CYCLODEXTRIN SULFATES - CHARACTERIZATION AS POLYDISPERSE AND AMORPHOUS MIXTURES

被引:23
作者
PITHA, J
MALLIS, LM
LAMB, DJ
IRIE, T
UEKAMA, K
机构
[1] UNIV IOWA, HIGH RESOLUT MASS SPECTROMETRY FACIL, IOWA CITY, IA 52242 USA
[2] KUMAMOTO UNIV, FAC PHARMACEUT SCI, KUMAMOTO 862, JAPAN
关键词
CYCLODEXTRIN SULFATES; HYDROXYPROPYLCYCLODEXTRIN SULFATES; AMORPHOUS CYCLODEXTRIN DERIVATIVES; MASS SPECTROMETRY;
D O I
10.1023/A:1015854402122
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Alpha- and beta-cyclodextrins and their hydroxypropyl derivatives were converted by the reaction with chlorosulfonic acid in pyridine to the corresponding sulfates. Cyclodextrin sulfates were shown by fast-atom bombardment mass spectrometry (negative ion mode, triethanolamine matrix) to be mixtures with nearly symmetrical distributions of degree of substitution by sulfate groups and by powder X-ray diffraction to be amorphous. Thus, in these aspects, cyclodextrin sulfates are similar to the potent drug solubilizers hydroxypropylcyclodextrins.
引用
收藏
页码:1151 / 1154
页数:4
相关论文
共 21 条
[1]   Sulphated sugar alpha-cyclodextrin sulphate, a uniquely potent anti-HIV agent, also exhibits marked synergism with AZT, and Iymphoproliferative activity [J].
Anand, R. ;
Nayyar, S. ;
Pitha, J. ;
Merril, C. R. .
ANTIVIRAL CHEMISTRY & CHEMOTHERAPY, 1990, 1 (01) :41-46
[2]  
BERGER L, 1960, Patent No. 2923704
[3]   SYNTHESIS OF CHEMICALLY MODIFIED CYCLODEXTRINS [J].
CROFT, AP ;
BARTSCH, RA .
TETRAHEDRON, 1983, 39 (09) :1417-1474
[4]   CONTROL OF ANGIOGENESIS WITH SYNTHETIC HEPARIN SUBSTITUTES [J].
FOLKMAN, J ;
WEISZ, PB ;
JOULLIE, MM ;
LI, WW ;
EWING, WR .
SCIENCE, 1989, 243 (4897) :1490-1493
[5]  
HAMURO J, 1975, Patent No. 36422
[6]   ALKYLATION OF CYCLOMALTO-OLIGOSACCHARIDES (CYCLODEXTRINS) WITH DIALKYL SULFATE-BARIUM HYDROXIDE - HETEROGENEITY OF PRODUCTS AND THE MARKED EFFECT OF THE SIZE OF THE MACROCYCLE [J].
IRIE, T ;
FUKUNAGA, K ;
PITHA, J ;
UEKAMA, K ;
FALES, HM ;
SOKOLOWSKI, EA .
CARBOHYDRATE RESEARCH, 1989, 192 :167-172
[7]   HIGH-RESOLUTION NUCLEAR MAGNETIC-RESONANCE STUDY OF 6-3-ALPHA-D-GLUCOPYRANOSYL-ALPHA-CYCLODEXTRIN-RHO-NITROPHENOL INCLUSION COMPLEX IN AQUEOUS-SOLUTION [J].
KANDA, Y ;
YAMAMOTO, Y ;
INOUE, Y ;
CHUJO, R ;
KOBAYASHI, S .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1989, 62 (06) :2002-2008
[8]  
KATO K, 1989, Patent No. 325194
[9]  
KOIZUMI K, 1987, CHEM PHARM BULL, V35, P3413
[10]   ANALYSIS OF HEPTAKIS(2,6-DI-O-METHYL)-BETA-CYCLODEXTRIN BY THIN-LAYER, HIGH-PERFORMANCE LIQUID AND GAS-CHROMATOGRAPHY AND MASS-SPECTROMETRY [J].
KOIZUMI, K ;
KUBOTA, Y ;
UTAMURA, T ;
HORIYAMA, S .
JOURNAL OF CHROMATOGRAPHY, 1986, 368 (02) :329-337