从淡水赤潮双足裸甲藻中分离并鉴定出抗癌活性类胡萝卜素恐龙色素A和B。

Isolation and characterization of dinochrome A and B, anti-carcinogenic active carotenoids from the fresh Water red tide Peridinium bipes.

作者信息

Maoka Takashi, Tsushima Miyuki, Nishino Hoyoku

机构信息

Kyoto Pharamceutical University, Kyoto, Japan.

出版信息

Chem Pharm Bull (Tokyo). 2002 Dec;50(12):1630-3. doi: 10.1248/cpb.50.1630.

DOI:10.1248/cpb.50.1630

PMID:12499607

Abstract

Two epimeric carotenoids, named dinochromes A (2) and B (3), were isolated from the fresh water red tide Peridinium bipes, as anti-carcinogenic compounds. The stereostructure of dinochrome A and B were characterized to be (3S,5R,6R,3'S,5'R,8'R)- and (3S,5R,6R,3'S,5'R,8'S)-5',8'-epoxy-6,7-didehydro-5,6,5',8'-tetrahydro-beta,beta-carotene-3,5,3'-triol 3-O-acetate, respectively by (1)H- and (13)C-NMR, and circular dichroism (CD) data. Dinochromes A (2) and B (3) inhibit 12-O-tetradecanoyl phorbol 13-acetate (TPA)-stimulated (32)P-incorporation into the phosholipids of HeLa cells. Furthermore, dinochrome A was found to inhibit the proliferation of human malignant tumor cells, such as GOTO, OST and HeLa cells.

摘要

从淡水赤潮双足多甲藻中分离出两种差向异构类胡萝卜素，命名为恐龙色素A（2）和B（3），作为抗癌化合物。通过¹H-和¹³C-NMR以及圆二色性（CD）数据，确定恐龙色素A和B的立体结构分别为（3S,5R,6R,3'S,5'R,8'R）-和（3S,5R,6R,3'S,5'R,8'S）-5',8'-环氧-6,7-二脱氢-5,6,5',8'-四氢-β,β-胡萝卜素-3,5,3'-三醇3-O-乙酸酯。恐龙色素A（2）和B（3）可抑制12-O-十四烷酰佛波醇13-乙酸酯（TPA）刺激的³²P掺入HeLa细胞的磷脂中。此外，发现恐龙色素A可抑制人恶性肿瘤细胞如GOTO、OST和HeLa细胞的增殖。