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Biologically active glycosides from asteroidea, II. Steroid oligoglycosides from the starfishAcanthaster planci L., 1. Isolation and structure of the oligoglycoside sulfates

✍ Scribed by Komori, Tetsuya ;Matsuo, Jyoji ;Itakura, Yoichi ;Sakamoto, Kenji ;Ito, Yoshiko ;Taguchi, Shuzo ;Kawasaki, Toshio

Publisher
John Wiley and Sons
Year
1983
Tongue
English
Weight
691 KB
Volume
1983
Category
Article
ISSN
0947-3440

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✦ Synopsis

Abstract

From the starfish Acanthaster planci L. (Acanthasteridae) collected in Ehime Prefecture, Japan, the two new steroid oligoglycoside sulfates 4 and “ape‐3” together with a known glycoside sulfate, thornasteroside A (5), have been isolated. The structure of 4 was established as the 3β,6α‐dihydroxy‐5α‐pregn‐9(11)‐en‐20‐one 6‐O‐pentaglycoside 3‐O‐sulfate corresponding to 5, on the basis of chemical and spectral evidence. For the isolation of glycoside sulfates, reverse phase chromatography could be effectively used. Apart from conventional analytical methods field desorption mass (FDMS) spectrometry was successfully used for the determination and confirmation of the structure of the desulfated glycoside.

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