-s2.0-85059245167&doi=10.1016%2fj.bioorg.2018.12.025&partnerID=40&md5=41bb3118210005e5e12be360a1b51696
• ISSN: 452068
• DOI: 10.1016/j.bioorg.2018.12.025

New series of quinoline-based thiadiazole analogs (1–20) were synthesized, characterized by EI-MS, 1 H NMR and 13 C NMR. All synthesized compounds were subjected to their antileishmanial potential. Sixteen analogs 1–10, 12, 13, 16, 17, 18 and 19 with IC 50 values in the range of 0.04 ± 0.01 to 5.60 ± 0.21 µM showed tremendously potent inhibition as compared to the standard pentamidine with IC 50 value 7.02 ± 0.09 µM. Analogs 11, 14, 15 and 20 with IC 50 8.20 ± 0.35, 9.20 ± 0.40, 7.20 ± 0.20 and 9.60 ± 0.40 µM respectively showed good inhibition when compared with the standard. Structure-activity relationships have been also established for all compounds. Molecular docking studies were performed to determine the binding interaction of the compounds with the active site target. © 2018 Elsevier Inc.