DSC investigation of the effect of the new sigma ligand PPCC on DMPC lipid membrane.
The new sigma ligand cis-(±)-methyl (1R,2S/1S,2R)-2-[(4-hydroxy-4-phenylpiperidin-1-yl) methyl]-1-(4-methylphenyl) cyclopropanecarboxylate [(±)-PPCC] is a promising tool for the treatment of various diseases. With the aim to investigate the absorption of (±)-PPCC by the cell membranes, in this study we evaluated the influence on thermotropic behavior of membrane model exerted by PPCC both as free base or as oxalic salt. To fulfill this purpose differential scanning calorimetry was used. The findings highlight that PPCC affects the thermodynamic parameters of phospholipids in different manner depending on whether it is in the salt or base form as well as function of the amount of drugs dispersed in the lipid matrix. The salt form of PPCC was uptaken by the membrane model faster than the free base. In addition, preliminary information on the use of a lipophilic carrier for PPCC was obtained.
Department of Drug Sciences, University of Catania, Viale A. Doria, 6, Catania 95125, Italy.
Maria Grazia
MG
Sarpietro
Department of Health Sciences, University "Magna Graecia" of Catanzaro, Viale S. Venuta, Germaneto - Catanzaro 88100, Italy.
Maria Lorena
ML
Accolla
Department of Drug Sciences, University of Catania, Viale A. Doria, 6, Catania 95125, Italy.
Annamaria
A
Cova
Department of Drug Sciences, University of Catania, Viale A. Doria, 6, Catania 95125, Italy.
Orazio
O
Prezzavento
Department of Drug Sciences, University of Catania, Viale A. Doria, 6, Catania 95125, Italy. Electronic address: fcastelli@unict.it.
Francesco
F
Castelli
Department of Drug Sciences, University of Catania, Viale A. Doria, 6, Catania 95125, Italy.
Simone
S
Ronsisvalle
D065966:Absorption, Physicochemical; D002152:Calorimetry, Differential Scanning; D003521:Cyclopropanes / Q000737:chemistry*; D004058:Diffusion; D004134:Dimyristoylphosphatidylcholine / Q000737:chemistry*; D007700:Kinetics; D008081:Liposomes; D010070:Oxalates / Q000737:chemistry*; D010880:Piperidines / Q000737:chemistry*; D012995:Solubility; D013678:Technology, Pharmaceutical / Q000379:methods*
D003521:Cyclopropanes; D008081:Liposomes; D010070:Oxalates; D010880:Piperidines; C518986:methyl 2-((4-hydroxy-4-phenylpiperidin-1-yl)methyl)-1-(4-methylphenyl)cyclopropanecarboxylate; D004134:Dimyristoylphosphatidylcholine
DMPC; DSC; Membrane model; PPCC; Sigma ligand