New Steroid Glycosides from the Starfish Fromia milleporella

E. V. Levina,# A. I. Kalinovskii, and V. S. Levin@

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Pacific Institute of Bioorganic Chemistry, Far East Division, Russian Academy of Sciences, pr. 100-letiya Vladivostoka 159, Vladivostok, 690022 Russia

Two new steroid glycosides from the starfish Fromia milleporella collected in the Seyshelles were isolated and characterized: milleporoside , (20R,24R)-29-O-[3-O-methyl-β-D-xylopyranosyl-(1→4)-3-O-methyl-β-D-xylopyranosyl]-24-ethyl-5α-cholestane-3β,4β,6α,8,15β,16β,29-heptaol, and milleporoside , (20R,24R,22E)-28-O-[3-O-methyl-β-D-xylopyranosyl-(1→4)-3-O-methyl-β-D-xylopyranosyl]-24-methyl-5α-cholest-22-ene-3β,4β,6α,8,15β,16β,28-heptaol. The structures of the glycosides were determined from their spectra and a comparison with spectral characteristics of known compounds. These compounds exhibit a moderate cytostatic activity toward the embryos of the sea urchin Strongylocentrotus intermedius.

Key words: glycosides, MALDI TOF mass spectra, NMR spectra, polyhydroxysteroids , starfish Fromia milleporella

Received April 8, 2005; in final form, May 25, 2005

Russian Journal of Bioorganic Chemistry 2006, 32 (1):84-88