在手性柱上对外消旋1-苄基-N-甲基四氢异喹啉进行对映体分离，并通过HPLC-CD在线联用结合HPLC-MS测定植物细胞培养物中O-甲基化代谢物的手性纯度。

Enantiomeric separation of racemic 1-benzyl-N-methyltetrahydroisoquinolines on chiral columns and chiral purity determinations of the O-methylated metabolites in plant cell cultures by HPLC-CD on-line coupling in combination with HPLC-MS.

作者信息

Iwasa Kinuko, Doi Yasuhiro, Takahashi Teturo, Cui Wenhua, Nishiyama Yumi, Tode Chisato, Moriyasu Masataka, Takeda Kazuyoshi, Minami Hiromichi, Ikezawa Nobuhiro, Sato Fumihiko

机构信息

Kobe Pharmaceutical University, Natural Medicinal Chemistry, 4-19-1 Motoyamakita-machi, Higashinada-ku, Kobe 658-8558, Japan.

出版信息

Phytochemistry. 2009 Jan;70(2):198-206. doi: 10.1016/j.phytochem.2008.12.001. Epub 2009 Jan 12.

DOI:10.1016/j.phytochem.2008.12.001

PMID:19138775

Abstract

Effective enantiomeric separations of 1-benzyl-N-methyltetrahydroisoquinolines were achieved using commercially available Chiralcel OD-H and OJ-H columns. Online LC-CD analysis allowed for the establishment of a correlation between the absolute configuration of the separated enantiomers and their characteristic CD transitions. LC-MS combined with LC-CD analysis permitted chiral purity determinations of O-methylated metabolites of nine phenolic 1-benzyl-N-methyltetrahydroisoquinolines in cell cultures of Corydalis, Macleaya, and Nandina species.

摘要

使用市售的Chiralcel OD-H和OJ-H色谱柱实现了1-苄基-N-甲基四氢异喹啉的有效对映体分离。在线液相色谱-圆二色光谱分析能够建立分离出的对映体的绝对构型与其特征性圆二色光谱跃迁之间的相关性。液相色谱-质谱联用结合液相色谱-圆二色光谱分析可对紫堇属、博落回属和南天竹属植物细胞培养物中9种酚类1-苄基-N-甲基四氢异喹啉的O-甲基化代谢产物进行手性纯度测定。