title: Penicisteroids A and B, antifungal and cytotoxic polyoxygenated steroids from the marine alga-derived endophytic fungus Penicillium chrysogenum QEN-24S.
abstract: Two new polyoxygenated steroids, namely, penicisteroids A and B (1 and 2), were obtained from the culture extract of Penicillium chrysogenum QEN-24S, an endophytic fungus isolated from an unidentified marine red algal species of the genus Laurencia. In addition, seven known steroids (3-9) were also isolated and identified. The structures of these compounds were established on the basis of extensive spectroscopic analysis. The absolute configuration for compound 1 was determined by application of the modified Mosher's method. Penicisteroid A (1), which is a structurally unique steroid having tetrahydroxy and C-16-acetoxy groups, displayed potent antifungal and cytotoxic activity in the preliminary bioassays. Preliminary structure-activity relationships are discussed.
authors.affiliation: Key Laboratory of Experimental Marine Biology, Institute of Oceanology, Chinese Academy of Sciences, Nanhai Road 7, Qingdao 266071, China.
authors.forename: Shu-Shan
authors.initials: SS
authors.lastname: Gao
authors.forename: Xiao-Ming
authors.initials: XM
authors.lastname: Li
authors.forename: Chun-Shun
authors.initials: CS
authors.lastname: Li
authors.forename: Peter
authors.initials: P
authors.lastname: Proksch
authors.forename: Bin-Gui
authors.initials: BG
authors.lastname: Wang
mesh_terms: D000935:Antifungal Agents / Q000737:chemistry* / Q000494:pharmacology; D001234:Aspergillus niger / Q000187:drug effects*; D009682:Magnetic Resonance Spectroscopy; D008386:Marine Biology; D015394:Molecular Structure; D010408:Penicillium chrysogenum / Q000737:chemistry*; D000461:Rhodophyta / Q000382:microbiology; D013256:Steroids / Q000737:chemistry* / Q000494:pharmacology; D013261:Sterols / Q000737:chemistry / Q000494:pharmacology; D013329:Structure-Activity Relationship
chemical_list: D000935:Antifungal Agents; D013256:Steroids; D013261:Sterols; C560413:penicisteroid A; C560414:penicisteroid B