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.