Maoka Takashi, Akimoto Naoshige, Yim Mi-Jin, Hosokawa Masashi, Miyashita Kazuo
Research Institute for Production Development, 15 Shimogamo-morimoto-cho, Sakyo-ku, Kyoto 606-0805, Japan.
J Agric Food Chem. 2008 Dec 24;56(24):12069-72. doi: 10.1021/jf802717b.
Carotenoids in the muscle of Paphia amabillis (Veneridae) were investigated. Amarouciaxanthin 3-ester (1a) was found to be a major carotenoid along with amarouciaxanthin A (1b), fucoxanthinol 3-ester (2), peridininol 3'-ester (3), and a new C(37) skeletal carotenoid, named hydratopyrrhoxanthinol 3'-ester. This structure was determined to be 3'-acyloxy-3,5,6-trihydroxy-7',8'-didehydro-5,6-dihydro-12',13',20'-trinor-beta,beta-caroten-19,11-olide (4) by UV-vis, NMR, and FAB-MS spectral data. The absolute configuration of 4 was postulated to be (3S,5R,6R,3'R) on the bases of CD and ROESY data. The fatty acids esterified with hydratopyrrhoxanthinol were assigned as C22:6, C20:1, C20:4, C20:5, C18:0, C18:1, C17:0, C16:0, C16:1, and C14:0 on the basis of FAB-MS data.
对美丽巴非蛤（帘蛤科）肌肉中的类胡萝卜素进行了研究。发现阿玛罗黄质3-酯（1a）是主要类胡萝卜素，同时还有阿玛罗黄质A（1b）、岩藻黄醇3-酯（2）、多甲藻素醇3'-酯（3）以及一种新的C(37)骨架类胡萝卜素，命名为水合吡咯黄醇3'-酯。通过紫外可见光谱、核磁共振光谱和快原子轰击质谱光谱数据确定该结构为3'-酰氧基-3,5,6-三羟基-7',8'-二脱氢-5,6-二氢-12',13',20'-三降-β,β-胡萝卜素-19,11-内酯（4）。基于圆二色光谱和旋转坐标系相关光谱数据推测4的绝对构型为(3S,5R,6R,3'R)。根据快原子轰击质谱数据，与水合吡咯黄醇酯化的脂肪酸被确定为C22:6、C20:1、C20:4、C20:5、C18:0、C18:1、C17:0、C16:0、C16:1和C14:0。
