Design, synthesis and biological evaluation of benzoxazolinone-containing 1,3,4-thiadiazoles as TNF-α inhibitors

A library of nineteen benzoxazolinone-based 1,3,4-thiadiazoles has been synthesized and screened for their anti-inflammatory activity. The compound 1f exhibited a potent anti-inflammatory activity with an inhibition of 65.83% and 32.50% after 3 h and 5 h respectively. It also exhibited a significant...

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Autores principales: Haider, Saqlain, Alam, Mohammad Sarwar, Hamid, Hinna, Dhulap, Abhijeet, Kumar, Deepak
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Elsevier 2019
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6479203/
https://www.ncbi.nlm.nih.gov/pubmed/31049428
http://dx.doi.org/10.1016/j.heliyon.2019.e01503
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author Haider, Saqlain
Alam, Mohammad Sarwar
Hamid, Hinna
Dhulap, Abhijeet
Kumar, Deepak
author_facet Haider, Saqlain
Alam, Mohammad Sarwar
Hamid, Hinna
Dhulap, Abhijeet
Kumar, Deepak
author_sort Haider, Saqlain
collection PubMed
description A library of nineteen benzoxazolinone-based 1,3,4-thiadiazoles has been synthesized and screened for their anti-inflammatory activity. The compound 1f exhibited a potent anti-inflammatory activity with an inhibition of 65.83% and 32.50% after 3 h and 5 h respectively. It also exhibited a significant in vitro (p < 0.01), TNF- α inhibitory activity with 51.44 % inhibition. The compound 1f showed hydrogen bonding with GLN 61 and interactions with TYR 119, TYR 151 and GLY 121. The histopathology report showed that none of the compounds caused gastric ulceration. The results from the in vivo & in vitro antiinflammatory activity along with In Silico studies exhibit that benzoxazolinone-based 1,3,4-thiadiazoles may be used in the future development of anti-inflammatory drugs.
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spelling pubmed-64792032019-05-02 Design, synthesis and biological evaluation of benzoxazolinone-containing 1,3,4-thiadiazoles as TNF-α inhibitors Haider, Saqlain Alam, Mohammad Sarwar Hamid, Hinna Dhulap, Abhijeet Kumar, Deepak Heliyon Article A library of nineteen benzoxazolinone-based 1,3,4-thiadiazoles has been synthesized and screened for their anti-inflammatory activity. The compound 1f exhibited a potent anti-inflammatory activity with an inhibition of 65.83% and 32.50% after 3 h and 5 h respectively. It also exhibited a significant in vitro (p < 0.01), TNF- α inhibitory activity with 51.44 % inhibition. The compound 1f showed hydrogen bonding with GLN 61 and interactions with TYR 119, TYR 151 and GLY 121. The histopathology report showed that none of the compounds caused gastric ulceration. The results from the in vivo & in vitro antiinflammatory activity along with In Silico studies exhibit that benzoxazolinone-based 1,3,4-thiadiazoles may be used in the future development of anti-inflammatory drugs. Elsevier 2019-04-22 /pmc/articles/PMC6479203/ /pubmed/31049428 http://dx.doi.org/10.1016/j.heliyon.2019.e01503 Text en © 2019 The Authors http://creativecommons.org/licenses/by/4.0/ This is an open access article under the CC BY license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Haider, Saqlain
Alam, Mohammad Sarwar
Hamid, Hinna
Dhulap, Abhijeet
Kumar, Deepak
Design, synthesis and biological evaluation of benzoxazolinone-containing 1,3,4-thiadiazoles as TNF-α inhibitors
title Design, synthesis and biological evaluation of benzoxazolinone-containing 1,3,4-thiadiazoles as TNF-α inhibitors
title_full Design, synthesis and biological evaluation of benzoxazolinone-containing 1,3,4-thiadiazoles as TNF-α inhibitors
title_fullStr Design, synthesis and biological evaluation of benzoxazolinone-containing 1,3,4-thiadiazoles as TNF-α inhibitors
title_full_unstemmed Design, synthesis and biological evaluation of benzoxazolinone-containing 1,3,4-thiadiazoles as TNF-α inhibitors
title_short Design, synthesis and biological evaluation of benzoxazolinone-containing 1,3,4-thiadiazoles as TNF-α inhibitors
title_sort design, synthesis and biological evaluation of benzoxazolinone-containing 1,3,4-thiadiazoles as tnf-α inhibitors
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6479203/
https://www.ncbi.nlm.nih.gov/pubmed/31049428
http://dx.doi.org/10.1016/j.heliyon.2019.e01503
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