茶カテキン類・カフェイン錯体の立体化学構造の解明
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Two crystals of a complex of (−)-gallocatechin-3-O-gallate (GCg) with caffeine and crystals of the complexes of (+)-catechin (CA) and (−)-catechin-3-O-gallate (Cg) with caffeine were prepared, and their stereochemical structures and intermolecular interactions were determined in X-ray crystallographic analysis. GCg formed 1:2 and 2:2 complexes with caffeine, and π-π interactions formed between the aromatic rings of GCg and caffeine in both complexes. In addition, CA of nongalloylated catechins formed a 1:1 complex with caffeine through intermolecular hydrogen bonds, whereas Cg of galloylated catechins formed a 1:2 complex with caffeine, which was formed by face-to-face and offset π-π interactions and intermolecular hydrogen bonds.