Stereochemical structures and intermolecular interactions of complexes of tea catechins and caffeine

DOI
  • Tsutsumi Hiroyuki
    Faculty of Pharmacy and Pharmaceutical Sciences, Fukuyama University
  • Sato Takashi
    Faculty of Pharmacy and Pharmaceutical Sciences, Fukuyama University
  • Ishizu Takashi
    Faculty of Pharmacy and Pharmaceutical Sciences, Fukuyama University

Bibliographic Information

Other Title
  • 茶カテキン・カフェイン錯体の立体化学構造と分子間相互作用

Description

It is well known that various catechins and caffeine are included in the leaves of the tea plant as major ingredients. Interestingly, the catechins form complexes with caffeine, especially in black tea. Such complexes are thought to be unique stereochemical structures and to form interesting intermolecular interactions between catechins and caffeine.<BR>Thus, crystals of the complexes of catechins and caffeine have been prepared, and their stereochemical structures and intermolecular interactions have been investigated by X-ray crystallographic analysis. (+)-Catechin (CA) formed a 1:1 complex with caffeine by intermolecular hydrogen bonds, whereas (-)-catechin-3-O-gallate (Cg) formed a 1:2 complex with caffeine, which was formed by face-to-face and offset pi-pi interactions and intermolecular hydrogen bonds. The structural difference between Cg and CA is the presence of a galloyl group on the oxygen atom at the C3 position or its absence, however, quite different intermolecular interactions were observed between the 1:2 complex of Cg and caffeine and the 1:1 complex of CA and caffeine.

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Keywords

Details 詳細情報について

  • CRID
    1390282680533583232
  • NII Article ID
    130004645950
  • DOI
    10.11494/kisoyuki.2011.0.424.0
  • Text Lang
    ja
  • Data Source
    • JaLC
    • CiNii Articles
  • Abstract License Flag
    Disallowed

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