Ergosterol peroxides as phospholipase A(2) inhibitors from the fungus Lactarius hatsudake.
Four ergosterol derivatives (1-4) have been isolated for the first time from the fruiting bodies of a basidiomycete fungus, Lactarius hatsudake, through activity-guided fractionation. Their structures were determined, using spectroscopic analysis, as: (22E,24R)-ergosta-5,7,22-dien-3beta-ol (ergosterol, 1); 5alpha,8alpha-epidioxy-(22E,24R)-ergosta-6,22-dien-3beta-ol (ergosterol peroxide, 2); 5alpha,8alpha-epidioxy-(24S)-ergosta-6-en-3beta-ol (3); and (22E,24R)-ergosta-7,22-dien-3beta,5alpha,6beta-triol (cerevisterol, 4). Compounds 2 and 3 showed selective inhibitory activity against Crotalus adamenteus venom phospholipase A(2) (PLA(2)) enzyme, but not against Apis mellifcra bee venom PLA(2). The antiphospholipase A(2) activity of compounds 2 and 3 are reported here for the first time.
Gao
Jin-Ming
JM
Natural Products Resource Research Centre, College of Sciences, Northwest A&F University, Yangling, Shaanxi 712100, PR China.
Wang
Min
M
Liu
La-Ping
LP
Wei
Ge-Hong
GH
Zhang
An-Ling
AL
Draghici
Cristina
C
Konishi
Yasuo
Y
D001487:Basidiomycota / Q000737:chemistry*; D004791:Enzyme Inhibitors / Q000302:isolation & purification / Q000494:pharmacology*; D004875:Ergosterol / Q000031:analogs & derivatives* / Q000302:isolation & purification / Q000494:pharmacology; D064801:Phospholipase A2 Inhibitors
D004791:Enzyme Inhibitors; D064801:Phospholipase A2 Inhibitors; C036071:ergosterol-5,8-peroxide; D004875:Ergosterol