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Pitha, Josef; Mallis, Larry M.; Lamb, Diane J.; Irie, Tetsumi; Uekama, Kaneto

doi:10.1023/a:1015854402122

Cited by 19 publications

(3 citation statements)

References 6 publications

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“…After freeze drying, one obtained 14.9 g of poly‐β‐CDN + . Poly‐β‐CDS − was synthesized by chemical modification of poly‐β‐CD2 by chlorosulfonic acid, as described for the synthesis of sulfated β‐CD . 2 mL of chlorosulfonic acid was added dropwise into 75 mL of anhydrous pyridine at −15 °C under mechanical stirring and a nitrogen atmosphere.…”

Section: Methodsmentioning

confidence: 99%

Layer‐by‐Layer Coated PLA Nanoparticles with Oppositely Charged β‐Cyclodextrin Polymer for Controlled Delivery of Lipophilic Molecules

Fagui

Wintgens

Gaillet

et al. 2014

Macro Chemistry & Physics

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The preparation of novel nanoparticles is described, which consist of a poly(lactic acid) (PLA) core obtained by the nanoprecipitation method with a shell made of oppositely charged β‐cyclodextrin polymer (poly‐β‐CD) assembled using the layer‐by‐layer technique. Characterization of these nanoparticles is accomplished through dynamic light scattering, ζ‐potential measurements, X‐ray photoelectron spectroscopy and electron microscopy. The release of a loaded lipophilic molecule, benzophenone (BP), is mainly controlled by diffusion of BP and by its host–guest interaction with the β‐CD cavities of the adsorbed poly‐β‐CD. Increasing the number of poly‐β‐CD layers results in a better control of the release through the partition equilibrium between free BP and BP included in the cavities inside the multilayers.

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Section: Methodsmentioning

confidence: 99%

Layer‐by‐Layer Coated PLA Nanoparticles with Oppositely Charged β‐Cyclodextrin Polymer for Controlled Delivery of Lipophilic Molecules

Fagui

Wintgens

Gaillet

et al. 2014

Macro Chemistry & Physics

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“…SBE7- β -CyD was provided by CyDex (Kansas, USA). Sul- β -CyD with an average degree of substitution of 10.7 was prepared by a nonregional selective method as described previously [20]. Recombinant trypsin (EC 3.4.21.4) of proteomics grade was purchased from Roche Diagnostics (Tokyo, Japan).…”

Section: Methodsmentioning

confidence: 99%

Effects of Selected Anionic β-Cyclodextrins on Persistence of Blood Glucose Lowering by Insulin Glargine after Subcutaneous Injection to Rats

Uehata

Anno

Hayashida

et al. 2011

Journal of Drug Delivery

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Insulin glargine is a synthetic long-acting insulin product used for patients with diabetes mellitus. In this study, to obtain the further desirable blood-glucose lowering profile of insulin glargine, we investigated the effects of β-cyclodextrin sulfate (Sul-β-CyD) and sulfobutylether β-cyclodextrin (SBE7-β-CyD) on physicochemical properties of insulin glargine and pharmacokinetics/pharmacodynamics of insulin glargine after subcutaneous injection to rats. Sul-β-CyD and SBE7-β-CyD increased solubility of insulin glargine. SBE7-β-CyD suppressed the formation of oligomer and enhanced the dissolution rate of insulin glargine from its precipitate, compared to that of Sul-β-CyD. Additionally, we revealed that after subcutaneous administration of an insulin glargine solution, SBE7-β-CyD, but not Sul-β-CyD, increased bioavailability and sustained the blood-glucose lowering effect, possibly due to the inhibitory effects of SBE7-β-CyD on the enzymatic degradation at the injection site. These results suggest that SBE7-β-CyD could be a useful excipient for sustained release of insulin glargine.

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“…Reaction of CD in absolute dimethylformamide with pyridine sulfur trioxide gives better yield of sulfated derivatives of CDs [54]. Besides their use as solubility enhancers, these derivatives also provide protection against gentamicin-induced nephrotoxicity and have no hemolytic properties, so can be effectively used in clinical studies [55].…”

Section: Sulfated Cdsmentioning

confidence: 99%

Effect of Cyclodextrin Derivatization on Solubility and Efficacy of Drugs

Khalid¹,

Bashir²,

Asghar³

et al. 2020

Colloid Science in Pharmaceutical Nanotechnology

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Cyclodextrins (CDs) possess cyclic structure having (α-1,4)-linked glucopyranose units making them less vulnerable to enzymatic degradation as than the linear dextrins. Commonly used natural CDs are α-CD, β-CD, and ɣ-CD with truncated cone-like appearance having lipophilic central cavity and hydrophilic exterior surface. The problem of low aqueous solubility of natural CDs can be addressed by reacting them with various reagents to produce water-soluble derivatives. CD derivatives can be categorized in many ways depending upon their substituents, biological activity, polarity, and size. The derivatization of natural CDs produces noncrystalline and amorphous forms with higher water solubility that are physically and microbiologically stable for prolonged time period. Variety of methods can be used to determine average degree of substitution for a modified CD. Dissociation by dilution is considered as major release mechanism of drugs from complex. It is essential to optimize the amount of CDs for a given preparation because they can either retard or promote drug delivery through biological membrane.

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Untitled

Cited by 19 publications

References 6 publications

Layer‐by‐Layer Coated PLA Nanoparticles with Oppositely Charged β‐Cyclodextrin Polymer for Controlled Delivery of Lipophilic Molecules

Layer‐by‐Layer Coated PLA Nanoparticles with Oppositely Charged β‐Cyclodextrin Polymer for Controlled Delivery of Lipophilic Molecules

Effects of Selected Anionic β-Cyclodextrins on Persistence of Blood Glucose Lowering by Insulin Glargine after Subcutaneous Injection to Rats

Effect of Cyclodextrin Derivatization on Solubility and Efficacy of Drugs

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