A suspension of an equimolecular amount of ent- gallocatechin-3- O -gallate ( ent GCg) and caffeine in water afforded two kinds of crystals, which were 1 : 2 and 2 : 2 complexes of ent GCg and caffeine. The stereochemical structures and intermolecular interactions between ent GCg and caffeine were determined by X‐ray crystallographic analysis. The crystal structure of ent GCg was determined and compared with those of the 1 : 2 and 2 : 2 complexes. Epigallocatechin-3- O -gallate (EGCg) formed a 1 : 1 complex with β -cyclodextrin (CD), in which the aromatic A ring and a part of the heterocyclic C ring were included from the wide secondary hydroxyl group side of the β -CD cavity in aqueous solution, while the B rings and 3- O -gallate groups (B' rings) were left outside the cavity. In contrast, ent GCg formed a 1 : 2 complex with β -CD, in which the aromatic A and B rings of ent GCg were included by two molecules of β -CD. Supporting information available online at http://www.thieme-connect.de/ejournals/toc/plantamedica Supporting Information for this article is available online at Supporting Information .
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Ishizu et al. (2011) studied this question.
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