Development of bis-thiobarbiturates as successful urease inhibitors and their molecular modeling studies

Development of bis-thiobarbiturates as successful urease inhibitors and their molecular modeling studies

Bis-thiobarbiturate derivatives 1-15 have been synthesized, characterized by 1HNMR and EI-MS and screened for urease inhibition. All compounds showed various degree of urease inhibitory activity with IC50 values ranging 7.45 ± 0.12 - 74.24 ± 0.81 μmol/L while the standard thiourea behaved normally (...

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Published in:Chinese Chemical Letters
Main Author: Rahim F.; Ali M.; Ullah S.; Rashid U.; Ullah H.; Taha M.; Javed M.T.; Rehman W.; Khan A.A.; Abid O.U.R.; Bilal M.
Format: Article
Language:English
Published: Elsevier 2016
Online Access:https://www.scopus.com/inward/record.uri?eid=2-s2.0-84960192729&doi=10.1016%2fj.cclet.2015.12.035&partnerID=40&md5=811cfe660bde2a5cdcd83e2b4571e983
id 2-s2.0-84960192729
spelling 2-s2.0-84960192729
Rahim F.; Ali M.; Ullah S.; Rashid U.; Ullah H.; Taha M.; Javed M.T.; Rehman W.; Khan A.A.; Abid O.U.R.; Bilal M.
Development of bis-thiobarbiturates as successful urease inhibitors and their molecular modeling studies
2016
Chinese Chemical Letters
27
5
10.1016/j.cclet.2015.12.035
https://www.scopus.com/inward/record.uri?eid=2-s2.0-84960192729&doi=10.1016%2fj.cclet.2015.12.035&partnerID=40&md5=811cfe660bde2a5cdcd83e2b4571e983
Bis-thiobarbiturate derivatives 1-15 have been synthesized, characterized by 1HNMR and EI-MS and screened for urease inhibition. All compounds showed various degree of urease inhibitory activity with IC50 values ranging 7.45 ± 0.12 - 74.24 ± 0.81 μmol/L while the standard thiourea behaved normally (IC50 = 21.10 ± 0.12). Compounds 1 (IC50 = 7.45 ± 0.12 μmol/L), 9 (IC50 = 18.17 ± 1.03 μmol/L) and 13 (IC50 = 8.61 ± 0.45 μmol/L) showed excellent urease inhibitory activity in the series. Molecular modeling studies were performed to understand the binding site with the bimetallic nickel center of the enzyme. Structure-activity relationship has also been established for these compounds. This study identified bis-thiobarbiturate as a novel class of urease inhibitors. © 2016 Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences. Published by Elsevier B.V. All rights reserved.
Elsevier
10018417
English
Article
author Rahim F.; Ali M.; Ullah S.; Rashid U.; Ullah H.; Taha M.; Javed M.T.; Rehman W.; Khan A.A.; Abid O.U.R.; Bilal M.
spellingShingle Rahim F.; Ali M.; Ullah S.; Rashid U.; Ullah H.; Taha M.; Javed M.T.; Rehman W.; Khan A.A.; Abid O.U.R.; Bilal M.
Development of bis-thiobarbiturates as successful urease inhibitors and their molecular modeling studies
author_facet Rahim F.; Ali M.; Ullah S.; Rashid U.; Ullah H.; Taha M.; Javed M.T.; Rehman W.; Khan A.A.; Abid O.U.R.; Bilal M.
author_sort Rahim F.; Ali M.; Ullah S.; Rashid U.; Ullah H.; Taha M.; Javed M.T.; Rehman W.; Khan A.A.; Abid O.U.R.; Bilal M.
title Development of bis-thiobarbiturates as successful urease inhibitors and their molecular modeling studies
title_short Development of bis-thiobarbiturates as successful urease inhibitors and their molecular modeling studies
title_full Development of bis-thiobarbiturates as successful urease inhibitors and their molecular modeling studies
title_fullStr Development of bis-thiobarbiturates as successful urease inhibitors and their molecular modeling studies
title_full_unstemmed Development of bis-thiobarbiturates as successful urease inhibitors and their molecular modeling studies
title_sort Development of bis-thiobarbiturates as successful urease inhibitors and their molecular modeling studies
publishDate 2016
container_title Chinese Chemical Letters
container_volume 27
container_issue 5
doi_str_mv 10.1016/j.cclet.2015.12.035
url https://www.scopus.com/inward/record.uri?eid=2-s2.0-84960192729&doi=10.1016%2fj.cclet.2015.12.035&partnerID=40&md5=811cfe660bde2a5cdcd83e2b4571e983
description Bis-thiobarbiturate derivatives 1-15 have been synthesized, characterized by 1HNMR and EI-MS and screened for urease inhibition. All compounds showed various degree of urease inhibitory activity with IC50 values ranging 7.45 ± 0.12 - 74.24 ± 0.81 μmol/L while the standard thiourea behaved normally (IC50 = 21.10 ± 0.12). Compounds 1 (IC50 = 7.45 ± 0.12 μmol/L), 9 (IC50 = 18.17 ± 1.03 μmol/L) and 13 (IC50 = 8.61 ± 0.45 μmol/L) showed excellent urease inhibitory activity in the series. Molecular modeling studies were performed to understand the binding site with the bimetallic nickel center of the enzyme. Structure-activity relationship has also been established for these compounds. This study identified bis-thiobarbiturate as a novel class of urease inhibitors. © 2016 Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences. Published by Elsevier B.V. All rights reserved.
publisher Elsevier
issn 10018417
language English
format Article
accesstype
record_format scopus
collection Scopus
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