CAROTENOID SULFATES .2. STRUCTURAL ELUCIDATION OF BASTAXANTHIN
CAROTENOID SULFATES .2. STRUCTURAL ELUCIDATION OF BASTAXANTHIN
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DOI：
10.3891/acta.chem.scand.37b-0267
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发表时间：
1983-01-01
期刊：
影响因子：
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通讯作者：
LIAAENJENSEN, S
中科院分区：
文献类型：
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作者：
HERTZBERG, S;RAMDAHL, T;LIAAENJENSEN, S
报道了海绵虫类胡萝卜素中主要的类胡萝卜素——虾青素的结构解析。bastaxanthol是已知的第一个天然存在的类胡萝卜素硫酸盐，通过光谱数据（电子，IR, 1H NMR, 13C NMR，圆二色性和质谱）和化学证据（20个硫酸盐和脱硫衍生物）进行了表征，包括酸水解和酶水解成bastaxanthol，也作为一种次要的类胡萝卜素在basta中被发现。证据与3,19,17' -三羟基-7,8-二氢- - β， - kappa的结构一致。-carotene-3”,6“土卫四3-sulfate。讨论了3个手性中心的绝对构型，支持（3R,1' R,5' R）构型。
The structural elucidation of bastaxanthin, the major carotenoid of the marine sponge Ianthella basta, is reported. Bastaxanthin, the 1st known naturally occurring carotenoid sulfate, was characterized by spectroscopic data (electronic, IR, 1H NMR, 13C NMR, circular dichroism and mass spectra) and chemical evidence (20 sulfated and desulfated derivatives)including acidic and enzymatic hydrolysis to bastaxanthol, also encountered as a minor carotenoid in I. basta. The evidence is consistent with the constitution 3,19,17''-trihydroxy-7,8-didehydro-.beta.,.kappa.-carotene-3'',6''-dione 3-sulfate. The absolute configuration of the 3 chiral centers is discussed in favor of (3R,1''R,5''R)-configuration.