Meroterpenoids with BACE1 Inhibitory Activity from the Fruiting Body of Boletinus asiaticus

Genki Yatsu; Yoshihiro Kino; Hiroaki Sasaki; Jun-Ichi Satoh; Kaoru Kinoshita; Kiyotaka Koyama

doi:10.1021/acs.jnatprod.8b01092

Meroterpenoids with BACE1 Inhibitory Activity from the Fruiting Body of Boletinus asiaticus

J Nat Prod. 2019 Jul 26;82(7):1797-1801. doi: 10.1021/acs.jnatprod.8b01092. Epub 2019 Jun 25.

Authors

Genki Yatsu¹, Yoshihiro Kino², Hiroaki Sasaki³, Jun-Ichi Satoh², Kaoru Kinoshita¹, Kiyotaka Koyama¹

Affiliations

¹ Department of Pharmacognosy and Phytochemistry , Meiji Pharmaceutical University , Noshio 2-522-1 , Kiyose-shi , Tokyo 204-8588 , Japan.
² Department of Bioinformatics and Molecular Neuropathology , Meiji Pharmaceutical University , 2-522-1, Noshio , Kiyose-shi , Tokyo 204-8588 , Japan.
³ School of Pharmacy , Shujitsu University , Nishigawara 1-6-1, Naka-ku , Okayama-shi , Okayama 703-8516 , Japan.

PMID: 31244141
DOI: 10.1021/acs.jnatprod.8b01092

Abstract

BACE1 inhibitory activity-guided fractionation of an extract of the fruiting body of Boletinus asiaticus yielded five novel meroterpenoids (1-5) and one known compound (6; asiaticusin A). The structures of these compounds were determined by interpretation of NMR, MS, and IR spectral data. The five new compounds contain 4-hydroxybenzoic acid and geranylgeranoic acid units. Compounds 4-6 possessed BACE1 inhibitory activity (IC₅₀ values: 14.7, 11.4, and 2.0 μM, respectively).

Publication types

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

MeSH terms

Amyloid Precursor Protein Secretases / antagonists & inhibitors*
Aspartic Acid Endopeptidases / antagonists & inhibitors*
Basidiomycota / chemistry*
Carbon-13 Magnetic Resonance Spectroscopy
Fruiting Bodies, Fungal / chemistry*
Inhibitory Concentration 50
Proton Magnetic Resonance Spectroscopy
Spectrometry, Mass, Electrospray Ionization
Terpenes / chemistry*
Terpenes / pharmacology

Substances

Terpenes
Amyloid Precursor Protein Secretases
Aspartic Acid Endopeptidases
BACE1 protein, human