title: Additional sesterterpenes and a nortriterpene saponin from the sponge Clathria gombawuiensis.
abstract: Three new terpene metabolites (1-3) were isolated from the marine sponge Clathria gombawuiensis collected from Korean waters. On the basis of the results of combined spectroscopic analyses, the structures of phorone B (1) and ansellone C (2) were determined to be the sesterterpenes of the phorone and ansellone classes, respectively, whereas the saponin gombaside A (3) was a nortriterpene sodium O-sulfonato-glucuronide of the rare 4,4,14-trimethylpregnane class. The absolute configuration of the glucuronate of 3 was assigned by an application of the phenylglycine methyl ester (PGME) method. The new compounds exhibited moderate cytotoxicity against A549 and K562 cell lines, and compound 3 showed antibacterial activity. The cytotoxicity of 1 may be related to the presence of a free phenolic -OH group, as the corresponding O-methoxy derivative 4 is inactive.
authors: Natural Products Research Institute, College of Pharmacy, Seoul National University , San 56-1, Sillim, Gwanak, Seoul 151-742, Korea.
authors: Jung-Kyun
authors: JK
authors: Woo
authors: Chang-Kwon
authors: CK
authors: Kim
authors: Chan-Hong
authors: CH
authors: Ahn
authors: Dong-Chan
authors: DC
authors: Oh
authors: Ki-Bong
authors: KB
authors: Oh
authors: Jongheon
authors: J
authors: Shin
mesh_terms: D000818:Animals; D000900:Anti-Bacterial Agents / Q000737:chemistry; D000970:Antineoplastic Agents / Q000737:chemistry; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D020014:K562 Cells; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D011161:Porifera / Q000737:chemistry*; D012503:Saponins / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D054830:Sesterterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D013329:Structure-Activity Relationship; D014315:Triterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology
chemical_list: D000900:Anti-Bacterial Agents; D000970:Antineoplastic Agents; D012503:Saponins; D054830:Sesterterpenes; D014315:Triterpenes; C579059:phorone A