Three new steroid biglycosides, plancisides A, B, and C, from the starfish Acanthaster planci.
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-[β-D-galactofuranosyl-(1-->5)-α-L-arabinofuranosyl]-24-methyl-5α-cholestane-3β, 4β, 6α, 8, 15α,16α, 28-heptol (1), (24S)-28-O-[α-L-fucopyranosyl-(1 --> 2)-3-O-methy-β-D-xylopyranosy]-24-methy-5α-cholestane-3β, 4β,6α,8,15β,16β,28- heptol (2) and (24S)-28-O-[2,4-di-O-methyl-β-D-xylopyranosyl-(1 --> 2)-α-L-arabinofuranosyl]-24-methyl-5α-cholestane-3β,4β,6α,8,15β,16β,28-heptol 6-O-sulfate (3), respectively. Compound 2 is the first steroid glycoside containing an α-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.
Alla A
AA
Kicha
Thi H
TH
Dinh
Natalia V
NV
Ivanchina
Timofey V
TV
Malyarenko
Anatoly I
AI
Kalinovsky
Roman S
RS
Popov
Svetlana P
SP
Ermakova
Thi T T
TT
Tran
Lan P
LP
Doan
D000818:Animals; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D006027:Glycosides / Q000737:chemistry* / Q000494:pharmacology; D006801:Humans; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D013215:Starfish / Q000737:chemistry*; D013256:Steroids / Q000737:chemistry* / Q000494:pharmacology
D006027:Glycosides; D013256:Steroids