Study of retention parameters obtained in RP-TLC system and their application on QSAR/QSPR of some alpha adrenergic and imidazoline receptor ligands

被引:18
作者
Eric, S. [1 ]
Pavlovic, A. [1 ]
Popovic, G. [1 ]
Agbaba, D. [1 ]
机构
[1] Univ Belgrade, Fac Pharm, Belgrade 11000, Serbia
关键词
D O I
10.1093/chromsci/45.3.140
中图分类号
Q5 [生物化学];
学科分类号
071010 ; 081704 ;
摘要
The retention constant (110) is determined for 11 selected adrenergic and imidazoline receptor ligands by reverse-phase-thin layer chromatography. It is established that the retention behavior of investigated compounds mostly depends on geometrical, electrostatic, and hydrogen bonding properties. Good correlations among hydrophobic parameters R-m(0) versus log P for all eleven tested compounds are obtained. The satisfactory correlations are found between R-m(0) versus apparent partition coefficient octanol-buffer pH 7.4 (log P-1) or apparent partition coefficient in four liposome systems (log K-M(1)) and hypotensive activity (pC(25)) for five imidazolines. The results confirm the suitability of this parameter in quantitative structure-property and structure-activity relationships studies of these drugs.
引用
收藏
页码:140 / 145
页数:6
相关论文
共 20 条
[1]   Quantitative structure/retention relationships in affinity chromatography [J].
Baczek, T ;
Kaliszan, R .
JOURNAL OF BIOCHEMICAL AND BIOPHYSICAL METHODS, 2001, 49 (1-3) :83-98
[2]   DETERMINATION OF LIPOPHILICITY BY MEANS OF REVERSED-PHASE THIN-LAYER CHROMATOGRAPHY .1. BASIC ASPECTS AND RELATIONSHIP BETWEEN SLOPE AND INTERCEPT OF TLC EQUATIONS [J].
BIAGI, GL ;
BARBARO, AM ;
SAPONE, A ;
RECANATINI, M .
JOURNAL OF CHROMATOGRAPHY A, 1994, 662 (02) :341-361
[3]   DETERMINATION OF LIPOPHILICITY BY MEANS OF REVERSED-PHASE THIN-LAYER CHROMATOGRAPHY .2. INFLUENCE OF THE ORGANIC MODIFIER ON THE SLOPE OF THE THIN-LAYER CHROMATOGRAPHIC EQUATION [J].
BIAGI, GL ;
BARBARO, AM ;
SAPONE, A ;
RECANATINI, M .
JOURNAL OF CHROMATOGRAPHY A, 1994, 669 (1-2) :246-253
[4]   THE LIPOSOME AS A MODEL MEMBRANE IN CORRELATIONS OF PARTITIONING WITH ALPHA-ADRENOCEPTOR AGONIST ACTIVITIES [J].
CHOI, YW ;
ROGERS, JA .
PHARMACEUTICAL RESEARCH, 1990, 7 (05) :508-512
[5]  
Cserháti T, 2002, CROAT CHEM ACTA, V75, P13
[6]   Effect of TLC support characteristics and coating on the lipophilicity determination of phenols and aniline derivatives [J].
Cserháto, T ;
Forgács, E .
JOURNAL OF CHROMATOGRAPHIC SCIENCE, 2002, 40 (10) :564-568
[7]  
DEJONGE A, 1984, QUANT STRUCT-ACT REL, V3, P138
[8]   Exploratory chemometric analysis of the classification of pharmaceutical substances based on chromatographic data [J].
Detroyer, A ;
Schoonjans, V ;
Questier, F ;
Vander Heyden, Y ;
Borosy, AP ;
Guo, Q ;
Massart, DL .
JOURNAL OF CHROMATOGRAPHY A, 2000, 897 (1-2) :23-36
[9]   Chemometric comparison of recent chromatographic and electrophoretic methods in a quantitative structure-retention and retention-activity relationship context [J].
Detroyer, A ;
Heyden, YV ;
Cambré, I ;
Massart, DL .
JOURNAL OF CHROMATOGRAPHY A, 2003, 986 (02) :227-238