, Volume 55, Issue 11–12, pp 707–713 | Cite as

Quantitative structure—Retention relationships (QSRR), using the optimum semi-empirical topological index, for methyl-branched alkanes produced by insects

  • B. S. Junkes
  • R. D. M. C. Amboni
  • V. E. F. Heinzen
  • R. A. Yunes
Originals Gas Chromatography


Theoretical prediction of chromatographic retention could be used as a means of identification of organic compounds separated by gas chromatography. An optimum semi-empirical topological index,l ET(opt), is proposed for prediction of the chromatographic retention of the methyl-branched alkanes produced by insects. Our previously-developed semi-empirical topological index (l ET) has been improved to make it possible to distinguish between methylalkane isomers. The new topological index is based on the length of the chain, the positions of the methyl groups, and the number of methyl groups attached to the backbone. Simple linear regression between chromatographic retention and the proposed optimum semi-empirical topological indexes, for 178 methylalkanes with nine to forty carbon atoms in the linear chain, was very satisfactory (r 2=0.9999 andSD=3.20). The good predictive quality of the model is shown by the chromatographic retention indexes predicted for an external group of 30 methylalkanes.

Key Words

Gas chromatography Retention indexes QSRR Semi-empirical topological index Methyl-branched alkanes 


Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.


  1. [1]
    Koutek, B.; Hoskovec, M.; Streinz, L.; Vrkocova, P.; Ruzicka, K.J. Chem. Soc. Perkin Trans 1998,2, 1351–1356.Google Scholar
  2. [2]
    Katritzky, A.L.; Chen K.; Maran U.; Carlson, D.A.Anal. Chem. 2000,72, 101–109.CrossRefGoogle Scholar
  3. [3]
    Carlson, D.A.; Bernier, U.R.; Sutton, B.D.J. Chem. Ecol. 1998,24, 1845–1865.CrossRefGoogle Scholar
  4. [4]
    Heinzen, V.F.H.; Yunes, R.A.J. Chromatogr. 1993,598, 243–250.CrossRefGoogle Scholar
  5. [5]
    Heinzen, V.F.H.; Yunes, R.A.J. Chromatogr. 1993,654, 83–89.CrossRefGoogle Scholar
  6. [6]
    Arruda, A.C.; Heinzen, V.F.H.; Yunes, R.A.J. Chromatogr. 1993,630, 251–256.CrossRefGoogle Scholar
  7. [7]
    Heinzen, V.F.H.; Yunes, R.A.J. Chromatogr. A 1996,719, 462–467.CrossRefGoogle Scholar
  8. [8]
    Heinzen, V.F.H.; Cechinel Filho, V.; Yunes, R.A.IL Farmaco 1999,54, 125–129.CrossRefGoogle Scholar
  9. [9]
    Soares, M.F.; Monache, F.D.; Heinzen, V.F.H.; Yunes, R.A.J. Braz. Chem. Soc. 1999,10, 189–196.CrossRefGoogle Scholar
  10. [10]
    Soares, M.F.; Boeing, C.R.; Monache, F.D.; Heinzen, V.F.H.; Yunes, R.A.Anais Assoc. Bras. Quim. 2000,49, 24–30.Google Scholar
  11. [11]
    Amboni, R.D.M.C.; Junkes, B.S.; Yunes, R.A.; Heinzen, V.E.F.J. Agric. Food Chem. 2000, 48, 3517–3521.CrossRefGoogle Scholar
  12. [12]
    Yunes, R.A.; Heinzen, V.F.H.; Cechinel Filho, V.; Lazzarotto M.;Arzneim. Forsch. Drug Res 2002,52, 125–132.Google Scholar
  13. [13]
    Junkes, B.S.; Amboni, R.D.M.C.; Heinzen, V.E.F.; Yunes, R.A.Chromatographia 2002,55, 75–81.Google Scholar
  14. [14]
    Heinzen, V.H.F.; Soares, M.F.; Yunes R.A.,J. Chromatogr. A 1999,849, 495–506.CrossRefGoogle Scholar
  15. [15]
    Randic, M.; Pompe, M.SAR and QSAR Environ. Res. 1999,10, 451–471.Google Scholar
  16. [16]
    Randic, M.Int. J. Quant. Chem.: Biol. Symp. 1994,21, 215–225.Google Scholar
  17. [17]
    Calixto, F.S.; Raso, A.G.Chromatographia 1981,14, 596–598.CrossRefGoogle Scholar
  18. [18]
    Calixto, F.S.; Raso, A.G.Chromatographia 1982,15, 521–524.CrossRefGoogle Scholar
  19. [19]
    Calixto, F.S.; Raso, A.G.Chromatographia 1982,15, 771–775.CrossRefGoogle Scholar
  20. [20]
    Bermejo, J.; Canga, J.S.J.; Gayol, O.M.; Guillén, M.D.J. Chromatogr. Sci. 1984,22, 252–255.Google Scholar
  21. [21]
    Macek, J.; Smolková-Keulemnsová, E.J. Chromatogr. 1985,333, 309–317.CrossRefGoogle Scholar
  22. [22]
    Körtvélyesi, T.; Górgényi, M.; Seres, L.Chromatographia 1995,41, 282–286.Google Scholar
  23. [23]
    Király, Z.; Körtvélyesi, T.; Seres, L.; Górgényi, M.Chromatogrophia 1996,42, 653–659.CrossRefGoogle Scholar

Copyright information

© Friedr. Vieweg & Sohn Verlagsgesellschaft mbH 2002

Authors and Affiliations

  • B. S. Junkes
    • 1
  • R. D. M. C. Amboni
    • 1
  • V. E. F. Heinzen
    • 1
  • R. A. Yunes
    • 1
  1. 1.Departamento de QuímicaUniversidade Federal de Santa CatarinaFloranópolisBrazil

Personalised recommendations