title: Interaction of acyclovir and its squalenoyl-acyclovir prodrug with DMPC in monolayers at the air/water interface.
abstract: Acyclovir has been conjugated to the acyclic isoprenoid chain of squalene to form the squalenoyl-acyclovir prodrug. Its interaction with biomembrane models constituted by dimyristoylphosphatidylcholine (DMPC) monolayers has been studied by employing the Langmuir-Blodgett technique. The aim of the work was to gain information on the interaction of these compounds with phospholipid membranes. DMPC/acyclovir or squalenoyl-acyclovir prodrug mixed monolayers have been prepared at increasing molar fractions of the compound and the isotherm mean molecular area/surface pressure has been registered at 10 and 37 degrees C. Results reveal that the squalenoyl moiety enhances the affinity of acyclovir for the biomembrane model.
authors.affiliation: Dipartimento di Scienze Chimiche, Università degli Studi di Catania, Viale Andrea Doria 6, 95125 Catania, Italy.
authors.forename: Maria Grazia
authors.initials: MG
authors.lastname: Sarpietro
authors.forename: Flavio
authors.initials: F
authors.lastname: Rocco
authors.forename: Dorotea
authors.initials: D
authors.lastname: Micieli
authors.forename: Sara
authors.initials: S
authors.lastname: Ottimo
authors.forename: Maurizio
authors.initials: M
authors.lastname: Ceruti
authors.forename: Francesco
authors.initials: F
authors.lastname: Castelli
mesh_terms: D000212:Acyclovir / Q000031:analogs & derivatives / Q000737:chemistry*; D000388:Air; D000998:Antiviral Agents / Q000737:chemistry*; D002626:Chemistry, Pharmaceutical; D004134:Dimyristoylphosphatidylcholine / Q000737:chemistry*; D004339:Drug Compounding; D008567:Membranes, Artificial; D011312:Pressure; D011355:Prodrugs / Q000737:chemistry*; D013185:Squalene / Q000031:analogs & derivatives / Q000737:chemistry*; D013500:Surface Tension; D014867:Water / Q000737:chemistry*
chemical_list: D000998:Antiviral Agents; D008567:Membranes, Artificial; D011355:Prodrugs; D014867:Water; D013185:Squalene; D004134:Dimyristoylphosphatidylcholine; D000212:Acyclovir