P-60 ヒトデの受精を阻害する海綿由来の硫酸エステル化合物(ポスター発表の部)

概要

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In the course of our search for biologically active compounds from marine organisms, we found that methanolic extracts of marine sponges, Callyspongia truncata, Jaspis sp., and Epipolasis kushimotoensis, strongly inhibited fertilization of a starfish (Asterina pectinifera). Bioassay-guided purification of the crude extracts resulted in the isolation of siphonodiol sulfate (1) and siphonodiol disulfate (2) from the marine sponge Callyspongia truncata. Compounds 1 and 2 are 1-monosulfate and 1,2-disulfate of a polyacetylene compound, siphonodiol, which was previously isolated as an antimicrobial substance from the marine sponge Siphonochalina truncata. Further, two styryl sulfates, jaspisin (3) and isojaspisin (4), were isolated from the marine sponge Jaspis sp. Jaspisin (3) is a rare enol sulfate, sodium (E)-5,6-dihydroxystyryl sulfate, and isojaspisin (4) is its (Z)-form. Furthermore, halistanol sulfate (5) was isolated from the marine sponge Epipolasis kushimotoensis and identified. Their structures have been deduced from their spectroscopic data. Compounds 1-4 are novel sulfates. Compounds 1-5 inhibited starfish fertilization with the concentrations of 14, 23, 60, 60, and 5μM, respectively.
天然有機化合物討論会の論文
1994-09-20