来自台湾青牛胆的新型双苄基异喹啉、脂肪酸酰胺基阿朴啡碱和原小檗碱。

New bisbenzylisoquinolines, fatty acid amidic aporphines, and a protoberberine from Formosan Cocculus orbiculatus.

作者信息

Chang Fang-Rong, Wu Yang-Chang

机构信息

Graduate Institute of Natural Products, Kaohsiung Medical University, Kaohsiung 807, Taiwan, Republic of China.

出版信息

J Nat Prod. 2005 Jul;68(7):1056-60. doi: 10.1021/np050082a.

DOI:10.1021/np050082a

PMID:16038548

Abstract

Two new bisbenzylisoquinoline alkaloids, (+)-coccuorbiculatine A (2) and (+)-10-hydroxyisotrilobine (3), two new amidic aporphines, a mixture of (+)-laurelliptinhexadecan-1-one (6) and (+)-laurelliptinoctadecan-1-one (7), and one new protoberberine (-)-4-methoxy-13,14-dihydrooxypalmatine (8) have been isolated from the stems of Taiwanese Cocculus orbiculatus. The structures were established on the basis of extensive analysis of spectroscopic data and by comparison with known related metabolites. Cytotoxicity of the isolated compounds was examined toward HepG2, Hep3B, MCF-7, and MDA-MB-231 cancer cell lines. Alkaloids 1 and (-)-sinococuline (9) showed significant inhibitory activity against the target cell lines.

摘要

从台湾青牛胆的茎中分离出了两种新的双苄基异喹啉生物碱，即(+)-球果青牛胆碱A（2）和(+)-10-羟基异三叶豆碱（3），两种新的酰胺基阿朴啡，(+)-月桂椭圆酮十六烷-1-酮（6）和(+)-月桂椭圆酮十八烷-1-酮（7）的混合物，以及一种新的原小檗碱(-)-4-甲氧基-13,14-二氢氧巴马汀（8）。通过对光谱数据的广泛分析并与已知相关代谢产物进行比较确定了其结构。检测了分离出的化合物对HepG2、Hep3B、MCF-7和MDA-MB-231癌细胞系的细胞毒性。生物碱1和(-)-华青牛胆碱（9）对目标细胞系显示出显著的抑制活性。