Antarctic Marine Metabolites: New Polyhydroxylated Steroidal Glycosides from the Starfish Odontaster validus
Two new asterosaponins, validosides A and B, were isolated from the butanolic
extract of the starfish Odontaster validus and their structures established as
stane-3B,4B,6a,8,15B,24-hexaol 6-O-sodium sulfate (1) and
(24S)-24-O-(3-O-methyl-B-xylopyranosyl)-5a-cholestane-3B, 6a, 8,15B, 24-pentaol
2'-O-sodium sulfate (2) on the basis of extensive spectroscopic investigations
and chemical correlations. Validoside A and B are extremely rarely occurring
saponins due to the presence of a sulfated group at C-6 of the aglycone in 1
and at C-2' of a pyranose in 2. The absolute configuration at C-24 was found to
be S by the application of the Trost-Mosher methodology.
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The samples has been analyzed with the following experimental techniques :
optical rotations, extraction and isolation, solvolysis of 1 and 2,
methylation of 1a and hydrolysis of 1b, preparation of Alditol Acetates.
Data is publicly available.
Data is available for public use.
Data Set Progress
djorquer at inach.cl
Luis Thayer Ojeda 814
(56) 2- 271 28 65, anexo 234
Departamental 573, San Miguel
Vasquez, M.J., Quinoa, E., Riguera, R., San Martin, A. and Darias, J., 1993.
Antarctic Marine Metabolites: New Polyhydroxylated Steroidal Glycosides from
the Starfish Odontaster validus. Liebigs Ann. Chem., 1257-1262.
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