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Structure of Ovarian Asterosaponin-4, an Inhibitor of Spontaneous Oocyte Maturation from the Starfish Asterias amurensis
Authors:Keiju Okano  Nobuhiko Ohkawa  Susumu Ikegami
Affiliation:1. Department of Physiology, Teikyo University School of Medicine, Kaga, Itabashi-ku, Tokyo, 173, Japan;2. Department of Agricultural Chemistry, University of Tokyo, Bunkyo-ku, Tokyo, 113, Japan;3. Department of Applied Biochemistry, Hiroshima University, Fukuyama-shi, Hiroshima, 720, Japan
Abstract:The ovary of the starfish Asterias amurensis contains various kinds of steroidal saponins. The structure of one of the major saponins, designated ovarian asterosaponin-4, was elucidated by several chemical modifications and spectroscopic analyses. The structure was formulated as 20α -hydroxy-6 α -O-{6-deoxy-β -D-glucopyranosyl(1→2)- β -D-glucopyranosyl(1→4)-[6-deoxy- β -D-glucopyranosyl (1→2)]- β -D-xylopyranosyl(1→3)-6-deoxy--D-gluco-pyranosyl}-3β-sulfo-oxy-5α -cholesta-9(11), 24-diene. Ovarian asterosaponin-4 at 125μg/ml inhibited spontaneous oocyte maturation of the starfish, and the inhibition could be overcome by adding 1 × 10?6M of 1-methyladenine, the maturation-inducing substance of the starfishes, to the oocyte.
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