title: Bioactive 9,11-secosteroids from Gorgonian Subergorgia suberosa collected from the South China sea.
abstract: Five new 9,11-secosteroids 1, 2, and 4-6, and seven known analogs, 3 and 7-12, with the same steroid skeleton, (5αH)-3β,6α,11-trihydroxy-9,11-secocholest-7-en-9-one, were isolated from the South China Sea gorgonian Subergorgia suberosa. Among them, 2/3 and 4/5 are C(24)-epimeric mixtures, and 6/7 is an (E)/(Z) mixture of (C(24)C(28)). Their structures and relative configurations were elucidated by using comprehensive spectroscopic methods including NOESY spectra. The absolute configuration of the steroidal nucleus was established by the modified Mosher method applied to 10 and on the basis of a common biogenesis for all of these compounds. All isolated compounds, 1-12, and five synthetic acetylated derivatives, 12a-12e, were evaluated for their cytotoxicities in vitro. Compounds 4/5, 11, 12, and 12b-12d showed cytotoxic activities against K562 cell line with the IC50 values ranging from 1.09 to 8.12 μM.
authors.affiliation: Key Laboratory of Marine Drugs, The Ministry of Education of China, School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, P. R. China, (phone/fax: +86-532-82031536).
authors.forename: Min
authors.initials: M
authors.lastname: Liu
authors.forename: Chang-Lun
authors.initials: CL
authors.lastname: Shao
authors.forename: Min
authors.initials: M
authors.lastname: Chen
authors.forename: Jun
authors.initials: J
authors.lastname: Qi
authors.forename: Yu
authors.initials: Y
authors.lastname: Wang
authors.forename: Yu-Chun
authors.initials: YC
authors.lastname: Fang
authors.forename: Chang-Yun
authors.initials: CY
authors.lastname: Wang
mesh_terms: D000818:Animals; D037421:Anthozoa / Q000737:chemistry*; D000970:Antineoplastic Agents / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology*; D045744:Cell Line, Tumor; D002681:China; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D009369:Neoplasms / Q000188:drug therapy; D009792:Oceans and Seas; D012632:Secosteroids / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology*
chemical_list: D000970:Antineoplastic Agents; D012632:Secosteroids
keywords: 9,11-Secosteroids; Cytotoxic activity; Gorgonians; Steroids; Subergorgia suberosa