来自真菌松乳菇的麦角甾醇过氧化物作为磷脂酶A(2)抑制剂

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

作者信息

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

机构信息

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

出版信息

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

DOI:10.1016/j.phymed.2006.12.006

PMID:17292597

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.

摘要

通过活性导向分级分离，首次从担子菌真菌松乳菇（Lactarius hatsudake）的子实体中分离出四种麦角甾醇衍生物（1-4）。通过光谱分析确定了它们的结构，分别为：（22E，24R）-麦角甾-5,7,22-三烯-3β-醇（麦角甾醇，1）；5α,8α-环氧-（22E，24R）-麦角甾-6,22-二烯-3β-醇（麦角甾醇过氧化物，2）；5α,8α-环氧-（24S）-麦角甾-6-烯-3β-醇（3）；以及（22E，24R）-麦角甾-7,22-二烯-3β,5α,6β-三醇（酵母甾醇，4）。化合物2和3对猪鼻蝰蛇毒磷脂酶A2（PLA2）酶表现出选择性抑制活性，但对意大利蜜蜂蜂毒PLA2没有抑制作用。化合物2和3的抗磷脂酶A2活性在此首次报道。