New Quinone Sulfates from the Crinoids Tropiometra afra macrodiscus and Oxycomanthus japonicus

Daizo Takahashi; Takashi Maoka; Miyuki Tsushima; Kazuyoshi Fujitani; Mutsuo Kozuka; Takao Matsuno; Tetsuro Shingu

doi:10.1248/cpb.50.1609

Notes

New Quinone Sulfates from the Crinoids Tropiometra afra macrodiscus and Oxycomanthus japonicus

Daizo Takahashi, Takashi Maoka, Miyuki Tsushima, Kazuyoshi Fujitani, Mutsuo Kozuka, Takao Matsuno, Tetsuro Shingu

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Keywords: ptilometric acid 6-O-sulfate, crinoid, quinone sulfate, 2-butanoyl-3,6,8-trihydroxy-1,4-naphtoquinone 6-O-sulfate, Tropiometra afra macrodiscus, Oxycomanthus japonicus

JOURNAL FREE ACCESS

2002 Volume 50 Issue 12 Pages 1609-1612

DOI https://doi.org/10.1248/cpb.50.1609

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Abstract

Quinone pigments in the crinoids were investigated. New quinone sulfates 1 and 3 were isolated from Tropiometra afra macrodiscus and Oxycomanthus japonicus, respectively. The structures 1 and 3 were determined to be 1,6,8-trihydroxy-3-propylanthraquinone-2-carboxylic acid 6-O-sulfate (ptilometric acid 6-O-sulfate) and 2-butanoyl-3,6,8-trihydroxy-1,4-naphtoquinone 6-O-sulfate, respectively, by chemical and spectroscopic analysis. Ptilometric acid 6-O-sulfate (1) showed an antifeedant activity on fish.

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