Solubilization of cyclosporin A

Yingqing Ran; Luwei Zhao; Qing Xu; Samuel H. Yalkowsky

doi:10.1208/pt020102

Solubilization of cyclosporin A

Yingqing Ran, Luwei Zhao, Qing Xu, Samuel H. Yalkowsky

Pharmacology and Toxicology

Research output: Contribution to journal › Article › peer-review

59 Scopus citations

Abstract

This study investigated the solubilization of cyclosporin A (CsA), a neutral undecapeptide, by cosolvency, micellization, and complexation. Cosolvents (ethanol, propylene glycol, polyethylene glycol, tetrahydrofurfuryl alcohol polyethyleneglycol ether, and glycerin), surfactants (polyoxyethylene sorbitan monooleate [(Tween 80)], polyoxyethylene sorbitan monolaurate [(Tween 20)], and Cremophor EL), and cyclodextrins (α-cyclodextrin [(αCD)] and hydroxypropyl-β-cyclodextrin[(HPβCD)] were used as solubilizing agents in this study. Surfactants had a noticeable effect in increasing CsA solubility. Twenty percent solutions of Tween 20, Tween 80, and Cremophor EL increased the solubility by 60 to 160 fold. Cyclodextrins can increase the CsA solubility, but αCD was more effective than HPβCD. Cosolvents on the other hand did not increase the solubility of CsA as much as expected from the LOGP (logrithm of water-octanol partition coefficent) value of CsA.

Original language	English (US)
Article number	2
Journal	AAPS PharmSciTech
Volume	2
Issue number	1
DOIs	https://doi.org/10.1208/pt020102
State	Published - 2001

Keywords

Conformation
Cyclosporin A
Solubility
Solubilzation

ASJC Scopus subject areas

Pharmaceutical Science

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10.1208/pt020102

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title = "Solubilization of cyclosporin A",

abstract = "This study investigated the solubilization of cyclosporin A (CsA), a neutral undecapeptide, by cosolvency, micellization, and complexation. Cosolvents (ethanol, propylene glycol, polyethylene glycol, tetrahydrofurfuryl alcohol polyethyleneglycol ether, and glycerin), surfactants (polyoxyethylene sorbitan monooleate [(Tween 80)], polyoxyethylene sorbitan monolaurate [(Tween 20)], and Cremophor EL), and cyclodextrins (α-cyclodextrin [(αCD)] and hydroxypropyl-β-cyclodextrin[(HPβCD)] were used as solubilizing agents in this study. Surfactants had a noticeable effect in increasing CsA solubility. Twenty percent solutions of Tween 20, Tween 80, and Cremophor EL increased the solubility by 60 to 160 fold. Cyclodextrins can increase the CsA solubility, but αCD was more effective than HPβCD. Cosolvents on the other hand did not increase the solubility of CsA as much as expected from the LOGP (logrithm of water-octanol partition coefficent) value of CsA.",

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author = "Yingqing Ran and Luwei Zhao and Qing Xu and Yalkowsky, {Samuel H.}",

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AU - Zhao, Luwei

AU - Xu, Qing

AU - Yalkowsky, Samuel H.

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AB - This study investigated the solubilization of cyclosporin A (CsA), a neutral undecapeptide, by cosolvency, micellization, and complexation. Cosolvents (ethanol, propylene glycol, polyethylene glycol, tetrahydrofurfuryl alcohol polyethyleneglycol ether, and glycerin), surfactants (polyoxyethylene sorbitan monooleate [(Tween 80)], polyoxyethylene sorbitan monolaurate [(Tween 20)], and Cremophor EL), and cyclodextrins (α-cyclodextrin [(αCD)] and hydroxypropyl-β-cyclodextrin[(HPβCD)] were used as solubilizing agents in this study. Surfactants had a noticeable effect in increasing CsA solubility. Twenty percent solutions of Tween 20, Tween 80, and Cremophor EL increased the solubility by 60 to 160 fold. Cyclodextrins can increase the CsA solubility, but αCD was more effective than HPβCD. Cosolvents on the other hand did not increase the solubility of CsA as much as expected from the LOGP (logrithm of water-octanol partition coefficent) value of CsA.

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KW - Solubility

KW - Solubilzation

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Solubilization of cyclosporin A

Abstract

Keywords

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