The use of phospholipid modified column for the determination of lipophilic properties in high performance liquid chromatography

被引:20
作者
Godard, Tal [1 ]
Grushka, Eli [1 ]
机构
[1] Hebrew Univ Jerusalem, Inst Chem, IL-91904 Jerusalem, Israel
关键词
Dynamic coating; Phospholipid based stationary phase; Lipophilicity determination; Linear solvation energy relationships; IMMOBILIZED-ARTIFICIAL-MEMBRANE; PARTITION-COEFFICIENTS; STATIONARY PHASES; GEL BEADS; LIPOSOME CHROMATOGRAPHY; RETENTION RELATIONSHIPS; CAPACITY FACTORS; DRUG DISCOVERY; LIPID BILAYERS; MOBILE-PHASE;
D O I
10.1016/j.chroma.2010.12.105
中图分类号
Q5 [生物化学];
学科分类号
071010 ; 081704 ;
摘要
A new chromatographic stationary phase obtained by coating a reversed phase amide column with phosphatidylcholine based liposomes solution to yield a phospholipid modified column (PLM). The modification is achieved by the dynamic coating method which recycles the coating solution through the column in a closed loop for a period of 24 h. The chromatographic properties of the new column have changed significantly as compared to the original amide column due to the phospholipid coating. A good correlation was observed between n-octanol/water log P values and the logarithm of the retention factor obtained on the PLM column for a large number of solutes. In addition the PLM column was characterized using the linear solvation energy relationship (LSER). The values of the LSER system constants for the PLM column were calculated and were found to be very close to those of the n-octanol/water extraction system thus suggesting that the PLM column can be used for the estimation of n-octanol/water partition coefficient and serve as a possible alternative to the shake-flask method for lipophilicity determination. In addition, the results suggest that the PLM column can provide an alternative to other phospholipid-based column such as the IAM and the DPC columns. (C) 2011 Elsevier B.V. All rights reserved.
引用
收藏
页码:1211 / 1218
页数:8
相关论文
共 49 条
[2]   HYDROGEN-BONDING .35. RELATIONSHIP BETWEEN HIGH-PERFORMANCE LIQUID-CHROMATOGRAPHY CAPACITY FACTORS AND WATER-OCTANOL PARTITION-COEFFICIENTS [J].
ABRAHAM, MH ;
CHADHA, HS ;
LEO, AJ .
JOURNAL OF CHROMATOGRAPHY A, 1994, 685 (02) :203-211
[3]  
Abraham MH, 1997, J PHYS ORG CHEM, V10, P358, DOI 10.1002/(SICI)1099-1395(199705)10:5<358::AID-POC907>3.0.CO
[4]  
2-N
[5]   HYDROGEN-BONDING .38. EFFECT OF SOLUTE STRUCTURE AND MOBILE-PHASE COMPOSITION ON REVERSED-PHASE HIGH-PERFORMANCE LIQUID-CHROMATOGRAPHIC CAPACITY FACTORS [J].
ABRAHAM, MH ;
ROSES, M .
JOURNAL OF PHYSICAL ORGANIC CHEMISTRY, 1994, 7 (12) :672-684
[6]   Determination of solute lipophilicity, as log P(octanol) and log P(alkane) using poly(styrene-divinylbenzene) and immobilised artificial membrane stationary phases in reversed-phase high-performance liquid chromatography [J].
Abraham, MH ;
Chadha, HS ;
Leitao, ARE ;
Mitchell, RC ;
Lambert, WJ ;
Kaliszan, R ;
Nasal, A ;
Haber, P .
JOURNAL OF CHROMATOGRAPHY A, 1997, 766 (1-2) :35-47
[7]   IMMOBILIZED-LIPOSOME CHROMATOGRAPHIC ANALYSIS OF DRUG PARTITIONING INTO LIPID BILAYERS [J].
BEIGI, F ;
YANG, Q ;
LUNDAHL, P .
JOURNAL OF CHROMATOGRAPHY A, 1995, 704 (02) :315-321
[8]   Immobilized liposome and biomembrane partitioning chromatography of drugs for prediction of drug transport [J].
Beigi, F ;
Gottschalk, I ;
Hägglund, CL ;
Haneskog, L ;
Brekkan, E ;
Zhang, YX ;
Österberg, T ;
Lundahl, P .
INTERNATIONAL JOURNAL OF PHARMACEUTICS, 1998, 164 (1-2) :129-137
[9]   Effect of n-octanol in the mobile phase on lipophilicity determination by reversed-phase high-performance liquid chromatography on a modified silica column [J].
Benhaim, Deborah ;
Grushka, Eli .
JOURNAL OF CHROMATOGRAPHY A, 2008, 1209 (1-2) :111-119
[10]   Characterization of the Gemini C18™ column:: Lipophilicity measurement and LSER [J].
Benhaim, Deborah ;
Grushka, Eli .
JOURNAL OF LIQUID CHROMATOGRAPHY & RELATED TECHNOLOGIES, 2008, 31 (15) :2198-2218