title: 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.
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.
authors.affiliation: Kobe Pharmaceutical University, Natural Medicinal Chemistry, 4-19-1 Motoyamakita-machi, Higashinada-ku, Kobe 658-8558, Japan. K-iwasa@kobepharma-u.ac.jp
authors.forename: Kinuko
authors.initials: K
authors.lastname: Iwasa
authors.forename: Yasuhiro
authors.initials: Y
authors.lastname: Doi
authors.forename: Teturo
authors.initials: T
authors.lastname: Takahashi
authors.forename: Wenhua
authors.initials: W
authors.lastname: Cui
authors.forename: Yumi
authors.initials: Y
authors.lastname: Nishiyama
authors.forename: Chisato
authors.initials: C
authors.lastname: Tode
authors.forename: Masataka
authors.initials: M
authors.lastname: Moriyasu
authors.forename: Kazuyoshi
authors.initials: K
authors.lastname: Takeda
authors.forename: Hiromichi
authors.initials: H
authors.lastname: Minami
authors.forename: Nobuhiro
authors.initials: N
authors.lastname: Ikezawa
authors.forename: Fumihiko
authors.initials: F
authors.lastname: Sato
mesh_terms: D002478:Cells, Cultured; D002851:Chromatography, High Pressure Liquid; D002942:Circular Dichroism; D006859:Hydrogen / Q000737:chemistry*; D013058:Mass Spectrometry; D008745:Methylation; D015394:Molecular Structure; D009862:Online Systems; D010936:Plant Extracts / Q000737:chemistry; D011804:Quinolines / Q000737:chemistry* / Q000378:metabolism*; D013237:Stereoisomerism
chemical_list: D010936:Plant Extracts; D011804:Quinolines; D006859:Hydrogen