Structural features of inclusion complexes between glycyrrhizinates and cyclodextrins

被引:1
|
作者
Koide, M [1 ]
Ishii, R [1 ]
Ukawa, J [1 ]
Tagaki, W [1 ]
Tamagaki, S [1 ]
机构
[1] OSAKA CITY UNIV,FAC ENGN,DEPT BIOAPPL CHEM,SUMIYOSHI KU,OSAKA 558,JAPAN
关键词
D O I
10.1246/nikkashi.1997.489
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Inclusion complexations of alpha- and beta-glycyrrhizinate (alpha-GK2 and beta-GK2) or beta-GK2 methyl ester (GMe) with gamma-cyclodextrin (gamma-CyD) and 2, 6-di-O-methylcyclodextrin (DM-beta-CyD) have been structurally investigated by ultraviolet (UV) and circular dichroism (CD) spectroscopy. Based on a close relationship between the W-absorption wavelength or the CD-intensity and the polarity of the local microenvironment around the enone moiety in the triterpenoidal part, it is found that beta-GK2 forms only 1 : 1 complexes with gamma-CyD and DM-beta-CyT), while GMe and alpha-GK2 form quite a stable 1 : 1 complex with gamma-CyD, accompanied by weak complexation with a 1 : 2 stoichio-metry. The location of the CyD torus on the triterpenoidal skeleton is determined with the help of force field molecular mechanics calculations.
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页码:489 / 496
页数:8
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