Premium
Berberine/ γ ‐Cyclodextrin Inclusion Structure Studied by 1 H‐NMR Spectroscopy and Molecular‐Dynamics Calculations
Author(s) -
Kamigauchi Miyoko,
Kanbara Narumi,
Sugiura Makiko,
Iwasa Kinuko,
Ohishi Hirofumi,
Ishida Toshimasa
Publication year - 2004
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.200490013
Subject(s) - berberine , chemistry , isoquinoline , solubility , cyclodextrin , alkaloid , molecular dynamics , aqueous solution , nuclear magnetic resonance spectroscopy , stereochemistry , organic chemistry , computational chemistry
To understand the increased solubility and decreased bitter taste of berberine, a clinically important isoquinoline alkaloid, in the presence of cyclodextrins, the interaction with γ ‐cyclodextrin ( γ ‐CD) in aqueous solution was studied by a combination of 1 H‐NMR analyses and molecular‐dynamics calculations. The proposed complexation mode of berberine by γ ‐CD could explain the increased solubility in water. No difference in germicidal activity between berberine alone and its inclusion complex with γ ‐ or β ‐CD was observed, which is important to further develop the pharmacological application of berberine.