Synthesis, α-glucosidase inhibitory, cytotoxicity and docking studies of 2-aryl-7-methylbenzimidazoles

Synthesis, α-glucosidase inhibitory, cytotoxicity and docking studies of 2-aryl-7-methylbenzimidazoles

Benzimidazole analogs 1-27 were synthesized, characterized by EI-MS and 1H NMR and their α-glucosidase inhibitory activities were found out experimentally. Compound 25, 19, 10 and 20 have best inhibitory activities with IC50 values 5.30 ± 0.10, 16.10 ± 0.10, 25.36 ± 0.14 and 29.75 ± 0.19 respectivel...

Full description

Bibliographic Details
Published in:Bioorganic Chemistry
Main Author: Taha M.; Ismail N.H.; Imran S.; Mohamad M.H.; Wadood A.; Rahim F.; Saad S.M.; Rehman A.U.; Khan K.M.
Format: Article
Language:English
Published: Academic Press Inc. 2016
Online Access:https://www.scopus.com/inward/record.uri?eid=2-s2.0-84959018778&doi=10.1016%2fj.bioorg.2016.02.004&partnerID=40&md5=f00e8b96e7b75766ee1842b5b42fdfa3
id 2-s2.0-84959018778
spelling 2-s2.0-84959018778
Taha M.; Ismail N.H.; Imran S.; Mohamad M.H.; Wadood A.; Rahim F.; Saad S.M.; Rehman A.U.; Khan K.M.
Synthesis, α-glucosidase inhibitory, cytotoxicity and docking studies of 2-aryl-7-methylbenzimidazoles
2016
Bioorganic Chemistry
65

10.1016/j.bioorg.2016.02.004
https://www.scopus.com/inward/record.uri?eid=2-s2.0-84959018778&doi=10.1016%2fj.bioorg.2016.02.004&partnerID=40&md5=f00e8b96e7b75766ee1842b5b42fdfa3
Benzimidazole analogs 1-27 were synthesized, characterized by EI-MS and 1H NMR and their α-glucosidase inhibitory activities were found out experimentally. Compound 25, 19, 10 and 20 have best inhibitory activities with IC50 values 5.30 ± 0.10, 16.10 ± 0.10, 25.36 ± 0.14 and 29.75 ± 0.19 respectively against α-glucosidase. Compound 6 and 12 has no inhibitory activity against α-glucosidase enzyme among the series. Further studies showed that the compounds are not showing any cytotoxicity effect. The docking studies of the compounds as well as the experimental activities of the compounds correlated well. From the molecular docking studies, it was observed that the top ranked conformation of all the compounds fit well in the active site of the homology model of α-glucosidase. © 2016 Elsevier Inc. All rights reserved.
Academic Press Inc.
452068
English
Article
author Taha M.; Ismail N.H.; Imran S.; Mohamad M.H.; Wadood A.; Rahim F.; Saad S.M.; Rehman A.U.; Khan K.M.
spellingShingle Taha M.; Ismail N.H.; Imran S.; Mohamad M.H.; Wadood A.; Rahim F.; Saad S.M.; Rehman A.U.; Khan K.M.
Synthesis, α-glucosidase inhibitory, cytotoxicity and docking studies of 2-aryl-7-methylbenzimidazoles
author_facet Taha M.; Ismail N.H.; Imran S.; Mohamad M.H.; Wadood A.; Rahim F.; Saad S.M.; Rehman A.U.; Khan K.M.
author_sort Taha M.; Ismail N.H.; Imran S.; Mohamad M.H.; Wadood A.; Rahim F.; Saad S.M.; Rehman A.U.; Khan K.M.
title Synthesis, α-glucosidase inhibitory, cytotoxicity and docking studies of 2-aryl-7-methylbenzimidazoles
title_short Synthesis, α-glucosidase inhibitory, cytotoxicity and docking studies of 2-aryl-7-methylbenzimidazoles
title_full Synthesis, α-glucosidase inhibitory, cytotoxicity and docking studies of 2-aryl-7-methylbenzimidazoles
title_fullStr Synthesis, α-glucosidase inhibitory, cytotoxicity and docking studies of 2-aryl-7-methylbenzimidazoles
title_full_unstemmed Synthesis, α-glucosidase inhibitory, cytotoxicity and docking studies of 2-aryl-7-methylbenzimidazoles
title_sort Synthesis, α-glucosidase inhibitory, cytotoxicity and docking studies of 2-aryl-7-methylbenzimidazoles
publishDate 2016
container_title Bioorganic Chemistry
container_volume 65
container_issue
doi_str_mv 10.1016/j.bioorg.2016.02.004
url https://www.scopus.com/inward/record.uri?eid=2-s2.0-84959018778&doi=10.1016%2fj.bioorg.2016.02.004&partnerID=40&md5=f00e8b96e7b75766ee1842b5b42fdfa3
description Benzimidazole analogs 1-27 were synthesized, characterized by EI-MS and 1H NMR and their α-glucosidase inhibitory activities were found out experimentally. Compound 25, 19, 10 and 20 have best inhibitory activities with IC50 values 5.30 ± 0.10, 16.10 ± 0.10, 25.36 ± 0.14 and 29.75 ± 0.19 respectively against α-glucosidase. Compound 6 and 12 has no inhibitory activity against α-glucosidase enzyme among the series. Further studies showed that the compounds are not showing any cytotoxicity effect. The docking studies of the compounds as well as the experimental activities of the compounds correlated well. From the molecular docking studies, it was observed that the top ranked conformation of all the compounds fit well in the active site of the homology model of α-glucosidase. © 2016 Elsevier Inc. All rights reserved.
publisher Academic Press Inc.
issn 452068
language English
format Article
accesstype
record_format scopus
collection Scopus
_version_ 1809678485662203904

Similar Items