title: Antiproliferative homoscalarane sesterterpenes from two Madagascan sponges.
abstract: Dereplication of the antiproliferative ethyl acetate fraction of the Madagascan sponge Carteriospongia sp. led to the detection and isolation of the two known homoscalarane-type sesterterpenes 1 and 2. Investigation of a similar sponge containing closely related compounds afforded the four new antiproliferative homoscalarane sesterterpenes (3 and 5-7). The structures of all isolated compounds were elucidated by spectroscopic methods, including UV, IR and 1D and 2D NMR. Compounds 1, 3 and 5 displayed submicromolar antiproliferative activity against the A2780 ovarian cell line with IC50 values of 0.65, 0.26 and 0.28 μM, respectively, while compounds 6 and 7 showed moderate activity (4.5 and 8.7 μM, respectively). Compounds 3 and 5 also displayed anti-proliferative activity against the H522-T1 non-small cell lung and A2058 human melanoma cancer cell lines.
authors.affiliation: Department of Chemistry, The Virginia Tech Center for Drug Discovery, M/C 0212, Virginia Tech, Blacksburg, VA 24061, USA.
authors.forename: Liva
authors.initials: L
authors.lastname: Harinantenaina
authors.forename: Peggy J
authors.initials: PJ
authors.lastname: Brodie
authors.forename: Jean
authors.initials: J
authors.lastname: Maharavo
authors.forename: Gisele
authors.initials: G
authors.lastname: Bakary
authors.forename: Karen
authors.initials: K
authors.lastname: TenDyke
authors.forename: Yongchun
authors.initials: Y
authors.lastname: Shen
authors.forename: David G I
authors.initials: DG
authors.lastname: Kingston
mesh_terms: D000818:Animals; D000970:Antineoplastic Agents / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D006801:Humans; D020128:Inhibitory Concentration 50; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D011161:Porifera / Q000737:chemistry*; D054830:Sesterterpenes / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D013329:Structure-Activity Relationship
chemical_list: D000970:Antineoplastic Agents; D054830:Sesterterpenes