Thiohydantoins and hydantoins derived from amino acids as potent urease inhibitors: Inhibitory activity and ligand-target interactions.


Journal

Chemico-biological interactions
ISSN: 1872-7786
Titre abrégé: Chem Biol Interact
Pays: Ireland
ID NLM: 0227276

Informations de publication

Date de publication:
25 Sep 2022
Historique:
received: 01 03 2022
revised: 10 06 2022
accepted: 13 07 2022
pubmed: 20 7 2022
medline: 11 9 2022
entrez: 19 7 2022
Statut: ppublish

Résumé

We report the investigation of hydantoins and thiohydantoins derived from L and d-amino acids as inhibitors against the Canavalia ensiformis urease (CEU). The biochemical in vitro assay against CEU revealed a promising inhibitory potential for most thiohydantoins with six of them showing %I higher than the reference inhibitor thiourea (56.5%). In addition, thiohydantoin derived from l-valine, 1b, as well as the hydantoin 2d, derived from l-methionine, were identified as the most potent inhibitors with %I = 90.5 and 85.9 respectively. Enzyme kinetic studies demonstrated a mixed and uncompetitive inhibition profile for these compounds with K

Identifiants

pubmed: 35853540
pii: S0009-2797(22)00250-2
doi: 10.1016/j.cbi.2022.110045
pii:
doi:

Substances chimiques

Amino Acids 0
Enzyme Inhibitors 0
Hydantoins 0
Ligands 0
Thiohydantoins 0
Urease EC 3.5.1.5

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Pagination

110045

Informations de copyright

Copyright © 2022 Elsevier B.V. All rights reserved.

Déclaration de conflit d'intérêts

Declaration of competing interest The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper.

Auteurs

Priscila Goes Camargo (PG)

Departament of Chemistry, Center of Exact Sciences, State University of Londrina, Londrina, PR, Brazil. Electronic address: priscilacmg@uel.br.

Marciéli Fabris (M)

Departament of Chemistry, Center of Exact Sciences, State University of Londrina, Londrina, PR, Brazil.

Matheus Yoshimitsu Tatsuta Nakamae (MYT)

Departament of Chemistry, Center of Exact Sciences, State University of Londrina, Londrina, PR, Brazil.

Breno Germano de Freitas Oliveira (BG)

Departament of Chemistry Institute of Exact Sciences, Federal University of Minas Gerais, Belo Horizonte, MG, Brazil.

Camilo Henrique da Silva Lima (CH)

Chemistry Institute, Federal University of Rio de Janeiro, Rio de Janeiro, RJ, Brazil.

Ângelo de Fátima (Â)

Departament of Chemistry Institute of Exact Sciences, Federal University of Minas Gerais, Belo Horizonte, MG, Brazil.

Marcelle de Lima Ferreira Bispo (M)

Departament of Chemistry, Center of Exact Sciences, State University of Londrina, Londrina, PR, Brazil.

Fernando Macedo (F)

Departament of Chemistry, Center of Exact Sciences, State University of Londrina, Londrina, PR, Brazil. Electronic address: macedofc@uel.br.

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Classifications MeSH