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Estimation of Lipophilicity of Some Polyoxygenated Steroids by the Means of Normal-Phase Thin-Layer Chromatography

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2015
Authors
Tosti, Tomislav
Šegan, Sandra
Milić, Dragana
Radoičić, Aleksandra D.
Tešić, Živoslav
Milojković-Opsenica, Dušanka
Article (Published version)
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Abstract
Unmodified silica gel in combination with two mobile phases, acetone-n-hexane and acetonitrile-dichloromethane, was used in order to evaluate the capability of normal-phase (NP) chromatography on bare silica gel in estimation of lipophilicity of some polyoxygenated steroids. Soczewinski equation coefficients were employed as a measure of lipophilicity. The R-M(0) values obtained in NP-systems were correlated with those derived by extrapolation from reversed-phase (RP) systems. In addition, retention data, i.e., lipophilicity parameters determined in NP systems were compared with logP values calculated by use of several commercial computer programs. The results showed that chromatographic parameters R-M(0), and m obtained in NP system consisted of silica gel as stationary phase and acetone-n-hexane as mobile phase, are acceptable as the measures of lipophilicity of polyoxygenated steroids. The mechanism of retention was discussed.
Keywords:
polyoxygenated steroids / structure-retention relationship / lipophilicity / normal-phase chromatography / silica gel / calculated lipophilicity
Source:
Journal of Liquid Chromatography & Related Technologies, 2015, 38, 11, 1097-1103
Publisher:
  • Taylor & Francis Inc, Philadelphia
Projects:
  • Structure-properties relationships of natural and synthetic molecules and their metal complexes (RS-172017)
Note:
  • The peer-reviewed version: http://cer.ihtm.bg.ac.rs/handle/123456789/3126

DOI: 10.1080/10826076.2015.1028287

ISSN: 1082-6076

WoS: 000354045900002

Scopus: 2-s2.0-84929237845
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URI
http://cer.ihtm.bg.ac.rs/handle/123456789/1646
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