Structure and T cell regulatory activity of metabolites from the sponge-associated fungi Purpureocillium lilacinum
Objective To investigate the structure and T cell regulatory activity of metabolites from the fungi Purpureocillium lilacinum associated with the sponge Hymeniacidon sp..Methods The ethyl acetate crude extract of the fungi was purified by silica gel and Sephadex LH-20 column chromatography and high pressure liquid chromatography.The structures of the compounds were identified by the modern spectroscopic methods(nuclear magnetic resonance,mass spectrometry and optical rotation)in combination with the data reported in literature.The T cell regulatory activity of the compounds was tested by flow assay.Results Five steroids were isolated from the fungi P.lilacinum and identified as(24R)-stigmast-4-en-6β-ol-3-one(1),(22E,24R)-ergosta-7,22-dien-3β,5α,9α-triol-6-one(2),(22E,24R)-ergosta-7,22-dien-3β,5α-diol-6-one(3),ergosta-5,24-dien-3β-ol-7,23-diketone(4),and(22E,24R)-ergosta-5,8,22-trien-3β-ol-7-one(5).In an in vitro bioscreening,compound 2-5 showed inhibitory activity at 2.5-20 μmol/L on T cell proliferation induced by concanavalin A(ConA).In particular,compound 5 showed significant inhibitory activity on CD3+T cell proliferation at 10 μmol/L.The tested compounds showed no activity toward the CD4+/CD8+ratio.Conclusion Compounds 1-4 were reported for the first time from the fungi P.lilacinum.This is the first report on the T cell regulatory activity of these compounds.