Estimation of Lipophilicity of Some Polyoxygenated Steroids by the Means of Normal-Phase Thin-Layer Chromatography
Authors
Tosti, Tomislav
Šegan, Sandra

Milić, Dragana

Radoičić, Aleksandra D.

Tešić, Živoslav

Milojković-Opsenica, Dušanka

Article (Accepted Version)

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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 lipophilicitySource:
Journal of Liquid Chromatography & Related Technologies, 2015, 38, 11, 1097-1103Publisher:
- Taylor & Francis Inc, Philadelphia
Funding / projects:
- Structure-properties relationships of natural and synthetic molecules and their metal complexes (RS-172017)
Note:
- This is a peer-reviewed version of the article https://doi.org/10.1080/10826076.2015.1028287
- http://cer.ihtm.bg.ac.rs/handle/123456789/1646
DOI: 10.1080/10826076.2015.1028287
ISSN: 1082-6076
WoS: 000354045900002
Scopus: 2-s2.0-84929237845
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IHTMTY - JOUR AU - Tosti, Tomislav AU - Šegan, Sandra AU - Milić, Dragana AU - Radoičić, Aleksandra D. AU - Tešić, Živoslav AU - Milojković-Opsenica, Dušanka PY - 2015 UR - https://cer.ihtm.bg.ac.rs/handle/123456789/3126 AB - 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. PB - Taylor & Francis Inc, Philadelphia T2 - Journal of Liquid Chromatography & Related Technologies T1 - Estimation of Lipophilicity of Some Polyoxygenated Steroids by the Means of Normal-Phase Thin-Layer Chromatography VL - 38 IS - 11 SP - 1097 EP - 1103 DO - 10.1080/10826076.2015.1028287 ER -
@article{ author = "Tosti, Tomislav and Šegan, Sandra and Milić, Dragana and Radoičić, Aleksandra D. and Tešić, Živoslav and Milojković-Opsenica, Dušanka", year = "2015", 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.", publisher = "Taylor & Francis Inc, Philadelphia", journal = "Journal of Liquid Chromatography & Related Technologies", title = "Estimation of Lipophilicity of Some Polyoxygenated Steroids by the Means of Normal-Phase Thin-Layer Chromatography", volume = "38", number = "11", pages = "1097-1103", doi = "10.1080/10826076.2015.1028287" }
Tosti, T., Šegan, S., Milić, D., Radoičić, A. D., Tešić, Ž.,& Milojković-Opsenica, D.. (2015). Estimation of Lipophilicity of Some Polyoxygenated Steroids by the Means of Normal-Phase Thin-Layer Chromatography. in Journal of Liquid Chromatography & Related Technologies Taylor & Francis Inc, Philadelphia., 38(11), 1097-1103. https://doi.org/10.1080/10826076.2015.1028287
Tosti T, Šegan S, Milić D, Radoičić AD, Tešić Ž, Milojković-Opsenica D. Estimation of Lipophilicity of Some Polyoxygenated Steroids by the Means of Normal-Phase Thin-Layer Chromatography. in Journal of Liquid Chromatography & Related Technologies. 2015;38(11):1097-1103. doi:10.1080/10826076.2015.1028287 .
Tosti, Tomislav, Šegan, Sandra, Milić, Dragana, Radoičić, Aleksandra D., Tešić, Živoslav, Milojković-Opsenica, Dušanka, "Estimation of Lipophilicity of Some Polyoxygenated Steroids by the Means of Normal-Phase Thin-Layer Chromatography" in Journal of Liquid Chromatography & Related Technologies, 38, no. 11 (2015):1097-1103, https://doi.org/10.1080/10826076.2015.1028287 . .