Combined molecular lipophilicity descriptors and their role in understanding intramolecular effects

被引:82
作者
Caron, G
Reymond, F
Carrupt, PA
Girault, HH
Testa, B
机构
[1] Univ Lausanne, Pharm Sect, Inst Chim Therapeut, CH-1015 Lausanne, Switzerland
[2] Ecole Polytech Fed Lausanne, Lab Electrochim, CH-1015 Lausanne, Switzerland
来源
PHARMACEUTICAL SCIENCE & TECHNOLOGY TODAY | 1999年 / 2卷 / 08期
关键词
D O I
10.1016/S1461-5347(99)00180-7
中图分类号
R9 [药学];
学科分类号
1007 ;
摘要
Traditional lipophilicity parameters (log P and log D) are well-known physico-chemical descriptors largely used in QSAR studies. Besides their numerical value, log P data contain a variety of information about inter- and intramolecular forces affecting partitioning and its related biological phenomena. The deconvolution of information from log P can be accessed only by adequate interpretative tools, such as new lipophilic-combined descriptors, of which features and some applications are presented in this review.
引用
收藏
页码:327 / 335
页数:9
相关论文
共 67 条
[2]   On the partition of ampholytes: Application to blood-brain distribution [J].
Abraham, MH ;
TakacsNovak, K ;
Mitchell, RC .
JOURNAL OF PHARMACEUTICAL SCIENCES, 1997, 86 (03) :310-315
[3]   HYDROGEN-BONDING .32. AN ANALYSIS OF WATER-OCTANOL AND WATER-ALKANE PARTITIONING AND THE DELTA-LOG-P PARAMETER OF SEILER [J].
ABRAHAM, MH ;
CHADHA, HS ;
WHITING, GS ;
MITCHELL, RC .
JOURNAL OF PHARMACEUTICAL SCIENCES, 1994, 83 (08) :1085-1100
[4]   HYDROGEN-BONDING .33. FACTORS THAT INFLUENCE THE DISTRIBUTION OF SOLUTES BETWEEN BLOOD AND BRAIN [J].
ABRAHAM, MH ;
CHADHA, HS ;
MITCHELL, RC .
JOURNAL OF PHARMACEUTICAL SCIENCES, 1994, 83 (09) :1257-1268
[5]  
ABRAHAM MH, 1996, LIPOPHILICITY DRUG A, P311
[6]   BJERRUM PLOTS FOR THE DETERMINATION OF SYSTEMATIC CONCENTRATION ERRORS IN TITRATION DATA [J].
AVDEEF, A ;
KEARNEY, DL ;
BROWN, JA ;
CHEMOTTI, AR .
ANALYTICAL CHEMISTRY, 1982, 54 (13) :2322-2326
[7]   PH-METRIC LOG-P .1. DIFFERENCE PLOTS FOR DETERMINING ION-PAIR OCTANOL-WATER PARTITION-COEFFICIENTS OF MULTIPROTIC SUBSTANCES [J].
AVDEEF, A .
QUANTITATIVE STRUCTURE-ACTIVITY RELATIONSHIPS, 1992, 11 (04) :510-517
[8]   pH-Metric logP .7. Octanol-, chloroform-, and propylene glycol dipelargonat-water partitioning of morphine-6-glucoronide and other related opiates [J].
Avdeef, A ;
Barrett, DA ;
Shaw, PN ;
Knaggs, RD ;
Davis, SS .
JOURNAL OF MEDICINAL CHEMISTRY, 1996, 39 (22) :4377-4381
[9]   pH-metric logP 10. Determination of liposomal membrane-water partition coefficients of ionizable drugs [J].
Avdeef, A ;
Box, KJ ;
Comer, JEA ;
Hibbert, C ;
Tam, KY .
PHARMACEUTICAL RESEARCH, 1998, 15 (02) :209-215
[10]  
Avdeef A., 1996, LIPOPHILICITY DRUG A, P109