Three new meroterpenoids from Sargassum macrocarpum and their inhibitory activity against amyloid β aggregation

Amyloid β (Aβ) is thought to be involved in the pathogenesis of Alzheimer’s disease (AD). Aβ aggregation in the brain is considered the cause of AD. Therefore, inhibiting Aβ aggregation and degrading existing Aβ aggregates is a promising approach for the treatment and prevention of the disease. In s...

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Veröffentlicht in:Journal of natural medicines 2023-06, Vol.77 (3), p.508-515
Hauptverfasser: Shinoda, Seiya, Tozawa, Yuta, Kurimoto, Shin-ichiro, Shigemori, Hideyuki, Sekiguchi, Mitsuhiro
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container_title Journal of natural medicines
container_volume 77
creator Shinoda, Seiya
Tozawa, Yuta
Kurimoto, Shin-ichiro
Shigemori, Hideyuki
Sekiguchi, Mitsuhiro
description Amyloid β (Aβ) is thought to be involved in the pathogenesis of Alzheimer’s disease (AD). Aβ aggregation in the brain is considered the cause of AD. Therefore, inhibiting Aβ aggregation and degrading existing Aβ aggregates is a promising approach for the treatment and prevention of the disease. In searching for inhibitors of Aβ42 aggregation, we found that meroterpenoids isolated from Sargassum macrocarpum possess potent inhibitory activities. Therefore, we searched for active compounds from this brown alga and isolated 16 meroterpenoids, which contain three new compounds. The structures of these new compounds were elucidated using two-dimensional nuclear magnetic resonance techniques. Thioflavin-T assay and transmission electron microscopy were used to reveal the inhibitory activity of these compounds against Aβ42 aggregation. All the isolated meroterpenoids were found to be active, and compounds with a hydroquinone structure tended to have stronger activity than those with a quinone structure. Graphical abstract
doi_str_mv 10.1007/s11418-023-01693-y
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subjects Algae
Alzheimer Disease - drug therapy
Alzheimer's disease
Amyloid
Amyloid beta-Peptides - antagonists & inhibitors
Biomedical and Life Sciences
Biomedicine
brain
Complementary & Alternative Medicine
Humans
Hydroquinone
Medicinal Chemistry
meroterpenoids
Metabolites
Neurodegenerative diseases
NMR
Nuclear magnetic resonance
nuclear magnetic resonance spectroscopy
Original Paper
Pathogenesis
Pharmacology/Toxicology
Pharmacy
Plant Sciences
quinones
Sargassum
Sargassum - chemistry
Sargassum macrocarpum
Terpenes - chemistry
Terpenes - pharmacology
Transmission electron microscopy
title Three new meroterpenoids from Sargassum macrocarpum and their inhibitory activity against amyloid β aggregation
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