Assessment of lipophilicity of some biologically active arylpiperazines by rptlc and multivariate analysis
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Stanojević, Marija
Trifković, Jelena

Kostić-Rajacić, Sladana
Soskić, Vukic
Tesić, Zivoslav

Milojković-Opsenica, Dušanka

Article (Published version)

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The chromatographic behavior of arylureas and arylacetamides derivatives with observed biological activity toward dopamine D-2 and 5-hydroxytryptamine 5HT(1A) receptors were examined by high-performance thin-layer chromatography in order to determine their lipophilicity and to correlate their structure and retention. The binary water-dimethyl sulfoxid mobile phases and RP-18 silica as stationary phase were used in order to determine chromatographic descriptors R-M(0), b, and C-0, as a measure of the lipophilicity of tested compounds. Based on the respective retention, the lipophilicity of the investigated compounds was discussed. Principal component analysis followed by partial least squares was used to select variables that best describe the behavior of the investigated compounds in the chromatographic system and to quantify their influences. The models reveal the importance of nonpolar properties of the solutes and their ability for hydrophobic interactions, as well as the importance... of proton donating abilities and the size and the shape of the molecule, pointing out on that way the possible separation mechanism in the studied chromatographic systems.
Keywords:
quantitative structure-retention relationships / principal component analysis / partial least squares / lipophilicity / high-performance thin-layer chromatography / arilpiperazinesSource:
Journal of Liquid Chromatography & Related Technologies, 2014, 37, 20, 2814-2828Publisher:
- Taylor & Francis Inc, Philadelphia
Funding / projects:
- Structure-properties relationships of natural and synthetic molecules and their metal complexes (RS-172017)
DOI: 10.1080/10826076.2014.907112
ISSN: 1082-6076
WoS: 000337971200002
Scopus: 2-s2.0-84903212960
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Institut za tehnologiju nuklearnih i drugih mineralnih sirovinaTY - JOUR AU - Stanojević, Marija AU - Trifković, Jelena AU - Kostić-Rajacić, Sladana AU - Soskić, Vukic AU - Tesić, Zivoslav AU - Milojković-Opsenica, Dušanka PY - 2014 UR - https://ritnms.itnms.ac.rs/handle/123456789/326 AB - The chromatographic behavior of arylureas and arylacetamides derivatives with observed biological activity toward dopamine D-2 and 5-hydroxytryptamine 5HT(1A) receptors were examined by high-performance thin-layer chromatography in order to determine their lipophilicity and to correlate their structure and retention. The binary water-dimethyl sulfoxid mobile phases and RP-18 silica as stationary phase were used in order to determine chromatographic descriptors R-M(0), b, and C-0, as a measure of the lipophilicity of tested compounds. Based on the respective retention, the lipophilicity of the investigated compounds was discussed. Principal component analysis followed by partial least squares was used to select variables that best describe the behavior of the investigated compounds in the chromatographic system and to quantify their influences. The models reveal the importance of nonpolar properties of the solutes and their ability for hydrophobic interactions, as well as the importance of proton donating abilities and the size and the shape of the molecule, pointing out on that way the possible separation mechanism in the studied chromatographic systems. PB - Taylor & Francis Inc, Philadelphia T2 - Journal of Liquid Chromatography & Related Technologies T1 - Assessment of lipophilicity of some biologically active arylpiperazines by rptlc and multivariate analysis EP - 2828 IS - 20 SP - 2814 VL - 37 DO - 10.1080/10826076.2014.907112 UR - conv_692 ER -
@article{ author = "Stanojević, Marija and Trifković, Jelena and Kostić-Rajacić, Sladana and Soskić, Vukic and Tesić, Zivoslav and Milojković-Opsenica, Dušanka", year = "2014", abstract = "The chromatographic behavior of arylureas and arylacetamides derivatives with observed biological activity toward dopamine D-2 and 5-hydroxytryptamine 5HT(1A) receptors were examined by high-performance thin-layer chromatography in order to determine their lipophilicity and to correlate their structure and retention. The binary water-dimethyl sulfoxid mobile phases and RP-18 silica as stationary phase were used in order to determine chromatographic descriptors R-M(0), b, and C-0, as a measure of the lipophilicity of tested compounds. Based on the respective retention, the lipophilicity of the investigated compounds was discussed. Principal component analysis followed by partial least squares was used to select variables that best describe the behavior of the investigated compounds in the chromatographic system and to quantify their influences. The models reveal the importance of nonpolar properties of the solutes and their ability for hydrophobic interactions, as well as the importance of proton donating abilities and the size and the shape of the molecule, pointing out on that way the possible separation mechanism in the studied chromatographic systems.", publisher = "Taylor & Francis Inc, Philadelphia", journal = "Journal of Liquid Chromatography & Related Technologies", title = "Assessment of lipophilicity of some biologically active arylpiperazines by rptlc and multivariate analysis", pages = "2828-2814", number = "20", volume = "37", doi = "10.1080/10826076.2014.907112", url = "conv_692" }
Stanojević, M., Trifković, J., Kostić-Rajacić, S., Soskić, V., Tesić, Z.,& Milojković-Opsenica, D.. (2014). Assessment of lipophilicity of some biologically active arylpiperazines by rptlc and multivariate analysis. in Journal of Liquid Chromatography & Related Technologies Taylor & Francis Inc, Philadelphia., 37(20), 2814-2828. https://doi.org/10.1080/10826076.2014.907112 conv_692
Stanojević M, Trifković J, Kostić-Rajacić S, Soskić V, Tesić Z, Milojković-Opsenica D. Assessment of lipophilicity of some biologically active arylpiperazines by rptlc and multivariate analysis. in Journal of Liquid Chromatography & Related Technologies. 2014;37(20):2814-2828. doi:10.1080/10826076.2014.907112 conv_692 .
Stanojević, Marija, Trifković, Jelena, Kostić-Rajacić, Sladana, Soskić, Vukic, Tesić, Zivoslav, Milojković-Opsenica, Dušanka, "Assessment of lipophilicity of some biologically active arylpiperazines by rptlc and multivariate analysis" in Journal of Liquid Chromatography & Related Technologies, 37, no. 20 (2014):2814-2828, https://doi.org/10.1080/10826076.2014.907112 ., conv_692 .