Lipid-itraconazole interaction in lipid model membranes.
Itraconazole, a lipophilic, fungal sterol-biosynthesis inhibitor, does not disturb membrane organization parameters measured by differential scanning calorimetry and infrared spectroscopy. Conformational analysis studies suggest that the molecular volume and the position of itraconazole in the lipid membrane is similar to that of dipalmitoyl phosphatidylcholine. The mean energy of interaction between itraconazole and the phospholipid is -60.6 kJ mol-1 whereas this energy in the pure lipid matrix is -54.3 kJ mol-1. The mean molecular area of itraconazole calculated by projecting the molecule on the lipid-water interface is equal to that occupied by the pure lipid (60 A2/molecule).
Brasseur
R
R
Laboratoire de Chimie Physique des Macromolécules aux Interfaces, Free University Brussels, Belgium.
Goormaghtigh
E
E
Ruysschaert
J M
JM
Duquenoy
P H
PH
Marichal
P
P
Vanden Bossche
H
H
D015060:1,2-Dipalmitoylphosphatidylcholine / Q000737:chemistry; D002152:Calorimetry, Differential Scanning; D017964:Itraconazole; D007654:Ketoconazole / Q000031:analogs & derivatives* / Q000737:chemistry; D008055:Lipids / Q000737:chemistry*; D008567:Membranes, Artificial; D008968:Molecular Conformation; D010743:Phospholipids / Q000737:chemistry; D013055:Spectrophotometry, Infrared
D008055:Lipids; D008567:Membranes, Artificial; D010743:Phospholipids; D015060:1,2-Dipalmitoylphosphatidylcholine; D017964:Itraconazole; D007654:Ketoconazole