Design, synthesis and evaluation of 2-(indolylmethylidene)-2,3-dihydro-1-benzofuran-3-one and 2-(indolyl)-4H-chromen-4-one derivatives as novel monoamine oxidases inhibitors.


Journal

Bioorganic chemistry
ISSN: 1090-2120
Titre abrégé: Bioorg Chem
Pays: United States
ID NLM: 1303703

Informations de publication

Date de publication:
06 2019
Historique:
received: 07 01 2019
revised: 09 03 2019
accepted: 15 03 2019
pubmed: 2 4 2019
medline: 23 9 2020
entrez: 2 4 2019
Statut: ppublish

Résumé

A series of 2-(indolylmethylidene)-2,3-dihydro-1-benzofuran-3-ones (aurone-indole hybrids) and 2-(indolyl)-4H-chromen-4-ones (flavone-indole hybrids) were designed, synthesized, and their monoamine oxidase (MAO) A and B inhibitory activities were evaluated. Compounds 5b and 11b showed potent inhibitory activities against MAO-A, comparable to that of pargyline used as a positive control, and most of the compounds, except for 2a and 10b, showed potent inhibitory activities against MAO-B. Compound 9a was the most potent and highly selective inhibitor of MAO-B (IC

Identifiants

pubmed: 30933784
pii: S0045-2068(19)30022-7
doi: 10.1016/j.bioorg.2019.03.042
pii:
doi:

Substances chimiques

Benzofurans 0
Benzopyrans 0
Monoamine Oxidase Inhibitors 0
Recombinant Proteins 0
Monoamine Oxidase EC 1.4.3.4

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Pagination

594-600

Informations de copyright

Copyright © 2019 Elsevier Inc. All rights reserved.

Auteurs

Koichi Takao (K)

Laboratory of Bioorganic Chemistry, Department of Pharmaceutical Sciences, Faculty of Pharmacy and Pharmaceutical Sciences, Josai University, 1-1 Keyaki-dai, Sakado, Saitama 350-0295, Japan. Electronic address: ktakao@josai.ac.jp.

Shiori U (S)

Laboratory of Bioorganic Chemistry, Department of Pharmaceutical Sciences, Faculty of Pharmacy and Pharmaceutical Sciences, Josai University, 1-1 Keyaki-dai, Sakado, Saitama 350-0295, Japan.

Hitoshi Kamauchi (H)

Laboratory of Bioorganic Chemistry, Department of Pharmaceutical Sciences, Faculty of Pharmacy and Pharmaceutical Sciences, Josai University, 1-1 Keyaki-dai, Sakado, Saitama 350-0295, Japan.

Yoshiaki Sugita (Y)

Laboratory of Bioorganic Chemistry, Department of Pharmaceutical Sciences, Faculty of Pharmacy and Pharmaceutical Sciences, Josai University, 1-1 Keyaki-dai, Sakado, Saitama 350-0295, Japan.

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Classifications MeSH