Hybrid benzothiazole analogs as antiurease agent: Synthesis and molecular docking studies

Benzothiazole analogs (1-20) have been synthesized, characterized by EI-MS and 1H NMR, and evaluated for urease inhibition activity. All compounds showed excellent urease inhibitory potential varying from 1.4 ± 0.10 to 34.43 ± 2.10 μM when compared with standard thiourea (IC50 19.46 ± 1.20 μM). Amon...

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Published in:Bioorganic Chemistry
Main Author: Taha M.; Ismail N.H.; Imran S.; Wadood A.; Rahim F.; Khan K.M.; Riaz M.
Format: Article
Language:English
Published: Academic Press Inc. 2016
Online Access:https://www.scopus.com/inward/record.uri?eid=2-s2.0-84962360234&doi=10.1016%2fj.bioorg.2016.03.010&partnerID=40&md5=522911c76a6838509bcc4bf8327819dc
id 2-s2.0-84962360234
spelling 2-s2.0-84962360234
Taha M.; Ismail N.H.; Imran S.; Wadood A.; Rahim F.; Khan K.M.; Riaz M.
Hybrid benzothiazole analogs as antiurease agent: Synthesis and molecular docking studies
2016
Bioorganic Chemistry
66

10.1016/j.bioorg.2016.03.010
https://www.scopus.com/inward/record.uri?eid=2-s2.0-84962360234&doi=10.1016%2fj.bioorg.2016.03.010&partnerID=40&md5=522911c76a6838509bcc4bf8327819dc
Benzothiazole analogs (1-20) have been synthesized, characterized by EI-MS and 1H NMR, and evaluated for urease inhibition activity. All compounds showed excellent urease inhibitory potential varying from 1.4 ± 0.10 to 34.43 ± 2.10 μM when compared with standard thiourea (IC50 19.46 ± 1.20 μM). Among the series seventeen (17) analogs 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 16, 17, and 18 showed outstanding urease inhibitory potential. Analogs 15 and 19 also showed good urease inhibition activity. When we compare the activity of N-phenylthiourea 20 with all substituted phenyl derivatives (1-18) we found that compound 15 showed less activity than compound 20 having 3-methoxy substituent. The binding interactions of these active analogs were confirmed through molecular docking. © 2016 Elsevier Inc. All rights reserved.
Academic Press Inc.
00452068
English
Article

author Taha M.; Ismail N.H.; Imran S.; Wadood A.; Rahim F.; Khan K.M.; Riaz M.
spellingShingle Taha M.; Ismail N.H.; Imran S.; Wadood A.; Rahim F.; Khan K.M.; Riaz M.
Hybrid benzothiazole analogs as antiurease agent: Synthesis and molecular docking studies
author_facet Taha M.; Ismail N.H.; Imran S.; Wadood A.; Rahim F.; Khan K.M.; Riaz M.
author_sort Taha M.; Ismail N.H.; Imran S.; Wadood A.; Rahim F.; Khan K.M.; Riaz M.
title Hybrid benzothiazole analogs as antiurease agent: Synthesis and molecular docking studies
title_short Hybrid benzothiazole analogs as antiurease agent: Synthesis and molecular docking studies
title_full Hybrid benzothiazole analogs as antiurease agent: Synthesis and molecular docking studies
title_fullStr Hybrid benzothiazole analogs as antiurease agent: Synthesis and molecular docking studies
title_full_unstemmed Hybrid benzothiazole analogs as antiurease agent: Synthesis and molecular docking studies
title_sort Hybrid benzothiazole analogs as antiurease agent: Synthesis and molecular docking studies
publishDate 2016
container_title Bioorganic Chemistry
container_volume 66
container_issue
doi_str_mv 10.1016/j.bioorg.2016.03.010
url https://www.scopus.com/inward/record.uri?eid=2-s2.0-84962360234&doi=10.1016%2fj.bioorg.2016.03.010&partnerID=40&md5=522911c76a6838509bcc4bf8327819dc
description Benzothiazole analogs (1-20) have been synthesized, characterized by EI-MS and 1H NMR, and evaluated for urease inhibition activity. All compounds showed excellent urease inhibitory potential varying from 1.4 ± 0.10 to 34.43 ± 2.10 μM when compared with standard thiourea (IC50 19.46 ± 1.20 μM). Among the series seventeen (17) analogs 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 16, 17, and 18 showed outstanding urease inhibitory potential. Analogs 15 and 19 also showed good urease inhibition activity. When we compare the activity of N-phenylthiourea 20 with all substituted phenyl derivatives (1-18) we found that compound 15 showed less activity than compound 20 having 3-methoxy substituent. The binding interactions of these active analogs were confirmed through molecular docking. © 2016 Elsevier Inc. All rights reserved.
publisher Academic Press Inc.
issn 00452068
language English
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