Differential lipid affinity of xenobiotics and natural compounds.
Octanol-1/water partitioning currently provides the most widely used model system to simulate both phospholipid target lipids and triglyceride storage lipids. A differentiation between the two lipid classes is now achieved by making use of a water-induced lipid phase separation. Coefficients (K(TG/PC)) for partitioning between trioleoylglycerol (TG) and phosphatidylcholine (PC) were determined for 20 xenobiotics and two biological lipids. K(TG/PC) values are related to KOW through the relationship, log K(TG/PC)=0.33 log KOW-1.078. The present results will allow better predictions on whether drugs and xenobiotics are bioaccumulated, degraded or reach toxicity-related sites. In addition, applications to natural lipophilic compounds and disease-related proteins are discussed.
GSF-National Research Centre for Environment and Health, Institute of Biochemical Plant Pathology, D-85764 Neuherberg, Germany. sandermann@gsf.de
Heinrich
H
Sandermann
D001685:Biological Factors / Q000737:chemistry / Q000493:pharmacokinetics*; D050356:Lipid Metabolism; D008055:Lipids / Q000737:chemistry; D008722:Methods; D008954:Models, Biological; D010599:Pharmacokinetics; D010713:Phosphatidylcholines / Q000737:chemistry / Q000378:metabolism; D010743:Phospholipids / Q000737:chemistry / Q000378:metabolism; D014280:Triglycerides / Q000737:chemistry / Q000378:metabolism; D014304:Triolein / Q000737:chemistry / Q000378:metabolism; D015262:Xenobiotics / Q000737:chemistry / Q000493:pharmacokinetics*
D001685:Biological Factors; D008055:Lipids; D010713:Phosphatidylcholines; D010743:Phospholipids; D014280:Triglycerides; D015262:Xenobiotics; D014304:Triolein