Synthesis and structure-activity relationship of thiobarbituric acid derivatives as potent inhibitors of urease

A series of thiobarbituric acid derivatives 1-27 were synthesized and evaluated for their urease inhibitory potential. Exciting results were obtained from the screening of these compounds 1-27. Compounds 5, 7, 8, 11, 16, 17, 22, 23 and 24 showed excellent urease inhibition with IC50 values 18.1 ± 0....

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Published in:	Bioorganic and Medicinal Chemistry
Main Author:	Khan K.M.; Rahim F.; Khan A.; Shabeer M.; Hussain S.; Rehman W.; Taha M.; Khan M.; Perveen S.; Choudhary M.I.
Format:	Article
Language:	English
Published:	Elsevier Ltd 2014
Online Access:	https://www.scopus.com/inward/record.uri?eid=2-s2.0-84905087111&doi=10.1016%2fj.bmc.2014.05.057&partnerID=40&md5=0ac133b6b9d2f607886639bbe8fe0e0d

id	2-s2.0-84905087111
spelling	2-s2.0-84905087111 Khan K.M.; Rahim F.; Khan A.; Shabeer M.; Hussain S.; Rehman W.; Taha M.; Khan M.; Perveen S.; Choudhary M.I. Synthesis and structure-activity relationship of thiobarbituric acid derivatives as potent inhibitors of urease 2014 Bioorganic and Medicinal Chemistry 22 15 10.1016/j.bmc.2014.05.057 https://www.scopus.com/inward/record.uri?eid=2-s2.0-84905087111&doi=10.1016%2fj.bmc.2014.05.057&partnerID=40&md5=0ac133b6b9d2f607886639bbe8fe0e0d A series of thiobarbituric acid derivatives 1-27 were synthesized and evaluated for their urease inhibitory potential. Exciting results were obtained from the screening of these compounds 1-27. Compounds 5, 7, 8, 11, 16, 17, 22, 23 and 24 showed excellent urease inhibition with IC50 values 18.1 ± 0.52, 16.0 ± 0.45, 16.0 ± 0.22, 14.3 ± 0.27, 6.7 ± 0.27, 10.6 ± 0.17, 19.2 ± 0.29, 18.2 ± 0.76 and 1.61 ± 0.18 μM, respectively, much better than the standard urease inhibitor thiourea (IC50 = 21 ± 0.11 μM). Compound 3, 4, 10, and 26 exhibited comparable activities to the standard with IC50 values 21.4 ± 1.04 and 21.5 ± 0.61μM, 22.8 ± 0.32, 25.2 ± 0.63, respectively. However the remaining compounds also showed prominent inhibitory potential The structure-activity relationship was established for these compounds. This study identified a novel class of urease inhibitors. The structures of all compounds were confirmed through spectroscopic techniques such as EI-MS and 1H NMR. © 2014 Elsevier Ltd. All rights reserved. Elsevier Ltd 9680896 English Article
author	Khan K.M.; Rahim F.; Khan A.; Shabeer M.; Hussain S.; Rehman W.; Taha M.; Khan M.; Perveen S.; Choudhary M.I.
spellingShingle	Khan K.M.; Rahim F.; Khan A.; Shabeer M.; Hussain S.; Rehman W.; Taha M.; Khan M.; Perveen S.; Choudhary M.I. Synthesis and structure-activity relationship of thiobarbituric acid derivatives as potent inhibitors of urease
author_facet	Khan K.M.; Rahim F.; Khan A.; Shabeer M.; Hussain S.; Rehman W.; Taha M.; Khan M.; Perveen S.; Choudhary M.I.
author_sort	Khan K.M.; Rahim F.; Khan A.; Shabeer M.; Hussain S.; Rehman W.; Taha M.; Khan M.; Perveen S.; Choudhary M.I.
title	Synthesis and structure-activity relationship of thiobarbituric acid derivatives as potent inhibitors of urease
title_short	Synthesis and structure-activity relationship of thiobarbituric acid derivatives as potent inhibitors of urease
title_full	Synthesis and structure-activity relationship of thiobarbituric acid derivatives as potent inhibitors of urease
title_fullStr	Synthesis and structure-activity relationship of thiobarbituric acid derivatives as potent inhibitors of urease
title_full_unstemmed	Synthesis and structure-activity relationship of thiobarbituric acid derivatives as potent inhibitors of urease
title_sort	Synthesis and structure-activity relationship of thiobarbituric acid derivatives as potent inhibitors of urease
publishDate	2014
container_title	Bioorganic and Medicinal Chemistry
container_volume	22
container_issue	15
doi_str_mv	10.1016/j.bmc.2014.05.057
url	https://www.scopus.com/inward/record.uri?eid=2-s2.0-84905087111&doi=10.1016%2fj.bmc.2014.05.057&partnerID=40&md5=0ac133b6b9d2f607886639bbe8fe0e0d
description	A series of thiobarbituric acid derivatives 1-27 were synthesized and evaluated for their urease inhibitory potential. Exciting results were obtained from the screening of these compounds 1-27. Compounds 5, 7, 8, 11, 16, 17, 22, 23 and 24 showed excellent urease inhibition with IC50 values 18.1 ± 0.52, 16.0 ± 0.45, 16.0 ± 0.22, 14.3 ± 0.27, 6.7 ± 0.27, 10.6 ± 0.17, 19.2 ± 0.29, 18.2 ± 0.76 and 1.61 ± 0.18 μM, respectively, much better than the standard urease inhibitor thiourea (IC50 = 21 ± 0.11 μM). Compound 3, 4, 10, and 26 exhibited comparable activities to the standard with IC50 values 21.4 ± 1.04 and 21.5 ± 0.61μM, 22.8 ± 0.32, 25.2 ± 0.63, respectively. However the remaining compounds also showed prominent inhibitory potential The structure-activity relationship was established for these compounds. This study identified a novel class of urease inhibitors. The structures of all compounds were confirmed through spectroscopic techniques such as EI-MS and 1H NMR. © 2014 Elsevier Ltd. All rights reserved.
publisher	Elsevier Ltd
issn	9680896
language	English
format	Article
accesstype
record_format	scopus
collection	Scopus
_version_	1809678488514330624

Synthesis and structure-activity relationship of thiobarbituric acid derivatives as potent inhibitors of urease

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