Structure and intramolecular flexibility of β-cyclodextrin complex with (−)-epigallocatechin gallate in aqueous solvent

✍ Scribed by Takashi Ishizu; Chikako Hirata; Hideji Yamamoto; Kazunobu Harano

• Book ID: 102525671
• Publisher: John Wiley and Sons
• Year: 2006
• Tongue: English
• Weight: 430 KB
• Volume: 44
• Category: Article
• ISSN: 0749-1581
• DOI: 10.1002/mrc.1848

✦ Synopsis

Abstract

The probable structure of the inclusion complex of β‐cyclodextrin (β‐CD) and (−)‐epigallocatechin gallate (EGCg) in D~2~O was investigated using several NMR techniques. EGCg formed a 1:1 complex with β‐CD, in which the A ring and a portion of the C ring of EGCg were included at the head of the phenolic hydroxyl group attached to C7 of EGCg in the β‐CD cavity from the wide secondary hydroxyl group side. In the 1:1 complex with β‐CD, EGCg maintained the conformation in which the B and B′ rings of EGCg took pseudoequatorial and pseudoaxial positions with respect to the C ring, respectively. The structure of the inclusion complexes of β‐CD and EGCg obtained from NMR experiments supported those determined from AM1 semiempirical SCF MO calculations well. Copyright © 2006 John Wiley & Sons, Ltd.