Ergosterol peroxides as phospholipase A(2) inhibitors from the fungus Lactarius hatsudake

Jin-Ming Gao; Min Wang; La-Ping Liu; Ge-Hong Wei; An-Ling Zhang; Cristina Draghici; Yasuo Konishi

doi:10.1016/j.phymed.2006.12.006

Ergosterol peroxides as phospholipase A(2) inhibitors from the fungus Lactarius hatsudake

Phytomedicine. 2007 Dec;14(12):821-4. doi: 10.1016/j.phymed.2006.12.006. Epub 2007 Feb 9.

Authors

Jin-Ming Gao¹, Min Wang, La-Ping Liu, Ge-Hong Wei, An-Ling Zhang, Cristina Draghici, Yasuo Konishi

Affiliation

¹ Natural Products Resource Research Centre, College of Sciences, Northwest A&F University, Yangling, Shaanxi 712100, PR China.

PMID: 17292597
DOI: 10.1016/j.phymed.2006.12.006

Abstract

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.

Publication types

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

MeSH terms

Basidiomycota / chemistry*
Enzyme Inhibitors / isolation & purification
Enzyme Inhibitors / pharmacology*
Ergosterol / analogs & derivatives*
Ergosterol / isolation & purification
Ergosterol / pharmacology
Phospholipase A2 Inhibitors*

Substances

Enzyme Inhibitors
Phospholipase A2 Inhibitors
ergosterol-5,8-peroxide
Ergosterol