A comparative study concerning chromatographic retention and computed partition coefficients of some precursors of peraza crown ethers

• Authors: Cristina Onişor , Gabriela Blăniţă , Maria Coroş , Monica Bucşa , Mircea Vlassa , Costel Sârbu
• Languages of publication: EN

Abstracts

EN

Retention indices for some precursors of peraza crown ethers were determined by reversed phase high-performance thin layer chromatography on RP-18 plates with methanol-water in different volume proportions as mobile phase. The Log P values for the same compounds were calculated using different computer programs: SciQSAR, SciLogP, Chem3D Ultra 8.0, XLOGP (based on atom contributions), Chemaxon and KOWWIN (based on atom/fragment contributions), cLogP (based on fragmental contributions), ALOGPS and IAlogP (based on atom-type electrotopological-state indices and neural network modeling). A comparative study concerning lipophilic parameters (RM0, b and ϕ0) and computed partition coefficients has been developed. Taking into account the correlation coefficients between determined and calculated Log P values, it seems that RM0 and b are less suitable than ϕ0 for estimating lipophilicity of the compounds investigated, and cLogP and ALOGPS provide the best correlations with experimental values.

Keywords

EN

Precursor of peraza crown ether; RP-HPTLC; Lipophilicity; Computed LogP value

• Publisher: De Gruyter Open
• Journal: Open Chemistry
• Year: 2010
• Volume: 8
• Issue: 6
• Pages: 1203-1209

Dates

published

1 - 12 - 2010

online

8 - 10 - 2010

Contributors

author

Cristina Onişor

• Faculty of Chemistry and Chemical Engineering, Babeş-Bolyai University, 400028, Cluj-Napoca, Romania

author

Gabriela Blăniţă

• National Institute for Research and Development of Isotopic and Molecular Technologies, 400293, Cluj-Napoca, Romania

author

Maria Coroş

• Faculty of Chemistry and Chemical Engineering, Babeş-Bolyai University, 400028, Cluj-Napoca, Romania

author

Monica Bucşa

• Faculty of Chemistry and Chemical Engineering, Babeş-Bolyai University, 400028, Cluj-Napoca, Romania

author

Mircea Vlassa

• Faculty of Chemistry and Chemical Engineering, Babeş-Bolyai University, 400028, Cluj-Napoca, Romania

author

Costel Sârbu

• Faculty of Chemistry and Chemical Engineering, Babeş-Bolyai University, 400028, Cluj-Napoca, Romania

References

• [1] L. Zhang, M. Zhang, L.X. Wang, Q.S. Wang, Chromatographia 52(5), 305 (2000) http://dx.doi.org/10.1007/BF02491022[Crossref]
• [2] J.V. Turner, B.D. Glass, S. Agatonovic-Kustrin, Anal. Chim. Acta 485(1), 89 (2003) http://dx.doi.org/10.1016/S0003-2670(03)00406-9[Crossref]
• [3] D. Zavrsnik, S. Spirtović, S. Muratović, Bosn. J. Basic Med. Sci. 3(4), 37 (2003)
• [4] S. Scholl, D. Henning, G. Kempter, E. Kleinpeter, Struct. Chem. 10(5), 355 (1999) http://dx.doi.org/10.1023/A:1022091411018[Crossref]
• [5] R. Wang, Y. Fu, L.A. Lai, J. Chem. Inf. Model. 37(6), 615 (1997) http://dx.doi.org/10.1021/ci960169p[Crossref]
• [6] C. Sârbu, K. Kuhajda, S. Kevresan, J. Cromatogr. A917, 361 (2001) http://dx.doi.org/10.1016/S0021-9673(01)00726-9[Crossref]
• [7] M. Karelson, Molecular Descriptors in QSAR/QSPR (John Wiley & Sons, New York, 2000)
• [8] K. Jóźwiak, H. Szumiło, E. Soczewiński, Wiad. Chem. 55, 1047 (2001)
• [9] M. Medić-Šarić, A. Mornar, T. Badovinac-Črnjević, I. Jasprica, Croat. Chim. Acta 77(1/2), 367 (2004)
• [10] A. Pyka, J. Planar. Chromatogr. - Mod. TLC 17(4), 275 (2004) http://dx.doi.org/10.1556/JPC.17.2004.4.6[Crossref]
• [11] A. Pyka, M. Dolowy, J. Liq. Chromatogr. Relat. Technol. 28, 1765 (2005) http://dx.doi.org/10.1081/JLC-200060489[Crossref]
• [12] L. Komsta, R. Skibínskia, A. Berecka, A. Gumieniczek, B. Radkiewicz, M.I. Radoń, J. Pharmaceut. Biomed. Anal. doi:10.1016/j.jpba.2010.06.024 (2010) [Crossref]
• [13] J.W. Sibert, A.H. Cory, J.G. Cory, Chem. Commun. 154, (2002) [Crossref]
• [14] S.J. Paisey, P.J. Sadler, Chem. Commun. 306 (2004) [Crossref]
• [15] X. Liang, P.J. Sadler, Chem. Soc. Rev. 33, 246 (2004) http://dx.doi.org/10.1039/b313659k[Crossref]
• [16] J.S. Bradshaw, K.E. Krakowiak, R.M. Izatt, Aza-crown macrocycles (John Wiley & Sons, New York, 1992)
• [17] Sârbu, T. Djaković-Sekulić, N. Perišić-Janjić, J. Pharm. Biomed. Anal. 30(3), 739 (2002) http://dx.doi.org/10.1016/S0731-7085(02)00338-2[Crossref]
• [18] K. Valkó, P. Slegel, J. Chromatogr. 631(1/2), 49 (1993) http://dx.doi.org/10.1016/0021-9673(93)80506-4[Crossref]
• [19] K. Valkó, C. Bevan, D. Reynolds, Anal. Chem. 69, 2022 (1997) http://dx.doi.org/10.1021/ac961242d[Crossref]
• [20] A. Pyka, M. Babuska, J. Liq. Chromatogr. Relat. Technol. 29, 1891 (2006) http://dx.doi.org/10.1080/10826070600757748[Crossref]
• [21] T. Djaković-Sekulić, M. Acănski, N. Perišić-Janjić, J. Chromatogr B766, 67 (2001)

Identifiers

DOI

10.2478/s11532-010-0095-y