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Determination of the lipophilicity of selected isoquinoline alkaloids by RP-TLC

Identyfikatory
Warianty tytułu
Języki publikacji
EN
Abstrakty
EN
Nine alkaloids were chromatographed by reversed phase (RP) TLC on RP-18 with aqueous acetone or aqueous dioxane mobile phases. A variety of mobile phase additives (ammonia, diethylamine (DEA), tetrabutylammonium chloride (TBA-Cl)) were used to suppress ionization of the alkaloids and/or reduce ionic interactions with surface silanol groups. Ion-pair (IP) RP-TLC was also performed with aqueous acetone mobile phases and reagents such as pentane sulphonic acid (PSA), octane sulphonic acid (OSA), or di-(2-ethylhexyl)orthophosphoric acid (HDEHP) as mobile phase additives. In these systems retention of the alkaloids was determined using mobile phases with different modifier concentrations. Relationships between R M and modifier concentration were sought. A linear semilogarithmic equation was fitted to experimental data and used to obtain lipophilicity values R MW ( R M for pure water), the slope ( S ), and φ 0 , the intercept with the x -axis. The retention of standards with known lipophilicity log P was then determined using the chromatographic systems described above and R MW values were calculated. From these experimental data equations relating log P and R MW were created for each system separately and these equations were used to estimate log P exp values for the alkaloids. log P exp , slope ( S ), and φ 0 values obtained by use of different TLC systems were also correlated.
Słowa kluczowe
Rocznik
Strony
563--573
Opis fizyczny
Bibliogr. 24 poz., rys., tab.
Twórcy
autor
  • Medical University of Lublin Department of Inorganic Chemistry 20-081 Lublin Poland Medical University of Lublin Department of Synthesis and Chemical Technology of Pharmaceutical Substances 20-081 Lublin Poland, Monika.Hajnos@am.lublin.pl
Bibliografia
  • [1] Leo, C. Hansch, and D. Elkins, Chem. Rev., 71 , 525 (1971)
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  • [3] J. Sangster, Octanol-Water Partition Coefficients. Fundamentals and Physical Chemistry, Wiley, Chichester, 1997
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  • [20] U. Kijkowska-Murak, D. Matosiuk, A. Hawrył, M. Waksmundzka-Hajnos, B. Kuran, and J. Kossakowski, J. Liq. Chromatogr. Related Technol., 29 , 2019 (2006)
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  • [24] C. Hansch, A. Leo, and D. Hoekman, Exploring QSAR, ACS Professional Reference Book, Washington, 1995.
Typ dokumentu
Bibliografia
Identyfikator YADDA
bwmeta1.element.baztech-article-BATE-0001-0042
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