Pittosporumxanthins, Cycloaddition Products of Carotenoids with α-Tocopherol from Seeds of Pittosporum tobira

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• 作者：Takashi Maoka ; Naoshige Akimoto ; Yoshihiro Kuroda ; Keiji Hashimoto ; Yasuhiro Fujiwara
• 刊名：Journal of Natural Products
• 出版年：2008
• 出版时间：April 2008
• 年：2008
• 卷：71
• 期：4
• 页码：622 - 627
• 全文大小：178K
• 年卷期：v.71,no.4(April 2008)
• ISSN：1520-6025

文摘

A series of carotenoid-α-tocopherol cycloaddition products, named pittosporumxanthins B1 (3), B2 (4), C1 (5), C2 (6), A3 (7), and A4 (8), were isolated from the seeds of Pittosporum tobira. The structures were determined to be cycloaddition products of 9′Z-antheraxanthin at the 11′ and 12′ positions with α-tocopherol (3 and 4), 9′Z-neoaxanthin with α-tocopherol (5 and 6), and 9Z-violaxanthin with α-tocopherol (7 and 8) on the basis of a detailed analyses of MS and NMR spectroscopic data. The configurations of the carotenoid end groups in the pittosporumxanthins were determined by a modified Mosher’s method. Compounds 3, 5, and 7 were assigned (11′R,12′S) and 4, 6, and 8 (11′S,12′R) absolute configurations using CD measurements.