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

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

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 subje...

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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
id 2-s2.0-85059245167
spelling 2-s2.0-85059245167
Almandil N.B.; Taha M.; Rahim F.; Wadood A.; Imran S.; Alqahtani M.A.; Bamarouf Y.A.; Ibrahim M.; Mosaddik A.; Gollapalli M.
Synthesis of novel quinoline-based thiadiazole, evaluation of their antileishmanial potential and molecular docking studies
2019
Bioorganic Chemistry
85

10.1016/j.bioorg.2018.12.025
https://www.scopus.com/inward/record.uri?eid=2-s2.0-85059245167&doi=10.1016%2fj.bioorg.2018.12.025&partnerID=40&md5=41bb3118210005e5e12be360a1b51696
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.
Academic Press Inc.
452068
English
Article
author Almandil N.B.; Taha M.; Rahim F.; Wadood A.; Imran S.; Alqahtani M.A.; Bamarouf Y.A.; Ibrahim M.; Mosaddik A.; Gollapalli M.
spellingShingle Almandil N.B.; Taha M.; Rahim F.; Wadood A.; Imran S.; Alqahtani M.A.; Bamarouf Y.A.; Ibrahim M.; Mosaddik A.; Gollapalli M.
Synthesis of novel quinoline-based thiadiazole, evaluation of their antileishmanial potential and molecular docking studies
author_facet Almandil N.B.; Taha M.; Rahim F.; Wadood A.; Imran S.; Alqahtani M.A.; Bamarouf Y.A.; Ibrahim M.; Mosaddik A.; Gollapalli M.
author_sort Almandil N.B.; Taha M.; Rahim F.; Wadood A.; Imran S.; Alqahtani M.A.; Bamarouf Y.A.; Ibrahim M.; Mosaddik A.; Gollapalli M.
title Synthesis of novel quinoline-based thiadiazole, evaluation of their antileishmanial potential and molecular docking studies
title_short Synthesis of novel quinoline-based thiadiazole, evaluation of their antileishmanial potential and molecular docking studies
title_full Synthesis of novel quinoline-based thiadiazole, evaluation of their antileishmanial potential and molecular docking studies
title_fullStr Synthesis of novel quinoline-based thiadiazole, evaluation of their antileishmanial potential and molecular docking studies
title_full_unstemmed Synthesis of novel quinoline-based thiadiazole, evaluation of their antileishmanial potential and molecular docking studies
title_sort Synthesis of novel quinoline-based thiadiazole, evaluation of their antileishmanial potential and molecular docking studies
publishDate 2019
container_title Bioorganic Chemistry
container_volume 85
container_issue
doi_str_mv 10.1016/j.bioorg.2018.12.025
url https://www.scopus.com/inward/record.uri?eid=2-s2.0-85059245167&doi=10.1016%2fj.bioorg.2018.12.025&partnerID=40&md5=41bb3118210005e5e12be360a1b51696
description 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.
publisher Academic Press Inc.
issn 452068
language English
format Article
accesstype
record_format scopus
collection Scopus
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