LINEAR SOLVATION ENERGY RELATIONSHIPS IN REVERSED-PHASE LIQUID-CHROMATOGRAPHY - EXAMINATION OF DELTABOND-C8 AS STATIONARY-PHASE FOR MEASURING LIPOPHILICITY PARAMETERS

被引:20
作者
ALTOMARE, C [1 ]
CELLAMARE, S [1 ]
CAROTTI, A [1 ]
FERAPPI, M [1 ]
机构
[1] UNIV BARI,DIPARTIMENTO FARMACOCHIM,VIA ORABONA 4,I-70125 BARI,ITALY
来源
QUANTITATIVE STRUCTURE-ACTIVITY RELATIONSHIPS | 1993年 / 12卷 / 03期
关键词
LIPOPHILICITY; LINEAR SOLVATION ENERGY RELATIONSHIPS; REVERSED-PHASE LIQUID CHROMATOGRAPHY; SILANOL INTERACTIONS; HYDROGEN-BONDING;
D O I
10.1002/qsar.19930120308
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
The lipophilicity of a large set of solutes was measured by reversed-phase high-performance liquid chromatography, using a novel stationary phase, namely Deltabond C-8 (DB), proposed to eliminate secondary adsorptive interactions. DB lipophilicity parameters have been found fairly well correlated with 1-octanol-water partition coefficients and a Linear Solvation Energy Relationship study has revealed that cavity term (modeled by intrinsic molar volume, V(I)) and hydrogen-bond acceptor capacity (modeled by the solvatochromic parameter beta) of solutes are the most important factors affecting retention on Deltabond C-8. Compared with other reversed phases, DB allowed to determine retention data with a significant time saving and yielded lipophilicity parameters less affected by interactions with silanols.
引用
收藏
页码:261 / 268
页数:8
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