Three new steroid biglycosides, plancisides A, B, and C, from the starfish Acanthaster planci.

Natural product communications

PubMedID: 25918789

Kicha AA, Dinh TH, Ivanchina NV, Malyarenko TV, Kalinovsky AI, Popov RS, Ermakova SP, Tran TT, Doan LP. Three new steroid biglycosides, plancisides A, B, and C, from the starfish Acanthaster planci. Nat Prod Commun. 2014;9(9):1269-74.
Three new steroid biglycosides, plancisides A-C (1-3), were isolated from the ethanolic extract of the starfish Acanthaster planci. The structures of 1-3 were determined by extensive NMR and ESI-MS techniques, as (24S)-28-O-[ß-D-galactofuranosyl-(1-->5)-a-L-arabinofuranosyl]-24-methyl-5a-cholestane-3ß, 4ß, 6a, 8, 15a,16a, 28-heptol (1), (24S)-28-O-[a-L-fucopyranosyl-(1 --> 2)-3-O-methy-ß-D-xylopyranosy]-24-methy-5a-cholestane-3ß, 4ß,6a,8,15ß,16ß,28- heptol (2) and (24S)-28-O-[2,4-di-O-methyl-ß-D-xylopyranosyl-(1 --> 2)-a-L-arabinofuranosyl]-24-methyl-5a-cholestane-3ß,4ß,6a,8,15ß,16ß,28-heptol 6-O-sulfate (3), respectively. Compound 2 is the first steroid glycoside containing an a-fucopyranose unit found from starfish. Compound 1 slightly inhibits cell proliferation of HCT-116, T-47D, and RPMI-7951 cancer cell lines, but has no effect on colony formation of these cells in a soft agar clonogenic assay.