Proceedings of the Eighth International Symposium on Cyclodextrins: Budapest, Hungary, March 31–April 2, 1996

Description

This volume contains the proceedings of the Eighth International Symposium on Cyclodextrins, held in Budapest, Hungary, March 31-April 2, 1996. The 147 papers collected here are milestones in the exponentially increasing cyclodextrin literature, and represent a summary of the last two years' achievement in this field, with applications in such diverse disciplines as pharmaceuticals, food, cosmetics, textiles, plastics, and chromatography. Some highlights: lipophilicity profiles of cyclodextrins by computer molecular graphics; recent toxicological studies on cyclodextrins; Buckminsterfullerene/cyclodextrin complexes; hydroxypropyl-beta-cyclodextrin; pharmacokinetics and toxicology; peracylated cyclodextrins as drug carriers; cyclodextrins in nasal drug delivery; textile fibre surface modification by a reactive cyclodextrin; cyclodextrin-containing fabric care products; drug targeting by cyclodextrin-dimers for photodynamic cancer therapy; cyclodextrins in ophthalmologic drugs; new cyclodextrin derivatives and their potentials. Audience: This book will be of interest to researchers whose work involves pharmaceuticals, food chemicals and flavours, food additives, chromatographic methods, and biotechnology, as well as fundamental cyclodextrin research. Front Matter....Pages i-xix Front Matter....Pages 1-1 The Lipophilicity Patterns of Cyclodextrins and of Non-glucose Cyclooligosaccharides....Pages 3-16 Isolation, Purification, and Characterization of Cyclomaltodecaose (ε-CD)....Pages 17-20 Calorimetric Investigations of Beta — Cyclodextrin Hydration Thermodynamic Consequences of Water Exchange In Inclusion Reactions.....Pages 21-24 Hydration And Dehydration Processes of β-Cyclodextrin: A Raman Spectroscopic Study....Pages 25-28 Thermal Properties of α-Cyclodextrin Crystal Forms....Pages 29-32 Nmr Study About the Structure And Behavior of N-Peralkylamino-Cyclodextrins In Aqueous And Non-Aqueous Solvents....Pages 33-36 Aggregation Behavior of Hydrophobically Modified β-Cyclodextrins In Aqueous Solution....Pages 37-40 Comparison of Semiempirical And Molecular Mechanics Optimized Geometries of Cyclodextrins....Pages 41-44 Transfer And Disproportionation Reaction of the Cyclo-Dextrin Glucanotransferase From Klebsiella Pneumoniae....Pages 45-50 Enhanced Cyclodextrin Production By Fermentation....Pages 51-54 Screening For Gamma-Cgtase....Pages 55-58 Effective Method For Producing Branched-α-Cyclodextrins By Pullulanase And Glucoamylase....Pages 59-62 Isolation and Characterization of A B. Circulans Strain and Its CGTase....Pages 63-66 The Preparations of A Novel Cyclodextrin Homologue with D.P. Five, [5]CD....Pages 67-70 Cyclodextrin Dimers Used To Prevent Side Effects of Photochemotherapy and General Tumor Chemotherapy....Pages 71-76 Synthesis of β-Cyclodextrin Dimers As Carrier Systems For Photodynamic Therapy of Cancer....Pages 77-80 Three-Dimensional Cyclodextrin: A New Class of Hosts By Trehalose Capping of β-Cyclodextrin....Pages 81-84 6-Hydroxyalkylamino-6-Deoxy-Cyclodextrins: Towards Dendrimeric Host-Molecules....Pages 85-88 Synthesis and Properties of a New Family of Cyclodextrin Analogues....Pages 89-94 New Type of Bridged Monoamino-β-Cyclodextrins....Pages 95-98 Front Matter....Pages 1-1 A New Synthetic Strategy of Cyclooligosaccharides.....Pages 99-102 Selective One-Point Cleavage of Capped β-Cyclodextrin By Taka-Amylase A. Two-Step Synthesis of Glycophane From β-Cyclodextrin....Pages 103-106 New Associating Polymer Systems Involving Water Soluble β-Cyclodextrin Polymers....Pages 107-113 Characterization and Structure of Cyclodextrin -Epichlorohydrin Polymers — Effects of Synthesis Parameters....Pages 115-120 The Synthesis of Oligosaccharide-Branched Cyclodextrins and their Interaction with Concanavalin A....Pages 121-124 Conjugates Based on Cyclodextrins and Poly(Ethylene Oxide) as Complexation and Transport Agents....Pages 125-128 Structural Aspects of Complexation Between CDs and Poly(Alkylene Oxides)....Pages 129-132 Characterization of Sulfobutyl Ether β-Cyclodextrin Mixtures....Pages 133-136 Development of a Sensitive and Accurate Method for the Qualitative Analysis of Encapsin TM HPB.....Pages 137-140 Synthesis, Water Solubility, and Inclusion Properties of Thioureido β-Cyclodextrins....Pages 141-144 One Step Synthesis of Branched Cyclodextrins....Pages 145-148 Toxicological Comparison of Cyclodextrins....Pages 149-155 Dietary Fiber-Like Effects of Orally Administered Cyclodextrins in the Rat....Pages 157-160 Front Matter....Pages 161-161 Metallo — Cyclodextrins....Pages 163-169 Enhanced Mass Spectrum of the 2:1 γ-CD-C-60 complex....Pages 171-174 Structure and Dynamic Stability of Cyclodextrin Inclusion Complexes With 1, 4-Disubstituted Bicyclo-[2.2.2]Octanes....Pages 175-178 The Binding of Pyrene and Other Probes to CD Polymers....Pages 179-182 Determination of Binding Energies Between Cyclodextrins and Aromatic Guest Molecules by Microcalorimetry....Pages 183-186 Complex Formation of Hydroxypropyl-β-Cyclodextrins with P-Nitrophenol....Pages 187-188 Energetics of Protein-Cyclodextrin Interactions....Pages 189-192 Front Matter....Pages 161-161 Interaction of Supercritical Fluids With Drug/Cyclodextrin Inclusion Compounds and Physical Mixtures....Pages 193-196 Cyclodextrins in the Role of Host and Simultaneusly Guest Component....Pages 197-200 Complex Formation of Unsaturated Cyclodextrin Solutions with Various Polymers....Pages 201-204 Self Organization of Fluorescent Molecular Necklaces In Aqueous Solution....Pages 205-208 Theoretical AM1 Studies of Inclusion Complexes of α- And β-Cyclodextrins with Methylated Benzoic Acids and Phenol, and γ-Cyclodextrin With Buckminsterfullerene....Pages 209-214 Structure and Spectroscopic Properties of Cyclodextrin Inclusion Complexes.....Pages 215-220 Influence of Degree and Patterns of Substitution on the Inclusion Properties of Ethylated β-Cyclodextrins....Pages 221-224 1 H Nmr and UV Spectroscopic Study of Inclusion Complex Formation Between Pyridoxine and β- and γ-Cyclodextrins....Pages 225-228 Electrospray Ionization Mass Spectrometry of Cyclodextrin Complexes of Amino Acids and Peptides....Pages 229-232 Chemically Switched DNA Intercalators Using Modified Cyclodextrin Complexes....Pages 233-236 Time Resolved Fluorescent Analysis For Sealed Heating of Dimethyl-β-Cyclodextrin And Naphthalene System....Pages 237-240 1 H Nmr Study On The Inclusion of Bicyclo[3.3.1]Nona-Nes In Cyclodextrins....Pages 241-244 Hydroxypropyl Cyclodextrin Complexes: Relationships Between The Substitution Pattern, Stability Constants And Circular Dichroism Spectra....Pages 245-249 Fluorescent Cyclodextrins for Molecule Sensing....Pages 251-254 Hydrogen Bonding Interactions With Cyclodextrins: Utilization of Fluorenone as a New Probe....Pages 255-258 Effect of Alkyl Chain Length And Degree of Substitution on Complexation of Sulfoalkyl β-Cyclodextrins with Testosterone and Progesterone....Pages 259-262 Molecular Mechanics Studies on Cyclodextrin Complexes: Interaction of Crocetin with Cyclodextrins....Pages 263-266 Chemically Modified Cyclodextrins as Catalytic Enzyme Mimics....Pages 267-272 Catalytic Esterolysis of p -Nitrophenyl Acetate by β-Cyclodextrin Associated to Poly(Vinylamine) and a Benzylated Derivative....Pages 273-276 Cyclodextrin Homo- and Hetero-Dimers as Enzyme Models....Pages 277-280 Front Matter....Pages 161-161 Hydrolysis of N — Benzoyl — L — Tyrosine Ethyl Ester Anchored in CD by α-Chymotrypsin and Subtilisin....Pages 281-284 Front Matter....Pages 285-285 Piroxicam Sodium : Effect of Inclusion Complexation with β-Cyclodextrin....Pages 287-290 Interaction of Piroxicam Polymorphs with β-Cyclodextrin in Ground Mixtures....Pages 291-295 Study of the Influence of γ-Cyclodextrin on the Molsidomine Photostability.....Pages 297-300 Preparation and Investigation of Products Containing Tolperisone·HCl and Cds....Pages 301-303 Improvement in the Dissolution Properties of Ketoconazole Through Multicomponent β-Cyclodextrin Complexation....Pages 305-308 Study of Complexation of Gliclazide with ß-Cyclodextrin in Solution by Nmr Techniques....Pages 309-312 X-Ray Structures and Thermal Analyses of New CD/Drug Inclusion Compounds....Pages 313-316 Increasing the Solubility Characteristics of D-Norgestrel with Cyclodextrins....Pages 317-320 Enhanced Water-Solubility of Albendazole by Hydroxy-Propyl-β-Cyclodextrin Complexation....Pages 321-324 Comparative Study of the Inclusion Properties of ß-Cyclodextrins for Ketoprofen And Ibuprofen in Solution and in The Solid State....Pages 325-328 Phase Solubility Analysis in Studying the Interaction of Nifedipine with Selected Cyclodextrins in Aqueous Solution....Pages 329-332 Complexation of Active Antibacterial Adamantanol Derivatives With βCd. Structure Determination by X-Ray Crystallography and NMR....Pages 333-336 Complexation of New Active Antibacterial Adamantan Derivatives with β CD: Preparation and Characterization of Complexes Study of the Thermotropic Properties of Pure and Complex form with Dipalmitoyl Phosphatidylcholine Bilayers....Pages 337-340 Increasing The Solubility of Furosemide with Cyclodextrins....Pages 341-344 Study of the Solubility And Photostability of Nifedipine and its Derivatives with CDs....Pages 345-348 Effect of Temperature and Humidity on the Stability of Tolbutamide/ß-Cyclodextrin Inclusion Complexes....Pages 349-352 Crystallization and Polymorphic Transition Behavior of Chloramphenicol Palmitate in 2-Hydroxypropyl-β-Cyclodextrin Matrix....Pages 353-356 Differential Effects of Cyclodextrin Derivatives on Aggregation and Thermal Behavior of Insulin....Pages 357-360 Energetics of Cyclodextrin-Induced Dissociation of Insulin....Pages 361-364 Front Matter....Pages 285-285 Complexation of Drug Compounds with Ionic and Non-Ionic Cyclodextrins.....Pages 365-368 The Application of Equilibrium Dialysis to the Determination of Drug-Cyclodextrin Stability Constants....Pages 369-372 Solubilization of β-Cyclodextrin....Pages 373-376 Diclofenac — ß — Cyclodextrin Inclusion in Solution Proton Magnetic Resonance and Molecular Modelling Studies....Pages 377-380 Cyclodextrins in Nasal Drug Delivery: Trends and Perspectives....Pages 381-386 Effects of Cyclodextrins on Nasal Absorption and Analgesic Activity of Opioids In Rats....Pages 387-390 2-Hydroxypropyl-ß-Cyclodextrin in Eye Drops. Evaluation of Artificial Tear-Drops In Human Patients....Pages 391-394 The Effects of Hp-β-Cd on Aqueous Solubility, Stability and in Vitro Corneal Penetration of Anandamide....Pages 395-398 The Effect of SBE7-β-CD with Viscous Vehicle on Ocular Delivery of Pilocarpine Prodrug in Rabbits....Pages 399-402 Cyclodextrins as Skin Penetration Enhancers....Pages 403-406 Novel CD-Based Drug Delivery System....Pages 407-412 New Functions of Peracylated β-Cyclodextrins as Sustained-Release Drug Carriers....Pages 413-418 Prolonged Release of Drug from Triacetyl-β-Cyd Complex for Oral and Rectal Administration....Pages 419-422 Amphiphilic Cyclodextrins and Targeting of Drugs....Pages 423-430 Release Profiles of a Hydrophobic Drug Incorporated in Modified Cyclodextrin Nanospheres....Pages 431-434 Influence of Cyclodextrins on the in Vitro Drug Liberation of Rectal Suppositories Containing Benzodiazepine Derivates....Pages 435-438 Preparation and Pharmaceutical Evaluation of Ester-Type Conjugates of Biphenylyl Acetic Acid and Cyclodextrins as Colon-Targeting Prodrugs....Pages 439-442 Controlled Release of Drugs from CD Polymers Substituted with Ionic Groups....Pages 443-447 Effect of Cyclodextrins on the Physical Properties and Dissolution Rate of Carbamazepine Tablets....Pages 449-452 The Effect of 2-Hydroxypropyl-β-Cyclodextrin on Release of Naproxen from Pluronic F-127 Gel....Pages 453-456 Front Matter....Pages 285-285 The Effects of Cyclodextrins on the Incompatibility Dexamethasone-Polymyxin B in Solution....Pages 457-460 Investigation of the Effect of β-CD on in Vitro Release of Ketocanozole from Different Gel Bases....Pages 461-464 Drugs in Cyclodextrins in Liposomes: A Novel Approach to Drug Stability Against Photochemical Oxidation.....Pages 465-470 Sbe7-β-CD, a New, Novel and Safe Polyanionic β-Cyclodextrin Derivative: Characterization And Biomedical Applications.....Pages 471-476 Selective Synthesis of Negatively Charged Derivatives of β-Cyclo-Dextrin and their Biological Effects....Pages 477-480 Enhanced Pharmacokinetic Properties of Oral and Parenteral Diclofenac-Cyclodextrin Delivery Systems....Pages 481-486 In Vitro and in Vivo Studies on Sodium Nimesulide-β-Cyclodextrin Inclusion Complex.....Pages 487-490 Effect of Cyclodextrin Bead Polymer on Wound Healing....Pages 491-494 Topical Application of Cyclodextrin Ethers in the Control of Pain....Pages 495-498 Anesthetic Activity and Pharmacokinetics of the Neurosteroid Alfaxalone Formulated In 2-Hydroxypropyl-β-Cyclodextrin in the Rat....Pages 499-502 Improved Oral Bioavailability of the Brain-Targeting Estrogen, E2-CDS, through the Use of Carboxymethylethyl-β-Cyclodextrin....Pages 503-506 Intravenous and Buccal 2-Hydroxypropyl-β-Cyclodextrin Formulations of E2-CDS — Phase I Clinical Trials....Pages 507-510 Effect of 2-Hydroxypropyl-β-Cyclodextrin Complexes of the Neurosteroids, Alfaxalone, Pregnanolone and Pregnenolone, on Various Convulsant Stimuli in the Mouse....Pages 511-514 Pharmacokinetic Study of Orally Administered Ketoconazole and its Multicomponent Complex on Rabbits of Normal And Low Gastric Acidity....Pages 515-518 Front Matter....Pages 519-519 Application of Cyclodextrins In Biotechnology....Pages 521-526 Modified CDs-Mediated Enhancement of Microbial Sterol Sidechain Degradation....Pages 527-530 In Vitro Study and Computational Simulation of Cyclodextrin Inclusion Complexes in Enzymatic Lipid Hydrolysis....Pages 531-534 Degradation of Fatty Acid-Cyclodextrin Complexes by Mycobacteria....Pages 535-540 Cyclodextrins in Fabric Care Consumer Products....Pages 541-546 CD Dye Complexes and Their use in Dyeing Processes....Pages 547-552 Front Matter....Pages 519-519 Beta W7 MCT — New Ways in Surface Modification....Pages 553-558 Surface Modification of Synthetic and Natural Fibres by Fixation of Cyclodextrin Derivatives....Pages 559-564 The Action of Lipophilic UV Absorbers — Solubilized by Cyclodextrin — on Photofading of Aqueous Solution of Azoreactive Dyes....Pages 565-569 Sorption of Textile Dyes on β-Cyclodextrin-Epichlorhydrin Gels....Pages 571-574 Application of γ-Cyclodextrin for the Stabilization and/Or Dispersion of Vegetable Oils Containing Triglycerides of Polyunsaturated Acids....Pages 575-578 Oxidation Stability of Eicosapentaenoic and Docosahexaenoic Acid Included in Cyclodextrins....Pages 579-582 A Short-Cut Method for Estimating l -Menthol Retention Included in Cyclodextrin During Drying a Single Drop....Pages 583-586 Interaction of Cyclodextrins and their Polymeric Derivatives with Spearmint Oil: Preparation of Durable Flavors for Chewing-Gums....Pages 587-590 Effect of 2-Hydroxypropyl-Cyclodextrins on Percutaneous Absorption of p -Hydroxybenzoic Acid....Pages 591-595 Capture of Volatile Chlorinated Hydrocarbons by Aqueous Solutions of Branched Cyclodextrins....Pages 597-600 Removal of Phenols from Aqueous Solutions in the Presence of Horseradish Peroxidase and Cyclodextrin Derivatives....Pages 601-604 Extraction of PAHS and Pesticides from Contaminated Soils with Aqueous CD Solutions....Pages 605-608 Potential use of Cyclodextrins in Soil Bioremediation....Pages 609-612 Preparation and Characterization of PEEK-WC/β-Cyclodextrin Carbonate Membranes....Pages 613-618 β-Cyclodextrin Complex of the Insecticide Azinphos-Methyl....Pages 619-622 Preparation and Characterization of 2, 4-D Complexes with α-Cyclodextrin....Pages 623-626 Molecular Calculations and Thermodynamical Considerations on the Solubility Enhancement of Triflumizole by Cyclodextrin Complexation....Pages 627-631 Front Matter....Pages 633-633 Use of Cyclodextrins or their Derivatives in Capillary Electrophoresis and High Performance Liquid Chromatography....Pages 635-640 Unified Enantioselective Chromatography Involving a Per-Methylated β-Cyclodextrin Bonded to a Dimethylpolysilox-Ane (Chirasil-Dex)....Pages 641-647 Perspectives of Chiral Capillary Electrophoresis Using Phosphated Cyclodextrins as Additives....Pages 649-652 Front Matter....Pages 633-633 Enantiomeric Separation of Dichlorprop by Capillary Electrophoresis Using β-Cyclodextrin Derivatives as Chiral Resolving Agents....Pages 653-656 Use of Electrostatic Interaction for Chiral Recognition. Enantioselective Complexation of Anionic Binaphthyls with Protonated Amino-β-Cyclodextrin....Pages 657-662 Investigations into the GC Separation of Enantiomers on 3-Trifluoroacetyl-2,6-Dipentyl-γ-Cyclodextrin....Pages 663-666 HPLC of Structural Isomers Using Cyclodextrin-Poly(Alkylamine) Systems Coated on Silica Beads....Pages 667-670 Modification of the Face Selectivity in Asymmetric Induction by Cyclodextrins through the Formation of Three-Component Inclusion Compounds....Pages 671-674 Determination of Drug-Cyclodextrin Binding Constants By Capillary Zone Electrophoresis....Pages 675-678 Back Matter....Pages 679-685