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

• Autorzy: Cristina Onişor , Gabriela Blăniţă , Maria Coroş , Monica Bucşa , Mircea Vlassa , Costel Sârbu
• Języki publikacji: EN

Abstrakty

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.

Słowa kluczowe

EN

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

• Czasopismo: Open Chemistry
• Rocznik: 2010
• Tom: 8
• Numer: 6
• Strony: 1203-1209

Daty

wydano

2010-12-01

online

2010-10-08

Twórcy

autor

Cristina Onişor

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

autor

Gabriela Blăniţă

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

autor

Maria Coroş

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

autor

Monica Bucşa

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

autor

Mircea Vlassa

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

autor

Costel Sârbu

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

Bibliografia

• [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)

Identyfikatory

DOI

10.2478/s11532-010-0095-y