RRC ID 45305
Author Mitsuhashi S, Shindo C, Shigetomi K, Miyamoto T, Ubukata M.
Title (+)-Epogymnolactam, a novel autophagy inducer from mycelial culture of Gymnopus sp.
Journal Phytochemistry
Abstract Mushrooms, including Ganoderma lucidum, have been used as a potential source of therapeutic compounds, and an autophagy inducer would be useful for treatment of diverse diseases in human. Reported here is a full account of screening, isolation, structural determination, and biological activity of an autophagy inducer, (+)-epogymnolactam (1) from a mycelial culture of a Gymnopus sp. strain. Its structure was elucidated by HR-ESI-MS, NMR, and its plus sign by specific rotation. It exists as a tautomeric mixture of 1a and 1b in MeOH. The major tautomer of 1 is (1R,5S)-4-butyl-4-hydroxy-3-aza-6-oxa-bicyclo[3.1.0]hexan-2-one (1a), and the minor tautomeric form is (2R,3S)-3-pentanoyloxirane-2-carboxamide (1b).
Volume 114
Pages 163-7
Published 2015-6-1
DOI 10.1016/j.phytochem.2014.08.012
PII S0031-9422(14)00327-6
PMID 25242622
MeSH Agaricales / chemistry* Autophagy / drug effects* Bridged Bicyclo Compounds, Heterocyclic / chemistry Bridged Bicyclo Compounds, Heterocyclic / isolation & purification* Humans Molecular Structure Nuclear Magnetic Resonance, Biomolecular Stereoisomerism
IF 3.044
Times Cited 8
WOS Category PLANT SCIENCES BIOCHEMISTRY & MOLECULAR BIOLOGY
Resource
Human and Animal Cells NIH/3T3(RCB2767)