Bioisosteric replacement based on 1,2,4-oxadiazoles in the discovery of 1H-indazole-bearing neuroprotective MAO B inhibitors.


Journal

European journal of medicinal chemistry
ISSN: 1768-3254
Titre abrégé: Eur J Med Chem
Pays: France
ID NLM: 0420510

Informations de publication

Date de publication:
05 Jul 2023
Historique:
received: 14 02 2023
revised: 03 04 2023
accepted: 04 04 2023
medline: 22 5 2023
pubmed: 14 5 2023
entrez: 13 5 2023
Statut: ppublish

Résumé

Following a hybridization strategy, a series of 5-substituted-1H-indazoles were designed and evaluated in vitro as inhibitors of human monoamine oxidase (hMAO) A and B. Among structural modifications, the bioisostere-based introduction of 1,2,4-oxadiazole ring returned the most potent and selective human MAO B inhibitor (compound 20, IC

Identifiants

pubmed: 37178666
pii: S0223-5234(23)00318-5
doi: 10.1016/j.ejmech.2023.115352
pii:
doi:

Substances chimiques

Indazoles 0
Oxadiazoles 0
Hydrogen Peroxide BBX060AN9V
Monoamine Oxidase EC 1.4.3.4
Monoamine Oxidase Inhibitors 0

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Pagination

115352

Informations de copyright

Copyright © 2023 Elsevier Masson SAS. 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

Mariagrazia Rullo (M)

Dept. of Pharmacy-Pharmaceutical Sciences, University of Bari Aldo Moro, via E. Orabona 4, 70125, Bari, Italy.

Gabriella La Spada (G)

Dept. of Pharmacy-Pharmaceutical Sciences, University of Bari Aldo Moro, via E. Orabona 4, 70125, Bari, Italy.

Daniela Valeria Miniero (DV)

Dept. of Biosciences, Biotechnologies and Environment, University of Bari Aldo Moro, Via E. Orabona 4, 70125, Bari, Italy.

Andrea Gottinger (A)

Dept. of Biology and Biotechnology, University of Pavia, via Ferrata 9, 27100, Pavia, Italy.

Marco Catto (M)

Dept. of Pharmacy-Pharmaceutical Sciences, University of Bari Aldo Moro, via E. Orabona 4, 70125, Bari, Italy.

Pietro Delre (P)

CNR, Institute of Crystallography, 70126, Bari, Italy.

Margherita Mastromarino (M)

Dept. of Pharmacy-Pharmaceutical Sciences, University of Bari Aldo Moro, via E. Orabona 4, 70125, Bari, Italy.

Tiziana Latronico (T)

Dept. of Biosciences, Biotechnologies and Environment, University of Bari Aldo Moro, Via E. Orabona 4, 70125, Bari, Italy.

Sara Marchese (S)

Dept. of Biology and Biotechnology, University of Pavia, via Ferrata 9, 27100, Pavia, Italy.

Giuseppe Felice Mangiatordi (GF)

CNR, Institute of Crystallography, 70126, Bari, Italy.

Claudia Binda (C)

Dept. of Biology and Biotechnology, University of Pavia, via Ferrata 9, 27100, Pavia, Italy.

Anna Linusson (A)

Department of Chemistry, Umeå University, 90187, Umeå, Sweden.

Grazia Maria Liuzzi (GM)

Dept. of Biosciences, Biotechnologies and Environment, University of Bari Aldo Moro, Via E. Orabona 4, 70125, Bari, Italy.

Leonardo Pisani (L)

Dept. of Pharmacy-Pharmaceutical Sciences, University of Bari Aldo Moro, via E. Orabona 4, 70125, Bari, Italy. Electronic address: leonardo.pisani@uniba.it.

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Classifications MeSH