Synthesis and evaluation of heterocycle structures as potential inhibitors of Mycobacterium tuberculosis UGM.


Journal

Bioorganic & medicinal chemistry
ISSN: 1464-3391
Titre abrégé: Bioorg Med Chem
Pays: England
ID NLM: 9413298

Informations de publication

Date de publication:
01 07 2020
Historique:
received: 27 03 2020
revised: 26 05 2020
accepted: 29 05 2020
entrez: 18 6 2020
pubmed: 18 6 2020
medline: 24 3 2021
Statut: ppublish

Résumé

In this study, we screen three heterocyclic structures as potential inhibitors of UDP-galactopyranose mutase (UGM), an enzyme involved in the biosynthesis of the cell wall of Mycobacterium tuberculosis. In order to understand the binding mode, docking simulations are performed on the best inhibitors. Their activity on Mycobacterium tuberculosis is also evaluated. This study made it possible to highlight an "oxazepino-indole" structure as a new inhibitor of UGM and of M. tuberculosis growth in vitro.

Identifiants

pubmed: 32546296
pii: S0968-0896(20)30409-0
doi: 10.1016/j.bmc.2020.115579
pii:
doi:

Substances chimiques

Antitubercular Agents 0
Enzyme Inhibitors 0
Indoles 0
butenolide 8KXK25H388
Intramolecular Transferases EC 5.4.-
UDP-galactopyranose mutase EC 5.4.99.9
4-Butyrolactone OL659KIY4X

Types de publication

Journal Article Research Support, Non-U.S. Gov't

Langues

eng

Sous-ensembles de citation

IM

Pagination

115579

Informations de copyright

Copyright © 2020 Elsevier Ltd. 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

Carine Maaliki (C)

Laboratoire Synthèse et Isolement de Molécules Bioactives (SIMBA, EA 7502), Université de Tours, Faculté de Pharmacie, Parc de Grandmont, 31 Avenue Monge, 37200 Tours, France.

Jian Fu (J)

Department of Chemistry, University of Namur, Rue de Bruxelles 61, 5000 Namur, Belgium.

Sydney Villaume (S)

Department of Chemistry, University of Namur, Rue de Bruxelles 61, 5000 Namur, Belgium.

Albertus Viljoen (A)

Institut de Recherche en Infectiologie de Montpellier (IRIM), CNRS UMR 9004, Université de Montpellier, 34293 Montpellier, France.

Clément Raynaud (C)

Institut de Recherche en Infectiologie de Montpellier (IRIM), CNRS UMR 9004, Université de Montpellier, 34293 Montpellier, France.

Sokaina Hammoud (S)

Laboratoire Synthèse et Isolement de Molécules Bioactives (SIMBA, EA 7502), Université de Tours, Faculté de Pharmacie, Parc de Grandmont, 31 Avenue Monge, 37200 Tours, France.

Jérôme Thibonnet (J)

Laboratoire Synthèse et Isolement de Molécules Bioactives (SIMBA, EA 7502), Université de Tours, Faculté de Pharmacie, Parc de Grandmont, 31 Avenue Monge, 37200 Tours, France.

Laurent Kremer (L)

Institut de Recherche en Infectiologie de Montpellier (IRIM), CNRS UMR 9004, Université de Montpellier, 34293 Montpellier, France; INSERM, IRIM, 34293 Montpellier, France.

Stéphane P Vincent (SP)

Department of Chemistry, University of Namur, Rue de Bruxelles 61, 5000 Namur, Belgium.

Emilie Thiery (E)

Laboratoire Synthèse et Isolement de Molécules Bioactives (SIMBA, EA 7502), Université de Tours, Faculté de Pharmacie, Parc de Grandmont, 31 Avenue Monge, 37200 Tours, France. Electronic address: emilie.thiery@univ-tours.fr.

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Classifications MeSH