Interfacial interactions between amphiphilic cyclodextrins and physiologically relevant cations

被引:10
作者
Dubes, A
Parrot-Lopez, H
Shahgaldian, P
Coleman, AW
机构
[1] CNRS, Inst Biol & Chim Prot, UMR 5086, F-69367 Lyon 07, France
[2] Univ Lyon 1, CNRS, Synth Reconnaissance Org Mol & Biomol UMR 5078, F-69622 Villeurbanne, France
关键词
amphiphilic cyclodextrins; self-assembly; monolayers; Langmuir isotherm; solid lipid nanoparticles; AFM;
D O I
10.1016/S0021-9797(02)00067-X
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
The compression isotherms of a series of amphiphilic cyclodextrins, formed (a) by acylation at the secondary hydroxyl face and (b) by acylation accompanied by varying degrees of sulfatation (DS) at the primary hydroxyl face (DS = 0, 4, and 7), have been studied on subphases of pure water and of water containing NaCl, KCl, MgCl2, and CaCl2 at inter- and extracellular concentrations. The formation of solid lipid nanoparticles (SLNs) by two of the molecules has been observed, while these do not aggregate at concentrations of monovalent salts up to 150 mM for the sulfated derivative. In the presence of divalent salts one of these with a DS = 0 for sultatation degree flocculates at divalent salt concentrations below 0.1 mM while the other with a DS = 4 flocculates at Mg2+ concentration above 5 mM and a Ca2+ concentration above 3 mM. AFM noncontact mode imaging has been carried out, in air, for the SLNs deposited on mica. (C) 2003 Elsevier Science (USA). All rights reserved.
引用
收藏
页码:103 / 111
页数:9
相关论文
共 54 条
[1]   Scanning force microscopy investigation of amphiphilic cyclodextrin Langmuir-Blodgett films [J].
Alexandre, S ;
Coleman, AW ;
Kasselouri, A ;
Valleton, JM .
THIN SOLID FILMS, 1996, 284 :765-768
[2]  
Birdi K. S., 1989, LIPID BIOPOLYMER MON, P57, DOI [10.1007/978-1-4899-2525-1_4, DOI 10.1007/978-1-4899-2525-1_4]
[3]   CHANNEL-TYPE MOLECULAR-STRUCTURES .2. SYNTHESIS OF BOUQUET-SHAPED MOLECULES BASED ON A BETA-CYCLODEXTRIN CORE [J].
CANCEILL, J ;
JULLIEN, L ;
LACOMBE, L ;
LEHN, JM .
HELVETICA CHIMICA ACTA, 1992, 75 (03) :791-812
[4]  
CHATJIGAKIS AK, 1993, POL J CHEM, V67, P129
[5]   Characterization of highly sulfated cyclodextrins [J].
Chen, FTA ;
Shen, G ;
Evangelista, RA .
JOURNAL OF CHROMATOGRAPHY A, 2001, 924 (1-2) :523-532
[6]   Direct synthesis of amphiphilic alpha-, beta-, and gamma-cyclodextrins [J].
Chmurski, K ;
Coleman, AW ;
Jurczak, J .
JOURNAL OF CARBOHYDRATE CHEMISTRY, 1996, 15 (07) :787-796
[7]   Supramolecular assemblies based on amphiphilic cyclodextrins [J].
Coleman, Anthony W. ;
Kasselouri, Athena .
SUPRAMOLECULAR CHEMISTRY, 1993, 1 (02) :155-161
[8]   MOLECULAR-SIEVING BY A PERFORATED LANGMUIR-BLODGETT-FILM [J].
CONNER, M ;
JANOUT, V ;
REGEN, SL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (03) :1178-1180
[9]   Surfactant self-assembly objects as novel drug delivery vehicles [J].
Drummond, CJ ;
Fong, C .
CURRENT OPINION IN COLLOID & INTERFACE SCIENCE, 1999, 4 (06) :449-456
[10]   An efficient regio-specific synthetic route to multiply substituted acyl-sulphated β-cyclodextrins [J].
Dubes, A ;
Bouchu, D ;
Lamartine, R ;
Parrot-Lopez, H .
TETRAHEDRON LETTERS, 2001, 42 (52) :9147-9151