Estimation of Lipophilicity of N-Substituted 2-Alkylidene-4-Oxothiazolidines by Means of Reversed-Phase Thin-Layer Chromatography
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Dabić Zagorac, DraganaNatić, Maja
Džambaski, Zdravko
Stojanović, Milovan
Marković, Rade
Milojković-Opsenica, Dušanka
Tešić, Živoslav Lj.
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The chromatographic behavior of 23 new 2-alkylidene-4-oxothiazolidine derivatives was investigated by means of the reversed-phase thin-layer chromatography (RP TLC) on the C18 and CN stationary phases. Binary mixtures of methanol-water, acetonitrile-water, and tetrahydrofuran-water were used as mobile phases. Linear relationships between the volume fraction of the organic mobile phase modifier and the RM values were established for each solute with high correlation coefficient values (r0.99). The investigated 4-oxothiazolidines are a congeneric set of compounds, and significant correlations were obtained between the chromatographically determined [image omitted] and m values. The lipophilicity parameters obtained from the reversed-phase experiments were compared with the calculated log P values. Some of these correlations offer very good predicting models, which are important for a better understanding of the relationships between chemical structure and retention, and can prove helpful... in the structure-activity studies as well. Finally, our investigation was focused on chemometric processing of the retention data in different chromatographic systems. To this effect, Principal Component Analysis (PCA) was performed, yielding the results helpful in interpretation of interactions among investigated substances, binary mobile phases, and the two different stationary phases.
Keywords:
lipophilicity / principal component analysis / reversed-phase thin-layer chromatographySource:
Journal of Liquid Chromatography and Related Technologies, 2011, 34, 10-11, 791-804Publisher:
- Taylor & Francis Inc, Philadelphia
Funding / projects:
- Sinteza, analiza i aktivnost novih organskih polidentatnih liganada i njihovih kompleksa sa d-metalima (RS-142062)
DOI: 10.1080/10826076.2011.571157
ISSN: 1082-6076
WoS: 000290991600004
Scopus: 2-s2.0-79957492623
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Hemijski fakultet / Faculty of ChemistryTY - JOUR AU - Dabić Zagorac, Dragana AU - Natić, Maja AU - Džambaski, Zdravko AU - Stojanović, Milovan AU - Marković, Rade AU - Milojković-Opsenica, Dušanka AU - Tešić, Živoslav Lj. PY - 2011 UR - https://cherry.chem.bg.ac.rs/handle/123456789/1346 AB - The chromatographic behavior of 23 new 2-alkylidene-4-oxothiazolidine derivatives was investigated by means of the reversed-phase thin-layer chromatography (RP TLC) on the C18 and CN stationary phases. Binary mixtures of methanol-water, acetonitrile-water, and tetrahydrofuran-water were used as mobile phases. Linear relationships between the volume fraction of the organic mobile phase modifier and the RM values were established for each solute with high correlation coefficient values (r0.99). The investigated 4-oxothiazolidines are a congeneric set of compounds, and significant correlations were obtained between the chromatographically determined [image omitted] and m values. The lipophilicity parameters obtained from the reversed-phase experiments were compared with the calculated log P values. Some of these correlations offer very good predicting models, which are important for a better understanding of the relationships between chemical structure and retention, and can prove helpful in the structure-activity studies as well. Finally, our investigation was focused on chemometric processing of the retention data in different chromatographic systems. To this effect, Principal Component Analysis (PCA) was performed, yielding the results helpful in interpretation of interactions among investigated substances, binary mobile phases, and the two different stationary phases. PB - Taylor & Francis Inc, Philadelphia T2 - Journal of Liquid Chromatography and Related Technologies T1 - Estimation of Lipophilicity of N-Substituted 2-Alkylidene-4-Oxothiazolidines by Means of Reversed-Phase Thin-Layer Chromatography VL - 34 IS - 10-11 SP - 791 EP - 804 DO - 10.1080/10826076.2011.571157 ER -
@article{ author = "Dabić Zagorac, Dragana and Natić, Maja and Džambaski, Zdravko and Stojanović, Milovan and Marković, Rade and Milojković-Opsenica, Dušanka and Tešić, Živoslav Lj.", year = "2011", abstract = "The chromatographic behavior of 23 new 2-alkylidene-4-oxothiazolidine derivatives was investigated by means of the reversed-phase thin-layer chromatography (RP TLC) on the C18 and CN stationary phases. Binary mixtures of methanol-water, acetonitrile-water, and tetrahydrofuran-water were used as mobile phases. Linear relationships between the volume fraction of the organic mobile phase modifier and the RM values were established for each solute with high correlation coefficient values (r0.99). The investigated 4-oxothiazolidines are a congeneric set of compounds, and significant correlations were obtained between the chromatographically determined [image omitted] and m values. The lipophilicity parameters obtained from the reversed-phase experiments were compared with the calculated log P values. Some of these correlations offer very good predicting models, which are important for a better understanding of the relationships between chemical structure and retention, and can prove helpful in the structure-activity studies as well. Finally, our investigation was focused on chemometric processing of the retention data in different chromatographic systems. To this effect, Principal Component Analysis (PCA) was performed, yielding the results helpful in interpretation of interactions among investigated substances, binary mobile phases, and the two different stationary phases.", publisher = "Taylor & Francis Inc, Philadelphia", journal = "Journal of Liquid Chromatography and Related Technologies", title = "Estimation of Lipophilicity of N-Substituted 2-Alkylidene-4-Oxothiazolidines by Means of Reversed-Phase Thin-Layer Chromatography", volume = "34", number = "10-11", pages = "791-804", doi = "10.1080/10826076.2011.571157" }
Dabić Zagorac, D., Natić, M., Džambaski, Z., Stojanović, M., Marković, R., Milojković-Opsenica, D.,& Tešić, Ž. Lj.. (2011). Estimation of Lipophilicity of N-Substituted 2-Alkylidene-4-Oxothiazolidines by Means of Reversed-Phase Thin-Layer Chromatography. in Journal of Liquid Chromatography and Related Technologies Taylor & Francis Inc, Philadelphia., 34(10-11), 791-804. https://doi.org/10.1080/10826076.2011.571157
Dabić Zagorac D, Natić M, Džambaski Z, Stojanović M, Marković R, Milojković-Opsenica D, Tešić ŽL. Estimation of Lipophilicity of N-Substituted 2-Alkylidene-4-Oxothiazolidines by Means of Reversed-Phase Thin-Layer Chromatography. in Journal of Liquid Chromatography and Related Technologies. 2011;34(10-11):791-804. doi:10.1080/10826076.2011.571157 .
Dabić Zagorac, Dragana, Natić, Maja, Džambaski, Zdravko, Stojanović, Milovan, Marković, Rade, Milojković-Opsenica, Dušanka, Tešić, Živoslav Lj., "Estimation of Lipophilicity of N-Substituted 2-Alkylidene-4-Oxothiazolidines by Means of Reversed-Phase Thin-Layer Chromatography" in Journal of Liquid Chromatography and Related Technologies, 34, no. 10-11 (2011):791-804, https://doi.org/10.1080/10826076.2011.571157 . .