Steroid Compounds from Far Eastern Starfishes Henricia aspera and H. tumida

Six new natural compounds were isolated from two Far Eastern starfish species, Henricia aspera and H. tumida, collected in the Sea of Okhotsk. Two new glycosylated steroid polyols were obtained from H. aspera: asperoside A and asperoside B, which were shown to be (20R,24R, 25S)-3-O-(2,3-di-O-methyl-...

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Bibliographic Details
Published in:Russian journal of bioorganic chemistry 2005-09, Vol.31 (5), p.467-474
Main Authors: Levina, E. V., Kalinovsky, A. I., Stonik, V. A., Dmiternok, P. S., Andriyashchenko, P. V.
Format: Article
Language:English
Subjects:
Asteroidea
Henricia aspera
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Summary:Six new natural compounds were isolated from two Far Eastern starfish species, Henricia aspera and H. tumida, collected in the Sea of Okhotsk. Two new glycosylated steroid polyols were obtained from H. aspera: asperoside A and asperoside B, which were shown to be (20R,24R, 25S)-3-O-(2,3-di-O-methyl- beta -D-xylopyranosyl)-24-methyl-5 alpha -cholest-4-ene-3 beta , 6 beta ,8,15 alpha ,16 beta ,26-hexaol and (20R, 24R,25S,22E)-3-O-(2,4-di-O-methyl- beta -D-xylo pyranosyl)-24-methyl-5 alpha -cholest-22-ene-3 beta ,4 beta ,6 beta ,8,15 alpha ,26-hexaol , respectively. Two other glycosylated polyols, tumidoside A, with the structure elucidated as (20R, 22E)-3-O-(2,4-di-O-methyl- beta -D-xylopyranosyl)-26,27-dinor-24-methyl-5 alpha -cholest-22-ene-3 beta , 4 beta ,6 beta ,8,15 alpha ,25-hexaol, and tumidoside B, whose structure was elucidated as (20R,24S)-3-O-(2,3-di-O-methyl- beta -D-xylopyranos yl)-5 alpha -cholestan-3 beta ,4 beta ,6 beta ,8,15 alpha ,24-hexaol, were isolated from the two starfish species. (20R, 24S)-5 alpha -Cholestan-3 beta ,6 beta ,15 alpha ,24-tetraol and (20R, 24S)-5 alpha -cholestan-3 beta ,6 beta ,8,15 alpha ,24-pentaol were identified only in H. tumida. The known monoglycosides henricioside H1 and laeviuscolosides H and G were also identified in both species.
ISSN:1068-1620
1573-9163
1608-330X
DOI:10.1007/s11171-005-0064-y