HYDROXYPROPYL-BETA-CYCLODEXTRINS - CORRELATION BETWEEN THE STABILITY OF THEIR INCLUSION COMPLEXES WITH PHENOLPHTHALEIN AND THE DEGREE OF SUBSTITUTION

被引：14

作者：

BUVARIBARCZA, A

BODNARGYARMATHY, D

BARCZA, L

机构：

[1] Institute of Inorganic and Analytical Chemistry, Eötvös Loránd University, Budapest

来源：

JOURNAL OF INCLUSION PHENOMENA AND MOLECULAR RECOGNITION IN CHEMISTRY | 1994年 / 18卷 / 03期

关键词：

HYDROXYPROPYL CYCLODEXTRINS; INCLUSION COMPLEXES; STABILITY CONSTANTS; 3-SITE INTERACTION;

D O I：

10.1007/BF00708736

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The stability constants of the inclusion complexes between 2-hydroxypropyl-beta-cyclodextrin and phenolphthalein have been found to decrease with increasing degree of substitution; the hydroxypropylation of the primary rim has a relatively higher effect. The change of specific rotations seems to support this finding. The decrease can be explained by the disturbance of the three-site interaction characteristic for the molecular recognition of phenolphthalein by cyclodextrins.

引用

收藏

页码：301 / 306

页数：6

相关论文

共 11 条

[1]

BARCZA L, 1980, ANN U SCI BUDAP C, V16, P11

[2] A SPECTROPHOTOMETRIC INVESTIGATION OF THE INTERACTION OF IODINE WITH AROMATIC HYDROCARBONS [J].

BENESI, HA ;

HILDEBRAND, JH .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1949, 71 (08) :2703-2707

[3] COMPLEX-FORMATION OF PHENOLPHTHALEIN AND SOME RELATED-COMPOUNDS WITH BETA-CYCLODEXTRIN [J].

BUVARI, A ;

BARCZA, L ;

KAJTAR, M .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1988, (09) :1687-1690

[4]

HEDGES AR, 1991, NEW TRENDS CYCLODEXT, P297

[5] AMORPHOUS WATER-SOLUBLE CYCLODEXTRIN DERIVATIVES - 2-HYDROXYETHYL, 3-HYDROXYPROPYL, 2-HYDROXYISOBUTYL, AND CARBOXAMIDOMETHYL DERIVATIVES OF BETA-CYCLODEXTRIN [J].

IRIE, T ;

FUKUNAGA, K ;

YOSHIDA, A ;

UEKAMA, K ;

FALES, HM ;

PITHA, J .

PHARMACEUTICAL RESEARCH, 1988, 5 (11) :713-717

[6] DETERMINATION OF THE PATTERNS OF SUBSTITUTION OF HYDROXYETHYL-CYCLOMALTOHEPTAOSES AND HYDROXYPROPYL-CYCLOMALTOHEPTAOSES [J].

MISCHNICK, P .

CARBOHYDRATE RESEARCH, 1989, 192 :233-241

[7] HYDROXYPROPYL-BETA-CYCLODEXTRIN - PREPARATION AND CHARACTERIZATION - EFFECTS ON SOLUBILITY OF DRUGS [J].

PITHA, J ;

MILECKI, J ;

FALES, H ;

PANNELL, L ;

UEKAMA, K .

INTERNATIONAL JOURNAL OF PHARMACEUTICS, 1986, 29 (01) :73-82

[8] DISTRIBUTION OF SUBSTITUENTS IN 2-HYDROXYPROPYL ETHERS OF CYCLOMALTOHEPTAOSE [J].

PITHA, J ;

RAO, CT ;

LINDBERG, B ;

SEFFERS, P .

CARBOHYDRATE RESEARCH, 1990, 200 :429-435

[9] SUBSTITUTION IN BETA-CYCLODEXTRIN DIRECTED BY BASICITY - PREPARATION OF 2-O-[(R)-2-HYDROXYPROPYL], 6-O-[(R)-2-HYDROXYPROPYL], 2-O-[(S)-2-HYDROXYPROPYL] AND 6-O-[(S)-2-HYDROXYPROPYL] DERIVATIVES [J].

RAO, CT ;

LINDBERG, B ;

LINDBERG, J ;

PITHA, J .

JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (03) :1327-1329

[10] DISTRIBUTION OF SUBSTITUENTS IN O-(2-HYDROXYPROPYL) DERIVATIVES OF CYCLOMALTOOLIGOSACCHARIDES (CYCLODEXTRINS) - INFLUENCE OF INCREASING SUBSTITUTION, OF THE BASE USED IN THE PREPARATION, AND OF MACROCYCLIC SIZE [J].

RAO, CT ;

PITHA, J ;

LINDBERG, B ;

LINDBERG, J .

CARBOHYDRATE RESEARCH, 1992, 223 :99-107