Cycloamylose complexation of inorganic anions

Gelb, Robert I.; Schwartz, Lowell M.; Radeos, Michael S.; Laufer, Daniel A.

doi:10.1021/j100240a033

Cited by 80 publications

(46 citation statements)

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“…The complex formation is almost always associated with a relatively large negative Δ H° while the Δ S° can be either positive or negative [6,57–63] . Also, the complex formation is largely independent of the chemical properties of the guest (i.e.…”

Section: Introductionmentioning

confidence: 99%

Pharmaceutical applications of cyclodextrins: basic science and product development

Loftsson

Brewster

2010

Journal of Pharmacy and Pharmacology

809

496

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Objectives Drug pipelines are becoming increasingly difficult to formulate. This is punctuated by both retrospective and prospective analyses that show that while 40% of currently marketed drugs are poorly soluble based on the definition of the biopharmaceutical classification system (BCS), about 90% of drugs in development can be characterized as poorly soluble. Although a number of techniques have been suggested for increasing oral bioavailability and for enabling parenteral formulations, cyclodextrins have emerged as a productive approach. This short review is intended to provide both some basic science information as well as data on the ability to develop drugs in cyclodextrin-containing formulations. Key findings There are currently a number of marketed products that make use of these functional solubilizing excipients and new product introduction continues to demonstrate their high added value. The ability to predict whether cyclodextrins will be of benefit in creating a dosage form for a particular drug candidate requires a good working knowledge of the properties of cyclodextrins, their mechanism of solubilization and factors that contribute to, or detract from, the biopharmaceutical characteristics of the formed complexes. Summary We provide basic science information as well as data on the development of drugs in cyclodextrin-containing formulations. Cyclodextrins have emerged as an important tool in the formulator's armamentarium to improve apparent solubility and dissolution rate for poorly water-soluble drug candidates. The continued interest and productivity of these materials bode well for future application and their currency as excipients in research, development and drug product marketing.

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Section: Introductionmentioning

confidence: 99%

Pharmaceutical applications of cyclodextrins: basic science and product development

Loftsson

Brewster

2010

Journal of Pharmacy and Pharmacology

809

496

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“…Values have also been obtained through the use of an Ag/&I electrode, which is sensitive to I -ions [41, 421. Indirea potentiometric methods for the determination of the association constants have been proposed [43]. Gelb etal.…”

Section: Potentiometric; Conductometric Polarographic and Voltammetmentioning

confidence: 99%

“…Gelb etal. [43] determined formation constants for inclusion complexes of a-and p-CD with inorganic anions such as ClO; , SCN-, I -, Br-, NO;, and 10; in aqueous solutions at various temperatures by a novel pH potentiometric method based on the extent of the pH perturbation. The extent of the perturbation depends on the amount of inorganic A added and on the strength of the CD-A complex, so that its strength is calculable.…”

Section: Potentiometric; Conductometric Polarographic and Voltammetmentioning

confidence: 99%

Electrochemistry of cyclodextrins and cyclodextrin inclusion complexes

Bersier

Klingert

1991

Electroanalysis

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The state of the art of the electrochemistry of a-, p-, and y-cyclodextrins (CDs) and cyclodextrin inclusion complexes and their polarographic and voltammetric assay are reviewed. The polarographic and voltammetric determination of physicochemical parameters of CD inclusion complexes are discussed.Practical applications of adsorption and inclusion effects for electroanalytical purposes are presented; future prospects are discussed, and 95 references are given.Cyclodextrins (CDs) are cyclic oligomers of six (a-CD), seven (8-DC), or eight (y-DC)( 1 + 4)-linked a-D-glycopyranose units [l-101. The structure and the approximative geometrical dimensions of cyclodextrins are shown in Figure 1A. As a result of the torus shape, with the primary and secondary hydroxyl groups forming the narrower and wider rim of the molecule, respectively (Fig. lB), the cavity is hydrophobic and the outer surface is hydrophilic. Physical properties of cyclodextrins are summarized in Table 1 [ 3, 9, 101. Because of their unique structure and physicochemical properties, the cyclodextrins are able to form inclusion complexes with a wide variety of hydrophobic molecules having a diameter of 5-8 A [ 1,2,. In these adducts, 6 1991 VCH Publishers, Inc.1040-0397/91/$3.50 + .25 Publications concerning electrochemical work on CDs can be divided into those concerned with:

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“…Cyclodextrins (CD) are cyclic oligomers of glucose that form guest–host complexes with many species including inorganic anions in solution 13–15. Complexation with CD has significant effects on the rate and products of the reaction.…”

Section: Introductionmentioning

confidence: 99%

β‐Cyclodextrin‐catalyzed decomposition of Caro's acid

Ramachandran

Lathakannan

2002

Int J of Chemical Kinetics

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The kinetics and mechanism of decomposition of peroxomonosulphate (PMS) in aqueous sodium hydroxide medium in the presence of β-cyclodextrin has been investigated. The rate of decomposition of PMS is considerably enhanced by the added β-cyclodextrin. The reaction follows first order kinetics with respect to [PMS]. The experimental results suggest the formation of β-cyclodextrin peroxy anion by the interaction between SO 5 2− , and β-cyclodextrin anion (BCDO − ). β-Cyclodextrin peroxy anion subsequently reacts with PMS to give O 2 , SO 4 2− and β-cyclodextrin anion. The rate constant for the β-cyclodextrin-catalyzed decomposition of SO 5 2− (BCD + SO 5 2− ) is of the same order of magnitude as that of the reaction HSO 5 2− + SO 5

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Cycloamylose complexation of inorganic anions

Cited by 80 publications

References 0 publications

Pharmaceutical applications of cyclodextrins: basic science and product development

Pharmaceutical applications of cyclodextrins: basic science and product development

Electrochemistry of cyclodextrins and cyclodextrin inclusion complexes

β‐Cyclodextrin‐catalyzed decomposition of Caro's acid

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