title: New quinone sulfates from the crinoids Tropiometra afra macrodiscus and Oxycomanthus japonicus.
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.
authors.affiliation: Kyoto Pharmaceutical University, Kyoto, Japan.
authors.forename: Daizo
authors.initials: D
authors.lastname: Takahashi
authors.forename: Takashi
authors.initials: T
authors.lastname: Maoka
authors.forename: Miyuki
authors.initials: M
authors.lastname: Tsushima
authors.forename: Kazuyoshi
authors.initials: K
authors.lastname: Fujitani
authors.forename: Mutsuo
authors.initials: M
authors.lastname: Kozuka
authors.forename: Takao
authors.initials: T
authors.lastname: Matsuno
authors.forename: Tetsuro
authors.initials: T
authors.lastname: Shingu
mesh_terms: D000818:Animals; D000880:Anthraquinones / Q000302:isolation & purification* / Q000494:pharmacology; D004447:Echinodermata / Q000737:chemistry*; D005247:Feeding Behavior / Q000187:drug effects; D005399:Fishes; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D011809:Quinones / Q000302:isolation & purification* / Q000494:pharmacology; D013329:Structure-Activity Relationship
chemical_list: D000880:Anthraquinones; D011809:Quinones; C474094:ptilometric acid 6-O-sulfate