Diastereomeric difference of inclusion modes between (-)-epicatechin gallate, (-)-epigallocatechin gallate and (+)-gallocatechin gallate, with beta-cyclodextrin in aqueous solvent

2008 John Wiley & Sons, Ltd.

Bibliographische Detailangaben
Veröffentlicht in:Magnetic resonance in chemistry : MRC. - 1985. - 46(2008), 5 vom: 01. Mai, Seite 448-56
1. Verfasser: Ishizu, Takashi (VerfasserIn)
Weitere Verfasser: Kajitani, Shinya, Tsutsumi, Hiroyuki, Yamamoto, Hideji, Harano, Kazunobu
Format: Online-Aufsatz
Sprache:English
Veröffentlicht: 2008
Zugriff auf das übergeordnete Werk:Magnetic resonance in chemistry : MRC
Schlagworte:Comparative Study Journal Article Solvents Water 059QF0KO0R gallocatechin gallate 0C056HB16M Catechin 8R1V1STN48 epicatechin gallate mehr... 92587OVD8Z epigallocatechin gallate BQM438CTEL
Beschreibung
Zusammenfassung:2008 John Wiley & Sons, Ltd.
Inclusion complexes of (-)-epicatechin gallate (ECg) as well as (+)-gallocatechin gallate (GCg) and beta-cyclodextrin (beta-CD) in an aqueous solution were investigated using several NMR techniques and a computational method. ECg and EGCg formed a 1:1 complex with beta-CD, in which the A ring and a portion of the C ring were included from the wide secondary hydroxyl group side of the beta-CD cavity, and the B and B' rings were left outside the cavity. GCg formed a 1:2 complex with beta-CD, in which the A and B rings of GCg were included by two molecules of beta-CD. The difference between the two modes of inclusion of the 1:1 complex of ECg, EGCg.beta-CD and the 1:2 complex of GCg.beta-CD might have resulted from the size of the space between the B and B' rings in aqueous solution. As a result of nuclear Overhauser effect (NOE) experiments, GCg was considered to have a large enough space between the B and B' rings to include the B ring in the beta-CD cavity; on the other hand, ECg and EGCg have no such large space
Beschreibung:Date Completed 20.05.2008
Date Revised 16.11.2017
published: Print
ErratumIn: Magn Reson Chem. 2008 Oct;46(10):995
Citation Status MEDLINE
ISSN:1097-458X
DOI:10.1002/mrc.2198