100
Views
7
CrossRef citations to date
0
Altmetric
Original Articles

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

, , , , &

References

  • Zheng, X.-H.; Shao, Y.-X.; Li, Z.; Liu, M.; Bu, X.; Luo, H.-B.; Hu, X. Quantitative Structure-retention Relationship of Curcumin and Its Analogues. J. Sep. Sci. 2012, 35, 505–512.
  • Tešić, Ž. Lj.; Milojković-Opsenica, D. M. TLC Determination of Drug Lipophilicity. In Thin Layer Chromatography in Drug Analysis; Komsta, Ł.; Waksmundzka-Hajnos, M.; Sherma, J. Eds.; CRC Press: Boca Raton, FL, 2013; 225–246pp.
  • Tsantili-Kakoulidou, A. Lipophilicity: Assessment by RP/TLC and HPLC. In Encyclopedia of Chromatography; Cazes, J. Ed.; CRC Press: Boca Raton, FL, 2009; 1400–1407 pp.
  • Dołowy, M.; Pyka, A. Lipophilicity Study of Salicylic and Acetylsalicylic Acids Using Both Experimental and Calculations Methods. J. Liq. Chromatogr. Relat. Technol. 2015, 38, 485–491.
  • Bieganowska, M. L.; Doraczynska-Szopa, A.; Petrucznyk, A. The Retention Behavior of Some Sulfonamides on Different TLC Plates. 2. Comparison of the Selectivity of the Systems and Quantitative Determination of Hydrophobicity Parameters. J. Planar Chromatogr. – Mod. TLC. 1995, 8, 122–128.
  • Perišić-Janjić, N.; Đaković-Sekulić, T.; Stojanović, S.; Penov-Gaši, K. HPTLC Chromatography of Androstene Derivates. Application of Normal Phase Thin-layer Chromatographic Retention Data in QSAR Studies. Steroids. 2005, 70, 137–144.
  • Odović, J.; Aleksić, M.; Stojimirović, B.; Milojković-Opsenica, D.; Tešić, Ž. Normal-phase Thin Layer Chromatography of Some Angiotensin Converting Enzyme (ACE) Inhibitors and Their Metabolites. J. Serb. Chem. Soc. 2009, 74, 677–688.
  • Milošević, N. P.; Stojanović, S. Z.; Penov-Gaši, K.; Perišić-Janjić, N.; Kaliszan, R. Reversed- and Normal-phase Liquid Chromatography in Quantitative Structure Retention–property Relationships of Newly Synthesized Seco-androstene Derivatives. J. Pharm. Biomed. Anal. 2014, 88, 636–642.
  • Gowin, E.; Komsta, L. Revisiting Thin-Layer Chromatography as a Lipophilicity Determination Tool. Part II – Is Silica Gela Reliable Adsorbent for Lipophilicity Estimation? J. Planar Chromatogr. – Mod. TLC. 2012, 25, 5–9.
  • Soczewinski, E. Solvent Composition Effects in Thin-Layer Chromatography Systems of the Type Silica Gel-Electron Donor Solvent. Anal. Chem. 1969, 41, 179–182.
  • Vrakas, D.; Panderia, I.; Hadjipavlou-Litina, D.; Tsantili-Kakoulidou, A. Investigation of the Relationships Between logP and Various Chromatographic Indices for a Series of Substituted Coumarins. Evaluation of their Similarity/Dissimilarity using Multivariate Statistics. QSAR Comb. Sci. 2005, 24, 254–260.
  • Bard, B.; Carrupt, P.-A.; Martel, S. Determination of Alkane/water Partition Coefficients of Polar Compounds Using Hydrophilic Interaction Chromatography. J. Chromatogr. A 2012, 1260, 164–168.
  • Bard, B.; Carrupt, P.-A.; Martel, S. Lipophilicity of Basic Drugs Measured by Hydrophilic Interaction Chromatography. J. Med. Chem. 2009, 52, 3416–3419.
  • Kovačević, S.; Jevrić, L.; Podunavac Kuzmanović, S.; Lončar, E. Prediction of In-silico ADME Properties of 1,2-O-Isopropylidene Aldohexose Derivatives. Iran. J. Pharm. Res. 2014, 13, 899–907.
  • Milić, D.; Gašić, M. J.; Muster, W.; Csanadi, J. J.; Šolaja, B. A. The Synthesis and Biological Evaluation of A-ring Substituted Steroidal p-quinones. Tetrahedron. 1997, 53, 14073–14084.
  • Milić, D. R.; Kop, T.; Juranić, Z.; Gašić, M. J.; Šolaja, B. A. Synthesis and Antiproliferative Activity of Epoxy and Bromo Compounds Derived from Estrone. Bioorg. Med. Chem. Lett. 2001, 11, 2197–2200.
  • Milić, D.; Kop, T.; Juranić, Z.; Gašić, M. J.; Tinant, B.; Pocsfalvi, G.; Šolaja, B. A. Synthesis and Antiproliferative Activity of A-ring Aromatised and Conduritol-like Steroidal Compounds. Steroids. 2005, 70, 922–932.
  • Milić, D.; Kop, T.; Csanadi, J.; Juranić, Z.; Žižak, Ž.; Gašić, M. J.; Šolaja, B. A. Estrone Derived Steroidal Diepoxide: Biologically Active Compound and Precursor of a Stable Steroidal A,B-spiro System. Steroids. 2009, 74, 890–895.
  • Tosti, T.; Natić, M.; Smoliński, A.; Milić, D.; Milojković-Opsenica, D.; Tešić, Ž. Study of Retention of 31 Polyoxygenated Steroids by Normal- and Reversed-phase Thin-layer Chromatography. Acta Chromatogr. 2011, 23(3), 429–445
  • Tosti, T.; Natić, M.; Dabić, D.; Milić, D.; Milojković-Opsenica, D.; Tešić, Ž. Structure-retention Relationship Study of Polyoxygenated Steroids. J. Sep. Sci. 2012, 35, 2693–2698.
  • McDaniel, D. H.; Brown, H. C. An Extended Table of Hammett Substituent Constants Based on the Ionization of Substituted Benzoic Acids. J. Org. Chem. 1958, 23, 420–427.
  • Giaginis, C.; Tsantili-Kakoulidou, A. Current State of the Art in HPLC Methodology for Lipophilicity Assessment of Basic Drugs. A Review. J. Liq. Chromatogr. Relat. Technol. 2008, 31, 79–96.
  • Virtual Computational Chemistry Laboratory. http/www.vcclab.org/ (Accessed 30-10-2014)
  • Onişor, C.; Blăniţă, G.; Coroş, M.; Bucşa, M.; Vlassa, M.; Sârbu, C. A Comparative Study Concerning Chromatographic Retention and Computed Partition Coefficients of Some Precursors of Peraza Crown Ethers. Cent. Eur. J. Chem. 2010, 8(6), 1203–1209.

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.