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
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245 1 0 |a Diastereomeric difference of inclusion modes between (-)-epicatechin gallate, (-)-epigallocatechin gallate and (+)-gallocatechin gallate, with beta-cyclodextrin in aqueous solvent 
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500 |a Date Completed 20.05.2008 
500 |a Date Revised 16.11.2017 
500 |a published: Print 
500 |a ErratumIn: Magn Reson Chem. 2008 Oct;46(10):995 
500 |a Citation Status MEDLINE 
520 |a 2008 John Wiley & Sons, Ltd. 
520 |a 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 
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650 7 |a Catechin  |2 NLM 
650 7 |a 8R1V1STN48  |2 NLM 
650 7 |a epicatechin gallate  |2 NLM 
650 7 |a 92587OVD8Z  |2 NLM 
650 7 |a epigallocatechin gallate  |2 NLM 
650 7 |a BQM438CTEL  |2 NLM 
700 1 |a Kajitani, Shinya  |e verfasserin  |4 aut 
700 1 |a Tsutsumi, Hiroyuki  |e verfasserin  |4 aut 
700 1 |a Yamamoto, Hideji  |e verfasserin  |4 aut 
700 1 |a Harano, Kazunobu  |e verfasserin  |4 aut 
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