Synthesis and biological activity of (±)-7,3',4'-trihydroxyhomoisoflavan and its analogs.


Journal

Bioorganic & medicinal chemistry letters
ISSN: 1464-3405
Titre abrégé: Bioorg Med Chem Lett
Pays: England
ID NLM: 9107377

Informations de publication

Date de publication:
01 01 2021
Historique:
received: 14 09 2020
revised: 26 10 2020
accepted: 01 11 2020
pubmed: 9 11 2020
medline: 23 7 2021
entrez: 8 11 2020
Statut: ppublish

Résumé

Acetylcholinesterase (AChE) inhibitors and neurite outgrowth promoters are thought to alleviate the symptoms of degenerative brain disorders, such as Alzheimer's disease. We designed and synthesized a series of homoisoflavonoids based on the structure of natural homoisoflavan isolated from Dracaena cambodiana dragon's blood. The homoisoflavonoids were then evaluated as AChE inhibitors and neurite outgrowth promoters. The catechol structure of the homoisoflavan B rings was important for AChE inhibition, and some of the homoisoflavonoids significantly promoted neurite outgrowth induced by nerve growth factor (NGF).

Identifiants

pubmed: 33161123
pii: S0960-894X(20)30785-X
doi: 10.1016/j.bmcl.2020.127674
pii:
doi:

Substances chimiques

Cholinesterase Inhibitors 0
Nerve Growth Factors 0
Acetylcholinesterase EC 3.1.1.7

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Pagination

127674

Informations de copyright

Copyright © 2020. Published by Elsevier Ltd.

Auteurs

Toshiro Noshita (T)

Faculty of Life and Environmental Sciences, Prefectural University of Hiroshima, 5562 Nanatsuka, Shobara, Hiroshima 727-0023, Japan; Department of Pharmacy, Gifu University of Medical Science, 4-3-3 Nijigaoka, Kani, Gifu 509-0293, Japan. Electronic address: tnoshita@u-gifu-ms.ac.jp.

Kentaro Fujita (K)

Program in Biological System Sciences, Graduate School of Comprehensive Scientific Research, Prefectural University of Hiroshima, 5562 Nanatsuka, Shobara, Hiroshima 727-0023, Japan.

Takeru Koga (T)

Program in Biological System Sciences, Graduate School of Comprehensive Scientific Research, Prefectural University of Hiroshima, 5562 Nanatsuka, Shobara, Hiroshima 727-0023, Japan.

Hidekazu Ouchi (H)

Department of Pharmacy, Faculty of Pharmacy, Kindai University, 3-4-1 Kowakae, Higashiosaka, Osaka 577-8502, Japan.

Akihiro Tai (A)

Faculty of Life and Environmental Sciences, Prefectural University of Hiroshima, 5562 Nanatsuka, Shobara, Hiroshima 727-0023, Japan; Graduate School of Technology, Industrial and Social Sciences, Tokushima University, 2-1 Minami-Josanjima, Tokushima 770-8506, Japan.

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Classifications MeSH