Syntheses of new 3-thiazolyl coumarin derivatives, in vitro α-glucosidase inhibitory activity, and molecular modeling studies

Syntheses of new 3-thiazolyl coumarin derivatives, in vitro α-glucosidase inhibitory activity, and molecular modeling studies

3-Thiazolylcoumarin derivatives 1–14 were synthesized via one-pot two step reactions, and screened for in vitro α-glucosidase inhibitory activity. All compounds showed inhibitory activity in the range of IC50 = 0.12 ± 0.01–16.20 ± 0.23 μM as compared to standard acarbose (IC50 = 38.25 ± 0.12 μM), an...

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Published in:European Journal of Medicinal Chemistry
Main Author: Salar U.; Taha M.; Khan K.M.; Ismail N.H.; Imran S.; Perveen S.; Gul S.; Wadood A.
Format: Article
Language:English
Published: Elsevier Masson SAS 2016
Online Access:https://www.scopus.com/inward/record.uri?eid=2-s2.0-84976472588&doi=10.1016%2fj.ejmech.2016.06.037&partnerID=40&md5=f498e2221e64c88ef04a256a505b03b8
id 2-s2.0-84976472588
spelling 2-s2.0-84976472588
Salar U.; Taha M.; Khan K.M.; Ismail N.H.; Imran S.; Perveen S.; Gul S.; Wadood A.
Syntheses of new 3-thiazolyl coumarin derivatives, in vitro α-glucosidase inhibitory activity, and molecular modeling studies
2016
European Journal of Medicinal Chemistry
122

10.1016/j.ejmech.2016.06.037
https://www.scopus.com/inward/record.uri?eid=2-s2.0-84976472588&doi=10.1016%2fj.ejmech.2016.06.037&partnerID=40&md5=f498e2221e64c88ef04a256a505b03b8
3-Thiazolylcoumarin derivatives 1–14 were synthesized via one-pot two step reactions, and screened for in vitro α-glucosidase inhibitory activity. All compounds showed inhibitory activity in the range of IC50 = 0.12 ± 0.01–16.20 ± 0.23 μM as compared to standard acarbose (IC50 = 38.25 ± 0.12 μM), and also found to be nontoxic. Molecular docking study was carried out in order to establish the structure-activity relationship (SAR) which demonstrated that electron rich centers at one and electron withdrawing centers at the other end of the molecules showed strong inhibitory activity. All the synthesized compounds were characterized by spectroscopic techniques such as EI-MS, HREI-MS,1H NMR and13C NMR. CHN analysis was also performed. © 2016 Elsevier Masson SAS
Elsevier Masson SAS
2235234
English
Article
author Salar U.; Taha M.; Khan K.M.; Ismail N.H.; Imran S.; Perveen S.; Gul S.; Wadood A.
spellingShingle Salar U.; Taha M.; Khan K.M.; Ismail N.H.; Imran S.; Perveen S.; Gul S.; Wadood A.
Syntheses of new 3-thiazolyl coumarin derivatives, in vitro α-glucosidase inhibitory activity, and molecular modeling studies
author_facet Salar U.; Taha M.; Khan K.M.; Ismail N.H.; Imran S.; Perveen S.; Gul S.; Wadood A.
author_sort Salar U.; Taha M.; Khan K.M.; Ismail N.H.; Imran S.; Perveen S.; Gul S.; Wadood A.
title Syntheses of new 3-thiazolyl coumarin derivatives, in vitro α-glucosidase inhibitory activity, and molecular modeling studies
title_short Syntheses of new 3-thiazolyl coumarin derivatives, in vitro α-glucosidase inhibitory activity, and molecular modeling studies
title_full Syntheses of new 3-thiazolyl coumarin derivatives, in vitro α-glucosidase inhibitory activity, and molecular modeling studies
title_fullStr Syntheses of new 3-thiazolyl coumarin derivatives, in vitro α-glucosidase inhibitory activity, and molecular modeling studies
title_full_unstemmed Syntheses of new 3-thiazolyl coumarin derivatives, in vitro α-glucosidase inhibitory activity, and molecular modeling studies
title_sort Syntheses of new 3-thiazolyl coumarin derivatives, in vitro α-glucosidase inhibitory activity, and molecular modeling studies
publishDate 2016
container_title European Journal of Medicinal Chemistry
container_volume 122
container_issue
doi_str_mv 10.1016/j.ejmech.2016.06.037
url https://www.scopus.com/inward/record.uri?eid=2-s2.0-84976472588&doi=10.1016%2fj.ejmech.2016.06.037&partnerID=40&md5=f498e2221e64c88ef04a256a505b03b8
description 3-Thiazolylcoumarin derivatives 1–14 were synthesized via one-pot two step reactions, and screened for in vitro α-glucosidase inhibitory activity. All compounds showed inhibitory activity in the range of IC50 = 0.12 ± 0.01–16.20 ± 0.23 μM as compared to standard acarbose (IC50 = 38.25 ± 0.12 μM), and also found to be nontoxic. Molecular docking study was carried out in order to establish the structure-activity relationship (SAR) which demonstrated that electron rich centers at one and electron withdrawing centers at the other end of the molecules showed strong inhibitory activity. All the synthesized compounds were characterized by spectroscopic techniques such as EI-MS, HREI-MS,1H NMR and13C NMR. CHN analysis was also performed. © 2016 Elsevier Masson SAS
publisher Elsevier Masson SAS
issn 2235234
language English
format Article
accesstype
record_format scopus
collection Scopus
_version_ 1809677910550773760

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