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

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 ac...

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Veröffentlicht in:	Chemical & pharmaceutical bulletin 2002, Vol.50(12), pp.1609-1612
Hauptverfasser:	Takahashi, Daizo, Maoka, Takashi, Tsushima, Miyuki, Fujitani, Kazuyoshi, Kozuka, Mutsuo, Matsuno, Takao, Shingu, Tetsuro
Format:	Artikel
Sprache:	eng
Schlagworte:	2-butanoyl-3,6,8-trihydroxy-1,4-naphtoquinone 6-O-sulfate Analytical, structural and metabolic biochemistry Animals Anthraquinones - isolation & purification Anthraquinones - pharmacology antifeedants Aromatic and heterocyclic compounds Biological and medical sciences crinoid Echinodermata Echinodermata - chemistry Feeding Behavior - drug effects Fishes Fundamental and applied biological sciences. Psychology Heterocyclic compounds, pigments Invertebrates Magnetic Resonance Spectroscopy Marine Molecular Structure Other biological molecules Oxycomanthus japonicus ptilometric acid 6-O-sulfate quinone sulfate quinones Quinones - isolation & purification Quinones - pharmacology Structure-Activity Relationship Tropiometra afra macrodiscus
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Zusammenfassung:	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.
ISSN:	0009-2363 1347-5223
DOI:	10.1248/cpb.50.1609