RRC ID 62837
Author Aoki S, Aboshi T, Shiono Y, Kimura KI, Murata T, Arai D, Iizuka Y, Murayama T.
Title Constituents of the Fruiting Body of Poisonous Mushroom Omphalotus japonicus.
Journal Chem Pharm Bull (Tokyo)
Abstract Six new sesquiterpenes, tsukiyols A-C, neoilludin C, and 4-O-methylneoilludins A and B, were isolated from the fruiting body of Omphalotus japonicus (Kawam.) Kirchm. & O. K. Mill. Additionally, six known compounds, illudin S, neoilludins A-B, 5-hydroxydichomitol, ergosterolperoxide, and 3β,5α,9α-trihydroxyergosta-7,22-diene-6-one, were also obtained. Their chemical structures were determined with MS, IR, and NMR spectra and the absolute configurations of neoilludins A-C, 4-O-methylneoilludins A, and B were determined with electronic circular dichroism (ECD). Illudin S and 3β,5α,9α-trihydroxyergosta-7,22-diene-6-one showed cytotoxicity against human acute promyelocytic leukemia HL60 cells. Illudin S, 4-O-methylneoilludin A, B, and tsukiyol C showed growth-restoring activity against mutant yeast via Ca2+-signal transduction.
Volume 68(5)
Pages 436-442
Published 2020-1-1
DOI 10.1248/cpb.c19-01009
PMID 32378541
MeSH Agaricales / chemistry* Antifungal Agents / chemistry Antifungal Agents / isolation & purification Antifungal Agents / pharmacology* Antineoplastic Agents / chemistry Antineoplastic Agents / isolation & purification Antineoplastic Agents / pharmacology* Calcium Signaling / drug effects Cell Proliferation / drug effects Density Functional Theory Dose-Response Relationship, Drug Drug Screening Assays, Antitumor Fruiting Bodies, Fungal / chemistry* HL-60 Cells Humans Microbial Sensitivity Tests Molecular Conformation Mutation Saccharomyces cerevisiae / drug effects* Saccharomyces cerevisiae / genetics Saccharomyces cerevisiae / metabolism Sesquiterpenes / chemistry Sesquiterpenes / isolation & purification Sesquiterpenes / pharmacology* Structure-Activity Relationship
IF 1.416
Human and Animal Cells HL60(RCB0041)