Separation of Stereoisomers of Some Terpene Derivatives by Capillary Gas Chromatography-Mass Spectrometry and High-Performance Liquid Chromatography Using β-Cyclodextrin Derivative Columns

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概要

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• Gas chromatographic separations of the stereoisomers of menthol derivatives, important intermediates in the synthesis of physiologically active natural products, were carried out on several substituted β-cyclodextrin (CD) columns, including per-0-methyl-β-cyclodextrin (PME-β-CD), heptakis(2,3-di-0-acetyl-6-tert-butyl-dimethylsilyl)-β-CD (DIAC-6-TBDS-β-CD), and heptakis(2,3-di-O-methyl-6-tert-butyldimethylsilyl)-β-CD (DIME-6-TBDS-β-CD) as chirall stationary phases (CSPs). With the DIME-6-TBDS-β-CD column, a separation of the Z- and E-isomers of methylidenementhol was accomplished ; no separation was achieved with the other columns. The stereoisomers of methylidenementhol and the corresponding tert-butyldimethylsilyl (TBS) ether were separated on both the β-CD and the heptakis(2,3,6-tri-0-methyl)-β-cyclodextrin (TME-β-CD) columns by high-performance liquid chromatography (HPLC) with a mobile phase involving acetonitrile and H_2O. For the separation of the Z- and E-isomers of methylidenementhol, the TME-β-CD column was superior. In contrast, the β-CD column was preferable in the case of the corresponding TBS ether.

• 公益社団法人日本薬学会の論文
• 2004-03-01

著者

• Shirao Mika

  Department of Human Nutrition, Jissen Womens College

• Takahashi K

  Faculty Of Pharmaceutical Sciences Hoshi University

• Honda T

  Medicinal Chemistry Research Laboratories Sankyo Co. Ltd.

• Ueda H

  Faculty Of Pharmaceutical Sciences Josai University

• Shirao Mika

  Department Of Human Nutrition Jissen Women's Junior College

• Shirao Mika

  Department Of Human Nutrition Jissen Woemen's College

• Ueda H

  Kyoto Pharmaceutical University

• Takahashi K

  School Of Pharmaceutical Sciences Kitasato University

• UEDA Haruhisa

  Faculty of Pharmaceutical Science, Hoshi University

• Ueda H

  Hoshi Univ. Tokyo Jpn

• Ueda H

  Department Of Physical Chemistry Hoshi University

• Ueda H

  Faculty Of Pharmaceutical Sciences Hoshi University

• Ueda Haruhisa

  Research Institute For Scientific Measurements Tohoku University

• Ueda Haruhisa

  Faculty Of Pharmaceutical Science Hoshi University

• HONDA Toshio

  Faculty of Pharmaceutical Sciences, Hoshi University

• Ueda Hideo

  Fac. Of Pharmaceutical Sciences Josai Univ.

• TAKAHASHI Kazunori

  Faculty of Pharmaceutical Sciences, Hoshi University

• KASAI Hiroko

  Faculty of Pharmaceutical Sciences, Hoshi University

• TSUBUKI Masayoshi

  Faculty of Pharmaceutical Sciences, Hoshi University

• MATSUMOTO Yohichiro

  Faculty of Pharmaceutical Sciences, Hoshi University

• Kasai Hiroko

  Faculty Of Pharmaceutical Sciences Hoshi University

• Kasai Hiroko

  Faculty Of Pharmaceutical Science Hoshi University

• Tsubuki Masayoshi

  Faculty Of Pharmaceutical Science Hoshi University

• Matsumoto Yohichiro

  Faculty Of Pharmaceutical Sciences Hoshi University

• Honda Toshio

  Faculty Of Pharmaceutical Sciences Hoshi University

• Ueda H

  Fac. Of Pharmaceutical Sciences Josai Univ.

• 上田 仁司

  Kawanishi Pharma Research Institute Nippon Boehringer Ingelheim Co. Ltd.

• Tsubuki M

  Faculty Of Pharmaceutical Sciences Hoshi University

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