56 research outputs found

    STARFISH SAPONINS .18. STEROIDAL GLYCOSIDE SULFATES FROM THE STARFISH LINCKIA-LAEVIGATA

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    The asterosaponins of the Pacific starfish L. laevigata were sepd. into 5 compds. Four of them are known: thornasteroside A, marthasteroside A1, ophidianoside F, and maculatoside. The 5th minor component, named laevigatoside, is new and was characterized as 6α-O-[β-fucopyranosyl-(1 → 2)-α-arabinopyranosyl-(1 → 4)-[(β-quinovopyranosyl-(1 → 2)]-β-quinovopyranosyl-(1 → 3)-β-quinovopyranosyl]-20-hydroxy-23-oxo-5α-cholest-9(11)-en-3β-yl Na sulfate

    STARFISH SAPONINS .28. STEROIDAL GLYCOSIDES FROM PACIFIC STARFISHES OF THE GENUS NARDOA

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    A review, with 5 refs., of the authors' recent work on the isolation of steroid glycosides from starfish of the genus Nardoa

    STARFISH SAPONINS .16. COMPOSITION OF THE STEROIDAL GLYCOSIDE SULFATES FROM THE STARFISH LUIDIA-MACULATA

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    Thornasteroside A, maculatoside (I), marthasteroside A2, marthasteroside B, and marthasteroside C were isolated from L. maculata by extn. and chromatog. on Amberlite XAD-2, Sephadex LH-60, Sephadex LH-20, and anal. HPLC on μ-Bondapack C18. The structures of the saponins were detd. by 1H- and 13C-NMR and chem. analyses. Thornasteroside A was previously isolated from Acanthaster planci, whereas the marthasterosides were previously isolated from Marthasterias glacialis

    STARFISH SAPONINS, .19. A NOVEL STEROIDAL GLYCOSIDE SULFATE FROM THE STARFISHES PROTOREASTER-NODOSUS AND PENTACERASTER-ALVEOLATUS

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    A new sulfated asterosaponin (I), contg. the unprecedented (20R,22S)-5α-cholestra-9(11), 24(25)-diene-3β,6α,20,22-tetraol aglycon, was isolated from the title Pacific starfish. The sulfate residue is at C-3 and the oligosaccharide chain, β-D-fucopyranosyl-(1→2)-β-D-quinovopyranosyl-(1→4)-[β-D-quinovopyranosyl-(1→2)]-β-D-xylopyranosyl-(1→3)-β-D-quinovopyranosyl, is at C-6

    Minor Polyhydroxylated Sterols from the Starfish Protoreaster nodosus

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    Three minor polyhydroxylated sterols, 5α-cholestane-3β,4β,6α,8,15α,16β,26-heptol; 24ξ-methyl-5α-cholestane-3β,6α,8,15α,16β,26-hexol; and (22E)-24ξ-methyl-5α-cholest-22-en-3β,4β,6α,8,15α,16β,26-heptol were isolated from the Pacific starfish P. nodosus

    Steroids from the starfish Euretaster insignis: a novel group of sulphated 3alfa,21-dihydroxy-steroids

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    Two groups of sterol sulfates were obtained from aq. exts. of E. insignis. The more polar components are sulfated 3β,21-dihydroxy steroids; after solvolysis to remove the sulfate groups these were identified as I [R = H, R1 = (CH2)2C(:CH2)CHMe2 (Q), CH:CHCHMeCHMe2-(E), (CH2)3CHMe2 (Q1), CH:CHCH2CHMe2-(E); R2 = bond, R1 = Q, Q1]. The less polar components are sterol sulfates, which are normal constituents of starfish. The free sterol mixt. contained a low level of cholest-7-en-3β-ol and C26-29 5α-sterols. These findings may explain the apparent absence of asterosaponins in this species

    Novel marine steroid sulfates from Pacific ophiuroids

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    New sulfated polyhydroxy steroids were isolated from 3 species of Pacific ophiuroids. The major compd. in all 3 species was identified as I. Two minor compds. possessed the same nuclei and differed in the side chain, and 1 compd. was the 11-oxo deriv. of I. Ophiarachna incrassata Also contained a new group of sulfated 5α-H steroids possessing the unusual 2β,-3α-disulfoxy substituents
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