Modified Cyclodextrin (modified + cyclodextrin)

Distribution by Scientific Domains


Selected Abstracts


Synthesis of Half-Channels by the Anionic Polymerization of Ethylene Oxide Initiated by Modified Cyclodextrin

ADVANCED MATERIALS, Issue 40 2009
Nezha Badi
Amphiphilic star-shaped oligomers are produced by anionic polymerization of ethylene oxide (EO) using per-2,3-di- O -heptyl- , -(or ,)cyclodextrins as initiators , a versatile way of synthesizing artificial channels bearing one polyEO branch per glucose unit. The behavior of the amphiphilic molecules in lipid membranes is studied by electrical measurements, which confirms the formation of transient, well-defined dimeric ionic channels (see figure). [source]


Alteration of the intravenous pharmacokinetics of a synthetic ozonide antimalarial in the presence of a modified cyclodextrin

JOURNAL OF PHARMACEUTICAL SCIENCES, Issue 2 2006
Susan A. Charman
Abstract The pharmacokinetic profile and renal clearance of a novel synthetic ozonide antimalarial (1) was found to be significantly altered when intravenously administered to rats as a cyclodextrin-based formulation (0.1 M Captisol®, a sulfobutylether ,-cyclodextrin derivative (SBE7 -,-CD)) compared to a cyclodextrin-free isotonic buffered glucose formulation. There was an 8.5-fold decrease in the steady-state blood volume of distribution, a 6.6-fold decrease in the mean residence time and a greater than 200-fold increase in renal clearance of 1 when administered in the cyclodextrin formulation. Analysis of the whole blood and plasma concentration profiles revealed an essentially constant blood to plasma ratio when 1 was administered in the cyclodextrin-free formulation, whereas this ratio changed as a function of time when administered in the presence of the cyclodextrin derivative. It is postulated that the observed differences were due to a very strong complexation interaction between 1 and the cyclodextrin, resulting in a slow dissociation of the complex in vivo, and altered distribution and excretion profiles. Preliminary studies using isothermal titration calorimetry (ITC) indicated that the association constant for the 1/Captisol® complex was approximately two orders of magnitude higher than reported for typical drug/cyclodextrin complexes. © 2005 Wiley-Liss, Inc. and the American Pharmacists Association J Pharm Sci 95:256,267, 2006 [source]


Amphiphilic ,-cyclodextrins modified on the primary face: Synthesis, characterization, and evaluation of their potential as novel excipients in the preparation of nanocapsules

JOURNAL OF PHARMACEUTICAL SCIENCES, Issue 5 2002
Erem Memi
Abstract The purpose of this study was to synthesize and characterize amphiphilic ,-cyclodextrins modified on the primary face with substituents of varying chain lengths (C6 and C14) and bond types (ester or amide). We also aimed to evaluate the potentiality of the new amphiphilic ,-cyclodextrins as excipients for the preparation and optimization of nanocapsules without using surface-active agents. Amphiphilic ,-cyclodextrin derivatives were characterized by 1H-nuclear magnetic resonance spectroscopy, Fourier transform infrared spectroscopy, mass spectroscopy, differential scanning calorimetry, and elemental analysis. Nanocapsules prepared by nanoprecipitation were characterized by particle size and zeta potential determination and freeze fracture followed by transmission electron microscopy. The appropriate amphiphilic ,-cyclodextrin and its optimum concentration to be used were determined. Formation and characteristics of the nanocapsules were highly dependent on the structural properties of the modified cyclodextrin, its behavior in the oil,water interface and the viscosity and miscibility of the organic solvent with water. Physical stability after 5-month storage was also evaluated. The results indicated that derivatives with 6C aliphatic chains on the primary face proved to be the most efficient among the amphiphilic ,-CDs in this study. They avoid the use of surfactants in parenteral formulations of nanocapsules. © 2002 Wiley-Liss, Inc. and the American Pharmaceutical Association J Pharm Sci 91: 1214,1224, 2002 [source]


Enantioselective Fluorescence Sensing of Amino Acids by Modified Cyclodextrins: Role of the Cavity and Sensing Mechanism

CHEMISTRY - A EUROPEAN JOURNAL, Issue 11 2004
Sara Pagliari Dr.
Abstract Two selectors based on modified cyclodextrins containing a metal binding site and a dansyl fluorophore,6-deoxy-6- N -(N, -[(5-dimethylamino-1-naphthalenesulfonyl)aminoethyl]phenylalanylamino-,-cyclodextrin,containing D -Phe (3) and L -Phe (4) moieties were synthesized. The conformations of the two selectors were studied by circular dichroism, two-dimensional NMR spectroscopy and time-resolved fluorescence spectroscopy. Cyclodextrin 4 was found to have a predominant conformation in which the dansyl group is self-included in the cyclodextrin cavity, while 3 showed a larger proportion of the conformation with the dansyl group outside the cavity. As a consequence, the two cyclodextrins were found to bind copper(II) with different affinities, as revealed by fluorescence quenching in competitive binding measurements. Addition of D - or L -amino acids induced increases in fluorescence intensity, which were dependent on the amino acid used and in some cases on its absolute configuration. The cyclodextrin 4 was found to be more enantioselective than 3, suggesting that the self-inclusion in the cyclodextrin cavity strongly increases the chiral discrimination ability of the copper(II) complex. Accordingly, a linear fluorescent ligand N, -[(5-dimethylamino-1-naphthalenesulfonyl)aminoethyl]- N1 -propyl-phenylalaninamide, which has the same binding site and absolute configuration as 4, showed very low chiral discrimination ability. The enantioselectivity in fluorescence response was found to be due to the formation of diastereomeric ternary complexes, which were detected by ESI-MS and by circular dichroism. Time-resolved fluorescence studies showed that the fluorescence of the dansyl group was completely quenched in the ternary complexes formed, and that the residual fluorescence was due to uncomplexed ligand. [source]