INFLUENCE OF MOBILE PHASE-COMPOSITION ON EVALUATION OF LIPOPHILICITY BY PARTITION CHROMATOGRAPHY

被引:21
作者
KUCHAR, M
KRAUS, E
JELINKOVA, M
机构
[1] Research Institute for Pharmacy and Biochemistry
来源
JOURNAL OF CHROMATOGRAPHY | 1991年 / 557卷 / 1-2期
关键词
D O I
10.1016/S0021-9673(01)87148-X
中图分类号
O65 [分析化学];
学科分类号
070302 ; 081704 ;
摘要
The problems of the concentration dependence of retention indices and the applicability of extrapolated values in the evaluation of lipophilicity were studied. The reversed-phase high-performance liquid chromatography of arylalkanoic acids were carried out with experimental data for substituted estra-1,3,5 (10)-trienes, benzodiazepines, dermorphine derivatives and dansylamides selected from the literature for this purpose. Fair linear relationships between slopes of concentration dependences and extrapolated and non-extrapolated values of R(M) and log k' were found. Equivalence of these indices in the evaluation of lipophilicity can be inferred. Statistically significant dependences of log P (SIGMA-pi) values on concentration slopes make it possible to use them as new parameters of lipophilicity. The goodness of fit of these relationships increases when the values of E(T)(30), as a measure of the solvatochromic solvent polarity of mobile phases, are used instead of the change in modifier concentration.
引用
收藏
页码:399 / 411
页数:13
相关论文
共 32 条
[1]   LIPOPHILICITY MEASUREMENTS OF BENZENESULFONAMIDE INHIBITORS OF CARBONIC-ANHYDRASE BY REVERSED-PHASE HPLC [J].
ALTOMARE, C ;
CAROTTI, A ;
CELLAMARE, S ;
FERAPPI, M .
INTERNATIONAL JOURNAL OF PHARMACEUTICS, 1989, 56 (03) :273-281
[2]   RELATIONSHIP BETWEEN THE CHROMATOGRAPHIC BEHAVIOR OF DERMORPHIN-RELATED OLIGOPEPTIDES AND THE COMPOSITION OF THE MOBILE PHASE IN REVERSED-PHASE THIN-LAYER CHROMATOGRAPHY - COMPARISON OF EXTRAPOLATED RM-VALUES [J].
BARBARO, AM ;
PIETROGRANDE, MC ;
GUERRA, MC ;
FORTI, GC ;
BOREA, PA ;
BIAGI, GL .
JOURNAL OF CHROMATOGRAPHY, 1984, 287 (02) :259-270
[3]   CHROMATOGRAPHIC BEHAVIOUR AND CHEMICAL STRUCTURE .1. SOME NATURALLY OCCURRING PHENOLIC SUBSTANCES [J].
BATESMITH, EC ;
WESTALL, RG .
BIOCHIMICA ET BIOPHYSICA ACTA, 1950, 4 (04) :427-440
[4]   LIPOPHILIC CHARACTER OF CARDIAC-GLYCOSIDES - RM VALUES AS LIPOPHILICITY PARAMETERS [J].
BIAGI, GL ;
BARBARO, AM ;
GUERRA, MC ;
BOREA, PA ;
RECANATINI, M .
JOURNAL OF CHROMATOGRAPHY, 1990, 504 (01) :163-178
[5]   RM VALUES OF STEROIDS AS AN EXPRESSION OF THEIR LIPOPHILIC CHARACTER IN STRUCTURE - ACTIVITY STUDIES [J].
BIAGI, GL ;
BARBARO, AM ;
GANDOLFI, O ;
GUERRA, MC ;
CANTELLIFORTI, G .
JOURNAL OF MEDICINAL CHEMISTRY, 1975, 18 (09) :873-883
[7]   QUANTITATIVE STRUCTURE-ACTIVITY-RELATIONSHIPS FOR HERBICIDES - REVERSED-PHASE LIQUID-CHROMATOGRAPHIC RETENTION PARAMETER, LOG KW, VERSUS LIQUID-LIQUID PARTITION-COEFFICIENT AS A MODEL OF THE HYDROPHOBICITY OF PHENYLUREAS, S-TRIAZINES AND PHENOXYCARBONIC ACID-DERIVATIVES [J].
BRAUMANN, T ;
WEBER, G ;
GRIMME, LH .
JOURNAL OF CHROMATOGRAPHY, 1983, 261 (03) :329-343
[8]   ESTIMATION OF MOLECULAR-PARAMETERS BY HPLC [J].
CARNEY, CF .
JOURNAL OF LIQUID CHROMATOGRAPHY, 1985, 8 (15) :2781-2804
[9]   THE PARTITION OF ORGANIC COMPOUNDS BETWEEN HIGHER ALCOHOLS AND WATER [J].
COLLANDER, R .
ACTA CHEMICA SCANDINAVICA, 1951, 5 (05) :774-780
[10]   REVERSED-PHASE THIN-LAYER CHROMATOGRAPHY OF STEROIDS .1. MEASUREMENT AND INTERPRETATION OF RM-VALUES [J].
DRAFFEHN, J ;
SCHONECKER, B ;
PONSOLD, K .
JOURNAL OF CHROMATOGRAPHY, 1981, 205 (01) :113-124