Design, synthesis, in vitro evaluation, molecular docking and ADME properties studies of hybrid bis-coumarin with thiadiazole as a new inhibitor of Urease

Design, synthesis, in vitro evaluation, molecular docking and ADME properties studies of hybrid bis-coumarin with thiadiazole as a new inhibitor of Urease

Hybrid bis-coumarin derivatives 1–18 were synthesized and evaluated for their in vitro urease inhibitory potential. All compounds showed outstanding urease inhibitory potential with IC50 value (The half maximal inhibitory concentration) ranging in between 0.12 SD 0.01 and 38.04 SD 0.63 µM (SD standa...

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Published in:Bioorganic Chemistry
Main Author: Alomari M.; Taha M.; Imran S.; Jamil W.; Selvaraj M.; Uddin N.; Rahim F.
Format: Article
Language:English
Published: Academic Press Inc. 2019
Online Access:https://www.scopus.com/inward/record.uri?eid=2-s2.0-85071689548&doi=10.1016%2fj.bioorg.2019.103235&partnerID=40&md5=7f6c163ed9319ed5d2e11fe81676b814
id 2-s2.0-85071689548
spelling 2-s2.0-85071689548
Alomari M.; Taha M.; Imran S.; Jamil W.; Selvaraj M.; Uddin N.; Rahim F.
Design, synthesis, in vitro evaluation, molecular docking and ADME properties studies of hybrid bis-coumarin with thiadiazole as a new inhibitor of Urease
2019
Bioorganic Chemistry
92

10.1016/j.bioorg.2019.103235
https://www.scopus.com/inward/record.uri?eid=2-s2.0-85071689548&doi=10.1016%2fj.bioorg.2019.103235&partnerID=40&md5=7f6c163ed9319ed5d2e11fe81676b814
Hybrid bis-coumarin derivatives 1–18 were synthesized and evaluated for their in vitro urease inhibitory potential. All compounds showed outstanding urease inhibitory potential with IC50 value (The half maximal inhibitory concentration) ranging in between 0.12 SD 0.01 and 38.04 SD 0.63 µM (SD standard deviation). When compared with the standard thiourea (IC50 = 21.40 ± 0.21 µM). Among these derivatives, compounds 7 (IC50 = 0.29 ± 0.01), 9 (IC50 = 2.4 ± 0.05), 10 (IC50 = 2.25 ± 0.05) and 16 (IC50 = 0.12 ± 0.01) are better inhibitors of the urease compared with thiourea (IC50 = 21.40 ± 0.21 µM). To find structure–activity relationship molecular docking as well as absorption, distribution, metabolism, and excretion (ADME) studies were also performed. Various spectroscopic techniques like 1H NMR, 13C NMR, and EI-MS were used for characterization of all synthesized analogs. All compounds were tested for cytotoxicity and found non-toxic. © 2019 Elsevier Inc.
Academic Press Inc.
452068
English
Article
author Alomari M.; Taha M.; Imran S.; Jamil W.; Selvaraj M.; Uddin N.; Rahim F.
spellingShingle Alomari M.; Taha M.; Imran S.; Jamil W.; Selvaraj M.; Uddin N.; Rahim F.
Design, synthesis, in vitro evaluation, molecular docking and ADME properties studies of hybrid bis-coumarin with thiadiazole as a new inhibitor of Urease
author_facet Alomari M.; Taha M.; Imran S.; Jamil W.; Selvaraj M.; Uddin N.; Rahim F.
author_sort Alomari M.; Taha M.; Imran S.; Jamil W.; Selvaraj M.; Uddin N.; Rahim F.
title Design, synthesis, in vitro evaluation, molecular docking and ADME properties studies of hybrid bis-coumarin with thiadiazole as a new inhibitor of Urease
title_short Design, synthesis, in vitro evaluation, molecular docking and ADME properties studies of hybrid bis-coumarin with thiadiazole as a new inhibitor of Urease
title_full Design, synthesis, in vitro evaluation, molecular docking and ADME properties studies of hybrid bis-coumarin with thiadiazole as a new inhibitor of Urease
title_fullStr Design, synthesis, in vitro evaluation, molecular docking and ADME properties studies of hybrid bis-coumarin with thiadiazole as a new inhibitor of Urease
title_full_unstemmed Design, synthesis, in vitro evaluation, molecular docking and ADME properties studies of hybrid bis-coumarin with thiadiazole as a new inhibitor of Urease
title_sort Design, synthesis, in vitro evaluation, molecular docking and ADME properties studies of hybrid bis-coumarin with thiadiazole as a new inhibitor of Urease
publishDate 2019
container_title Bioorganic Chemistry
container_volume 92
container_issue
doi_str_mv 10.1016/j.bioorg.2019.103235
url https://www.scopus.com/inward/record.uri?eid=2-s2.0-85071689548&doi=10.1016%2fj.bioorg.2019.103235&partnerID=40&md5=7f6c163ed9319ed5d2e11fe81676b814
description Hybrid bis-coumarin derivatives 1–18 were synthesized and evaluated for their in vitro urease inhibitory potential. All compounds showed outstanding urease inhibitory potential with IC50 value (The half maximal inhibitory concentration) ranging in between 0.12 SD 0.01 and 38.04 SD 0.63 µM (SD standard deviation). When compared with the standard thiourea (IC50 = 21.40 ± 0.21 µM). Among these derivatives, compounds 7 (IC50 = 0.29 ± 0.01), 9 (IC50 = 2.4 ± 0.05), 10 (IC50 = 2.25 ± 0.05) and 16 (IC50 = 0.12 ± 0.01) are better inhibitors of the urease compared with thiourea (IC50 = 21.40 ± 0.21 µM). To find structure–activity relationship molecular docking as well as absorption, distribution, metabolism, and excretion (ADME) studies were also performed. Various spectroscopic techniques like 1H NMR, 13C NMR, and EI-MS were used for characterization of all synthesized analogs. All compounds were tested for cytotoxicity and found non-toxic. © 2019 Elsevier Inc.
publisher Academic Press Inc.
issn 452068
language English
format Article
accesstype
record_format scopus
collection Scopus
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