Synthesis of 3,4,5-trihydroxybenzohydrazone and evaluation of their urease inhibition potential

In the continuation of our work to synthesize enzyme inhibitors, we synthesized 3,4,5-trihydroxybenzohydrazones (1–19) from 3,4,5-trihydroxybenzohydrazide, which were obtained from methyl 3,4,5-trihydroxybenzoate by refluxing with hydrazine hydrate. All the synthesized compounds were characterized b...

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Published in:Arabian Journal of Chemistry
Main Author: Taha M.; Shah S.A.A.; Khan A.; Arshad F.; Ismail N.H.; Afifi M.; Imran S.; Choudhary M.I.
Format: Article
Language:English
Published: Elsevier B.V. 2019
Online Access:https://www.scopus.com/inward/record.uri?eid=2-s2.0-84936883954&doi=10.1016%2fj.arabjc.2015.06.036&partnerID=40&md5=642ba72e72ec27c270f7001a0b710ff5
id 2-s2.0-84936883954
spelling 2-s2.0-84936883954
Taha M.; Shah S.A.A.; Khan A.; Arshad F.; Ismail N.H.; Afifi M.; Imran S.; Choudhary M.I.
Synthesis of 3,4,5-trihydroxybenzohydrazone and evaluation of their urease inhibition potential
2019
Arabian Journal of Chemistry
12
8
10.1016/j.arabjc.2015.06.036
https://www.scopus.com/inward/record.uri?eid=2-s2.0-84936883954&doi=10.1016%2fj.arabjc.2015.06.036&partnerID=40&md5=642ba72e72ec27c270f7001a0b710ff5
In the continuation of our work to synthesize enzyme inhibitors, we synthesized 3,4,5-trihydroxybenzohydrazones (1–19) from 3,4,5-trihydroxybenzohydrazide, which were obtained from methyl 3,4,5-trihydroxybenzoate by refluxing with hydrazine hydrate. All the synthesized compounds were characterized by different spectroscopic methods. The synthesized compounds were evaluated for urease inhibition and showed excellent results, close to the standards thiourea. The kinetic studies on the five most active compounds 6, 10, 14, 16 and 18 were carried out to determine their mode of inhibition and dissociation constant Ki. The compounds 6 and 16 were found to be competitive inhibitors with Ki values 19.1 and 10.53 μM, respectively, while the compounds 10, 14 and 18 were found to be mixed-type of inhibitors with Ki values in the range of 18.4–21.7 μM. © 2015 The Authors
Elsevier B.V.
18785352
English
Article
All Open Access; Gold Open Access
author Taha M.; Shah S.A.A.; Khan A.; Arshad F.; Ismail N.H.; Afifi M.; Imran S.; Choudhary M.I.
spellingShingle Taha M.; Shah S.A.A.; Khan A.; Arshad F.; Ismail N.H.; Afifi M.; Imran S.; Choudhary M.I.
Synthesis of 3,4,5-trihydroxybenzohydrazone and evaluation of their urease inhibition potential
author_facet Taha M.; Shah S.A.A.; Khan A.; Arshad F.; Ismail N.H.; Afifi M.; Imran S.; Choudhary M.I.
author_sort Taha M.; Shah S.A.A.; Khan A.; Arshad F.; Ismail N.H.; Afifi M.; Imran S.; Choudhary M.I.
title Synthesis of 3,4,5-trihydroxybenzohydrazone and evaluation of their urease inhibition potential
title_short Synthesis of 3,4,5-trihydroxybenzohydrazone and evaluation of their urease inhibition potential
title_full Synthesis of 3,4,5-trihydroxybenzohydrazone and evaluation of their urease inhibition potential
title_fullStr Synthesis of 3,4,5-trihydroxybenzohydrazone and evaluation of their urease inhibition potential
title_full_unstemmed Synthesis of 3,4,5-trihydroxybenzohydrazone and evaluation of their urease inhibition potential
title_sort Synthesis of 3,4,5-trihydroxybenzohydrazone and evaluation of their urease inhibition potential
publishDate 2019
container_title Arabian Journal of Chemistry
container_volume 12
container_issue 8
doi_str_mv 10.1016/j.arabjc.2015.06.036
url https://www.scopus.com/inward/record.uri?eid=2-s2.0-84936883954&doi=10.1016%2fj.arabjc.2015.06.036&partnerID=40&md5=642ba72e72ec27c270f7001a0b710ff5
description In the continuation of our work to synthesize enzyme inhibitors, we synthesized 3,4,5-trihydroxybenzohydrazones (1–19) from 3,4,5-trihydroxybenzohydrazide, which were obtained from methyl 3,4,5-trihydroxybenzoate by refluxing with hydrazine hydrate. All the synthesized compounds were characterized by different spectroscopic methods. The synthesized compounds were evaluated for urease inhibition and showed excellent results, close to the standards thiourea. The kinetic studies on the five most active compounds 6, 10, 14, 16 and 18 were carried out to determine their mode of inhibition and dissociation constant Ki. The compounds 6 and 16 were found to be competitive inhibitors with Ki values 19.1 and 10.53 μM, respectively, while the compounds 10, 14 and 18 were found to be mixed-type of inhibitors with Ki values in the range of 18.4–21.7 μM. © 2015 The Authors
publisher Elsevier B.V.
issn 18785352
language English
format Article
accesstype All Open Access; Gold Open Access
record_format scopus
collection Scopus
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