Structures of carotenoids with 5,6-dihydro-beta-end groups from the spindle shell Fusinus perplexus.
A series of pirardixanthin derivatives, 1, 2, 3, 4, and 5, possessing the 5,6-dihydro-beta-end group were isolated from the spindle shell Fusinus perplexus.(1,2) Their structures and absolute configurations were determined by modern spectroscopic analysis to be (4S,5S,6S,4'S,5'S,6'S)-5,6,5',6'-tetrahydro-beta,beta-carotene-4,4'-diol (1), (3S,4R,5S,6S,4'S,5'S,6'S)-5,6,5',6'-tetrahydro-beta,beta-carotene-3,4,4'-triol (2), (3S,4R,5S,6S,3'S,4'R,5'S,6'S)-5,6,5',6'-tetrahydro-beta,beta-carotene-3,4,3',4'-tetrol (3), (5S,6S,4'S,5'S,6'S)-4'-hydroxy-5,6,5',6'-tetrahydro-beta,beta-caroten-4-one (4), and (4'S,5'S,6'S)-4'-hydroxy-5',6'-dihydro-beta,beta-caroten-4-one (5).
Tsushima
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Kyoto Pharmaceutical University, Misasagi, Yamashina, Kyoto 607-8414, Japan. tsushima@mb.kyoto-phu.ac.jp
Maoka
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Matsuno
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D000818:Animals; D002338:Carotenoids / Q000737:chemistry / Q000302:isolation & purification*; D002851:Chromatography, High Pressure Liquid; D002942:Circular Dichroism; D007564:Japan; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D015394:Molecular Structure; D012908:Snails / Q000737:chemistry*; D013056:Spectrophotometry, Ultraviolet; D013237:Stereoisomerism
D002338:Carotenoids