Synthesis of diindolylmethane (DIM) bearing thiadiazole derivatives as a potent urease inhibitor

Synthesis of diindolylmethane (DIM) bearing thiadiazole derivatives as a potent urease inhibitor

The current study describes synthesis of diindolylmethane (DIM) derivatives based-thiadiazole as a new class of urease inhibitors. Diindolylmethane is natural product alkaloid reported to use in medicinal chemistry extensively. Diindolylmethane-based-thiadiazole analogs (1–18) were synthesized and c...

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Published in:Scientific Reports
Main Author: Taha M.; Rahim F.; Khan A.A.; Anouar E.H.; Ahmed N.; Shah S.A.A.; Ibrahim M.; Zakari Z.A.
Format: Article
Language:English
Published: Nature Research 2020
Online Access:https://www.scopus.com/inward/record.uri?eid=2-s2.0-85084696332&doi=10.1038%2fs41598-020-64729-3&partnerID=40&md5=7dd36a2a0f490984a72aaffcefb69ee6
id 2-s2.0-85084696332
spelling 2-s2.0-85084696332
Taha M.; Rahim F.; Khan A.A.; Anouar E.H.; Ahmed N.; Shah S.A.A.; Ibrahim M.; Zakari Z.A.
Synthesis of diindolylmethane (DIM) bearing thiadiazole derivatives as a potent urease inhibitor
2020
Scientific Reports
10
1
10.1038/s41598-020-64729-3
https://www.scopus.com/inward/record.uri?eid=2-s2.0-85084696332&doi=10.1038%2fs41598-020-64729-3&partnerID=40&md5=7dd36a2a0f490984a72aaffcefb69ee6
The current study describes synthesis of diindolylmethane (DIM) derivatives based-thiadiazole as a new class of urease inhibitors. Diindolylmethane is natural product alkaloid reported to use in medicinal chemistry extensively. Diindolylmethane-based-thiadiazole analogs (1–18) were synthesized and characterized by various spectroscopic techniques 1HNMR, 13C-NMR, EI-MS and evaluated for urease (jack bean urease) inhibitory potential. All compounds showed excellent to moderate inhibitory potential having IC50 value within the range of 0.50 ± 0.01 to 33.20 ± 1.20 µM compared with the standard thiourea (21.60 ± 0.70 µM). Compound 8 (IC50 = 0.50 ± 0.01 µM) was the most potent inhibitor amongst all derivatives. Structure-activity relationships have been established for all compounds. The key binding interactions of most active compounds with enzyme were confirmed through molecular docking studies. © 2020, The Author(s).
Nature Research
20452322
English
Article
All Open Access; Gold Open Access
author Taha M.; Rahim F.; Khan A.A.; Anouar E.H.; Ahmed N.; Shah S.A.A.; Ibrahim M.; Zakari Z.A.
spellingShingle Taha M.; Rahim F.; Khan A.A.; Anouar E.H.; Ahmed N.; Shah S.A.A.; Ibrahim M.; Zakari Z.A.
Synthesis of diindolylmethane (DIM) bearing thiadiazole derivatives as a potent urease inhibitor
author_facet Taha M.; Rahim F.; Khan A.A.; Anouar E.H.; Ahmed N.; Shah S.A.A.; Ibrahim M.; Zakari Z.A.
author_sort Taha M.; Rahim F.; Khan A.A.; Anouar E.H.; Ahmed N.; Shah S.A.A.; Ibrahim M.; Zakari Z.A.
title Synthesis of diindolylmethane (DIM) bearing thiadiazole derivatives as a potent urease inhibitor
title_short Synthesis of diindolylmethane (DIM) bearing thiadiazole derivatives as a potent urease inhibitor
title_full Synthesis of diindolylmethane (DIM) bearing thiadiazole derivatives as a potent urease inhibitor
title_fullStr Synthesis of diindolylmethane (DIM) bearing thiadiazole derivatives as a potent urease inhibitor
title_full_unstemmed Synthesis of diindolylmethane (DIM) bearing thiadiazole derivatives as a potent urease inhibitor
title_sort Synthesis of diindolylmethane (DIM) bearing thiadiazole derivatives as a potent urease inhibitor
publishDate 2020
container_title Scientific Reports
container_volume 10
container_issue 1
doi_str_mv 10.1038/s41598-020-64729-3
url https://www.scopus.com/inward/record.uri?eid=2-s2.0-85084696332&doi=10.1038%2fs41598-020-64729-3&partnerID=40&md5=7dd36a2a0f490984a72aaffcefb69ee6
description The current study describes synthesis of diindolylmethane (DIM) derivatives based-thiadiazole as a new class of urease inhibitors. Diindolylmethane is natural product alkaloid reported to use in medicinal chemistry extensively. Diindolylmethane-based-thiadiazole analogs (1–18) were synthesized and characterized by various spectroscopic techniques 1HNMR, 13C-NMR, EI-MS and evaluated for urease (jack bean urease) inhibitory potential. All compounds showed excellent to moderate inhibitory potential having IC50 value within the range of 0.50 ± 0.01 to 33.20 ± 1.20 µM compared with the standard thiourea (21.60 ± 0.70 µM). Compound 8 (IC50 = 0.50 ± 0.01 µM) was the most potent inhibitor amongst all derivatives. Structure-activity relationships have been established for all compounds. The key binding interactions of most active compounds with enzyme were confirmed through molecular docking studies. © 2020, The Author(s).
publisher Nature Research
issn 20452322
language English
format Article
accesstype All Open Access; Gold Open Access
record_format scopus
collection Scopus
_version_ 1809678482133745664

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