Abstract
The retention factors in pure water for a homologous series of s-triazines were calculated by a numerical method basing on Ościk's equation and were correlated with log k w values obtained by linear and parabolic extrapolation. Chromatographic data (log k w ) were compared with the software-calculated partition coefficients in the n-octanol/water system (Alog P, IAlog P, clog P, log P Kowin , xlog P, log P ACD and log P Chem.Off.) as alternative hydrophobicity indices. The effect of organic modifier (methanol and acetonitrile) and its concentration in the mobile phase used for log k w evaluation were investigated. Very good linear correlations were found between log k w values calculated by the numerical method and log P ACD , log P Chem.Off . and clog P values, independent of organic modifier type.
Similar content being viewed by others
References
Hansch C, Leo A (1979) Substituent Constants for Correlation Analysis in Chemistry and Biology, Wiley, New York
Kaliszan R (1987) Quantitative Structure-Chromatographic Retention Relationships, Wiley, New York
Valkó K, Bevan C, Reynolds D (1997) Anal Chem 69: 2022–2029
el Tayar N, Van de Weterbeemd M, Testa B (1985) J Chromatogr 320:305–312
Maylan MW, Howard PH (1995) J Pharm Sci 84:83–92
Kaliszan R (1997) Structure and Retention in Chromatography – A Chemometric Approach, Harwood, Amsterdam
Hansch C, Kurup A, Garg R, Gao H (2001), Chem Rev 101:619–672
Rekker RF, Mannhold R (1992) Calculation of Drug Lipophilicity, VCH, Weinheim
Rekker RF (1977) The Hydrophobic Fragmental Constant, Pharmacochemistry Library, Vol. 1, Elsevier, Amsterdam
Nys GG, Rekker RF (1973) Eur J Med Chem 8:521–535
Koopmans RE, Rekker RF (1984) J Chromatogr 285:267–279
Leo A, Silipo PYC, Hansch C (1975) J Med Chem 18:865–868
Leo A (1993) Chem Revs 93:1281–1306
Leo A (1991) Methods Enzym 202:544–591
Hansch L, Leo A (1995) Exploring QSAR – fundamentals and applications in chemistry and biology, American Chemical Society, Washington, DC
Convard T, Dubost JP, Le Solleu H, Kummer E (1994) Quant Struct-Act Relat 13:34–37
Ghose AK, Pritchett A, Crippen GM (1988) J Comp Chem 9:80–90
Ghose AK, Crippen GM (1986) J Comp Chem 7:565–577
Klopman G, Iroff LD (1981) J Comput Chem 2:157–160
Michels JJ, Dorsey JG (1990) J Chromatogr 499:435–451
Hsieh MM, Dorsey JG (1993) J Chromatogr 631:63–78
Leahy DE (1986) J Pharm Sci 75:629–636
Van de Waterbeemd H, Karajiannis H, Kansy M, Obrecht D, Mûller K, Lehmann Ch (1995) Conformation-liophilicity relationships of peptides and peptide mimetics, in P. Sanz (Editor), Trends in QSAR and Molecular Modeling 94, Barcelona
Mannhold R, Dross K (1996) Quant Struct-Act Relat 15:403–409
Kier LB, Hall LH (1976) Molecular Connectivity in Chemistry and Drug Research, Academic Press, New York
Van de Waterbeemd H, Mannhold R (1996) Quant Struct-Act Relat15:410–412
Tetko IV, Tanchuk VYu (2002) VCCLAB http://146.107.217.178/servlets/vcclab?action=alops
Tetko IV, Tanchuk VYu, Lai L (2002) J Chem Inf Comput Sci 42:1136–1145
www.daylight.com/daycgi/clogp
Kaliszan R (1981) J Chromatogr 220:71–84
Braumann T (1986) J Chromatogr 373:191–225
Siwek A, Śliwiok J (1988) Chromatographia 25:797–800
Bitteur S, Rosset R (1987) J Chromatogr 394:279–293
Thus JLG, Kraak JC (1985) J Chromatogr 320:271–279
Sherblom PM, Eganhouse RP (1988) J Chromatogr 454:37–50
Collander R (1951) Acta Chem Scand 5:774–781
Siwek A, Śliwiok J (1990) J. Chromatogr. 506:109–118
Jandera P, Kubát J (1990) J. Chromatogr. 500:281–299
Schoenmakers PJ, Billiet HAH, L. de Galan (1983) J Chromatogr 282:107–121
Jandera P, Churáček J, čáslavský J, Vojáčová M (1980) Chromatographia 13:734–740
Janicka M, Kwietniewski L, Matysiak J (2000) J Planar Chromatogr 13:285–289
Janicka M (2003) Chromatographia 57:395–403
Janicka M , Ościk-Mendyk B, Tarasiuk B (2004) J Planar Chromatogr 17:186–191
Perišić-Janjić NU, Jevrič LR, Dančić-Caračić GA, Jovanović BZ (2001) J Planar Chromatogr 14:277–288
Kawashima Y, Ikemoto T, Horigushi A, Okuyama S, Hatayama K (1993) J Med Chem 36:818–819
Moret EE, de Boer M, Hilbers HW, Tolenaere JP, Janssen LHM, Holthuis RJ, Bergen RJ, Verboom W, Reinhoudt DN (1996) J Med Chem 39:720–728
Nakazato A, Ohata K, Sekiguch Y, Okuyama S, Chaki S, Kawashima Y, Hatayama K (1999) J Med Chem 42:1076–1087
Janicka M, Perišić-Janjić NU, Różyło JK (2004) J Planar Chromatogr 17:468–475
Jaroniec M, Ościk J (1982) J High Resol Chromatogr Chromatogr Commun 5:3–9
Kwietniewski L, Janicka M, Różyło JK (1998) J Planar Chromatogr 11:350–352
Author information
Authors and Affiliations
Corresponding author
Additional information
Presented at: 6th Balaton Symposium on High-Performance Separation Methods, Siófok, Hungary, September 7–9, 2005
Rights and permissions
About this article
Cite this article
Janicka, M., Kwietniewski, L. & Perišić-Janjić, N.U. Determination of Retention Factors of s-Triazines Homologous Series in Water Using a Numerical Method Basing on Ościk's Equation. Chroma 63 (Suppl 13), S87–S93 (2006). https://doi.org/10.1365/s10337-006-0817-7
Received:
Revised:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1365/s10337-006-0817-7