Two novel glucosylceramides from gonads and body walls of the patagonian starfish Allostichaster inaequalis

Abstract

From the water-insoluble lipid fraction of the chloroform/methanol/water extract of the gonads and body walls of the Patagonian starfish Allostichaster inaequalis, two new glucosylceramides (4 and 7) were isolated together with the known phalluside-1 (1) and two glucosylceramides (2 and 3) previously isolated from the starfish Cosmasterias lurida. The new compounds were characterized as (2S,3R,4E,8E,10E)-1-(beta-D-glucopyranosyloxy)-3-hydroxy-2-[(R)-2-hydroxy-15-tetracosenoyl] amino-4,8,10-octadecatriene (4) and (2S,3R,4E,15Z)-1-(beta-D-glucopyranosyloxy)-3-hydroxy-2-[(R)-2-hydroxyhexadecanoyl] amino-4,15-docosadiene (7) by means of spectroscopic and chemical methods.

Isolation and Anti-Fatty Liver Activity of a Novel Cerebroside from the Sea CucumberAcaudina molpadioides

“…20) In addition, the sphingolipids of marine invertebrates, including, sea cucumber, ascidians, and starfish, have unique sphingoid bases with a conjugated diene such as 2-amino-1,3-dihydroxy-4-heptadecene (d17:1 4 ), 1,2,23) 2-amino-1,3-dihydroxy-4,8,10-octatriene (d18:3 4;8;10 ) or 2-amino-1,3-dihydroxy-9-methyl-4,8,10-octatriene (d19:3 4;8;10 ). [24][25][26][27] The sphingoid base of AMC-2 from the sea cucumber Acaudina molpadioides was identified as d17:1 in the present study.…”

Chemical Constituents and Bioactivities of Starfish

“…From the starfish Cosmasterias lurida collected off the Patagonian coast of Argentina, two glucosylceramides, 611 and 612, together with a known glucosylceramide, ophidiacerebroside E (607), were isolated [185]. From the Patagonian starfish Allostichaster inaequalis, two glucosylceramides, 613 and 614, were isolated [186]. Two glucocerebrosides, luidiacerebrosides A and B (615 and 616, resp.…”

Glycosylceramides Obtain from the Starfish Asterias amurensis Luetken

“…In addition, the long chain bases (LCBs) of the glycolipid consisted of dihydroxy (d18:2, d18:3, d19;3 and d22:2) and trihydoxy (t22:1) types were identified in the spermatozoa of A. amurensis 17) . Previously d22:2, d18:3 and d19:3 LCBs have been reported in marine invertebrates: d22:2 in Asterias rubens 34) ; d18:3 and d19:3 in the ascidians 35) , and in the gonad and body walls of the Patagonian starfish Allostichaster inaequalis 36) . …”