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Biopartitioning micellar chromatography as a predictive tool for skin and corneal permeability of newly synthesized 17β-carboxamide steroids

Overview of attention for article published in European Journal of Pharmaceutical Sciences, March 2014
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Title
Biopartitioning micellar chromatography as a predictive tool for skin and corneal permeability of newly synthesized 17β-carboxamide steroids
Published in
European Journal of Pharmaceutical Sciences, March 2014
DOI 10.1016/j.ejps.2014.02.007
Pubmed ID
Authors

Vladimir Dobričić, Katarina Nikolic, Sote Vladimirov, Olivera Čudina

Abstract

In this paper, human skin and corneal permeability of twenty-two newly synthesized 17β-carboxamide steroids was predicted using biopartitioning micellar chromatography (BMC). These compounds are potential soft glucocorticoids with local anti-inflammatory activity when applied to the skin or eye. BMC systems are used to simulate physicochemical properties of human skin (BMC-skin) and cornea (BMC-cornea). Micellar mobile phase, consisted of 0.04 M solution of polyoxyethylene (23) lauryl ether (Brij 35), was prepared at different pH values - 5.50 (BMC-skin) and 7.50 (BMC-cornea). Retention factors (k), obtained by use of BMC, were calculated for all newly synthesized 17β-carboxamide steroids as well as for parent glucocorticoids (hydrocortisone, prednisolone, methylprednisolone, dexamethasone and betamethasone). Good correlation was obtained between BMC-skin retention factors and permeability coefficients calculated by use of the artificial membrane that simulates stratum corneum of the human skin. Quantitative structure-retention relationship (QSRR) study was performed in order to explain retention factors of these compounds in the tested BMC systems. ANN-QSRR(k), PLS-QSRR(k) and MLR-QSRR(k) models, created by use of BMC-skin retention data, were compared and optimal model (PLS-QSRR(k)) was selected. Molecular descriptors of the selected model indicate that lipophilicity and number of short C-C fragments of tested compounds have the strongest influence on the retention in the BMC-skin system and presumably on their in vivo permeability through human skin. The same model can be applied to the BMC-cornea system and the same conclusion can be drawn for corneal permeability. This model could be used as a predictive tool for the synthesis of novel 17β-carboxamide steroids with desirable permeability through human skin or cornea, depending on their potential pharmacological application.

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Mendeley readers

Mendeley readers

The data shown below were compiled from readership statistics for 30 Mendeley readers of this research output. Click here to see the associated Mendeley record.

Geographical breakdown

Country Count As %
Unknown 30 100%

Demographic breakdown

Readers by professional status Count As %
Student > Ph. D. Student 10 33%
Student > Master 4 13%
Professor > Associate Professor 3 10%
Student > Bachelor 2 7%
Researcher 1 3%
Other 1 3%
Unknown 9 30%
Readers by discipline Count As %
Pharmacology, Toxicology and Pharmaceutical Science 4 13%
Chemistry 4 13%
Medicine and Dentistry 3 10%
Agricultural and Biological Sciences 2 7%
Psychology 1 3%
Other 3 10%
Unknown 13 43%
Attention Score in Context

Attention Score in Context

This research output has an Altmetric Attention Score of 1. This is our high-level measure of the quality and quantity of online attention that it has received. This Attention Score, as well as the ranking and number of research outputs shown below, was calculated when the research output was last mentioned on 18 March 2014.
All research outputs
#20,656,820
of 25,374,647 outputs
Outputs from European Journal of Pharmaceutical Sciences
#2,378
of 2,950 outputs
Outputs of similar age
#174,170
of 236,023 outputs
Outputs of similar age from European Journal of Pharmaceutical Sciences
#14
of 20 outputs
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