3,4-Dimethoxybenzohydrazide derivatives as antiulcer: Molecular modeling and density functional studies

3,4-Dimethoxybenzohydrazide derivatives as antiulcer: Molecular modeling and density functional studies

3,4-Dimethoxybenzohydrazide derivatives (1–25) have been synthesized and evaluated for their urease inhibitory potential. Among the series, compounds 2, 3, 4 and 5 with IC50 values 12.61 ± 0.07, 18.24 ± 0.14, 19.22 ± 0.21, and 8.40 ± 0.05 µM, respectively, showed excellent urease inhibitory potentia...

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Published in:Bioorganic Chemistry
Main Author: Taha M.; Ismail N.H.; Zaki H.M.; Wadood A.; Anouar E.H.; Imran S.; Yamin B.M.; Rahim F.; Ali M.; Khan K.M.
Format: Article
Language:English
Published: Academic Press Inc. 2017
Online Access:https://www.scopus.com/inward/record.uri?eid=2-s2.0-85030837914&doi=10.1016%2fj.bioorg.2017.10.004&partnerID=40&md5=055d13c0412cdc382630942a70265216
id 2-s2.0-85030837914
spelling 2-s2.0-85030837914
Taha M.; Ismail N.H.; Zaki H.M.; Wadood A.; Anouar E.H.; Imran S.; Yamin B.M.; Rahim F.; Ali M.; Khan K.M.
3,4-Dimethoxybenzohydrazide derivatives as antiulcer: Molecular modeling and density functional studies
2017
Bioorganic Chemistry
75

10.1016/j.bioorg.2017.10.004
https://www.scopus.com/inward/record.uri?eid=2-s2.0-85030837914&doi=10.1016%2fj.bioorg.2017.10.004&partnerID=40&md5=055d13c0412cdc382630942a70265216
3,4-Dimethoxybenzohydrazide derivatives (1–25) have been synthesized and evaluated for their urease inhibitory potential. Among the series, compounds 2, 3, 4 and 5 with IC50 values 12.61 ± 0.07, 18.24 ± 0.14, 19.22 ± 0.21, and 8.40 ± 0.05 µM, respectively, showed excellent urease inhibitory potentials when compared with standard thiourea (IC50 value 21.40 ± 0.21 µM). Compounds 1, 6, 8, 18, 19 and 20 also showed good to moderate inhibition, while the remaining compounds were found to be completely inactive. The structures of compounds 6 and 25 were confirmed through X-ray crystallography while the structures of remaining compounds were confirmed through ESI-MS and 1H NMR. Molecular docking studies were performed understand the binding interactions with enzyme active site. The synthesized compounds were evaluated for cytotoxicity and found to be nontoxic. © 2017 Elsevier Inc.
Academic Press Inc.
452068
English
Article
author Taha M.; Ismail N.H.; Zaki H.M.; Wadood A.; Anouar E.H.; Imran S.; Yamin B.M.; Rahim F.; Ali M.; Khan K.M.
spellingShingle Taha M.; Ismail N.H.; Zaki H.M.; Wadood A.; Anouar E.H.; Imran S.; Yamin B.M.; Rahim F.; Ali M.; Khan K.M.
3,4-Dimethoxybenzohydrazide derivatives as antiulcer: Molecular modeling and density functional studies
author_facet Taha M.; Ismail N.H.; Zaki H.M.; Wadood A.; Anouar E.H.; Imran S.; Yamin B.M.; Rahim F.; Ali M.; Khan K.M.
author_sort Taha M.; Ismail N.H.; Zaki H.M.; Wadood A.; Anouar E.H.; Imran S.; Yamin B.M.; Rahim F.; Ali M.; Khan K.M.
title 3,4-Dimethoxybenzohydrazide derivatives as antiulcer: Molecular modeling and density functional studies
title_short 3,4-Dimethoxybenzohydrazide derivatives as antiulcer: Molecular modeling and density functional studies
title_full 3,4-Dimethoxybenzohydrazide derivatives as antiulcer: Molecular modeling and density functional studies
title_fullStr 3,4-Dimethoxybenzohydrazide derivatives as antiulcer: Molecular modeling and density functional studies
title_full_unstemmed 3,4-Dimethoxybenzohydrazide derivatives as antiulcer: Molecular modeling and density functional studies
title_sort 3,4-Dimethoxybenzohydrazide derivatives as antiulcer: Molecular modeling and density functional studies
publishDate 2017
container_title Bioorganic Chemistry
container_volume 75
container_issue
doi_str_mv 10.1016/j.bioorg.2017.10.004
url https://www.scopus.com/inward/record.uri?eid=2-s2.0-85030837914&doi=10.1016%2fj.bioorg.2017.10.004&partnerID=40&md5=055d13c0412cdc382630942a70265216
description 3,4-Dimethoxybenzohydrazide derivatives (1–25) have been synthesized and evaluated for their urease inhibitory potential. Among the series, compounds 2, 3, 4 and 5 with IC50 values 12.61 ± 0.07, 18.24 ± 0.14, 19.22 ± 0.21, and 8.40 ± 0.05 µM, respectively, showed excellent urease inhibitory potentials when compared with standard thiourea (IC50 value 21.40 ± 0.21 µM). Compounds 1, 6, 8, 18, 19 and 20 also showed good to moderate inhibition, while the remaining compounds were found to be completely inactive. The structures of compounds 6 and 25 were confirmed through X-ray crystallography while the structures of remaining compounds were confirmed through ESI-MS and 1H NMR. Molecular docking studies were performed understand the binding interactions with enzyme active site. The synthesized compounds were evaluated for cytotoxicity and found to be nontoxic. © 2017 Elsevier Inc.
publisher Academic Press Inc.
issn 452068
language English
format Article
accesstype
record_format scopus
collection Scopus
_version_ 1809678483108921344

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