title: Effect of resveratrol-related stilbenoids on biomembrane models.
abstract: The interactions of the two resveratrol analogues 2-hydroxy-3,5,3',5'-tetramethoxystilbene (4) and 2-hydroxy-3,5,3',4'-tetramethoxystilbene (5) with model biomembranes were studied. The aim of this investigation was to highlight possible differences in the interactions with such biomembranes related to the minimal structural differences between these isomeric stilbenoids. In particular, different experiments on stilbenoid/biomembrane model systems using both differential scanning calorimetry (DSC) and Langmuir-Blodgett techniques were carried out to evaluate stilbenoid/multilamellar vesicle and stilbenoid/phospholipid monolayer interactions, respectively. Dimyristoylphosphatidylcholine was used as constituent of the biomembrane models and permitted the experiments to be carried out at 37 °C, close to body temperature. Kinetic studies were also run by DSC to evaluate the uptake of the resveratrol derivatives by the biomembrane model in an aqueous medium and when transported by a lipophilic carrier. The results indicated that both of the resveratrol analogues influenced the behavior of multilamellar vesicles and monolayers, biomembrane models, with 4 producing a larger effect than 5. These results are useful for better understanding the mechanism of action of these compounds. Moreover, the kinetic results could be of importance for future design of lipophilic delivery systems for these stilbenoids.
authors.affiliation: Dipartimento di Scienze del Farmaco, Università degli Studi di Catania, Viale A. Doria 6, 95125 Catania, Italy. sarpietro@unict.it
authors.forename: Maria Grazia
authors.initials: MG
authors.lastname: Sarpietro
authors.forename: Carmela
authors.initials: C
authors.lastname: Spatafora
authors.forename: Maria Lorena
authors.initials: ML
authors.lastname: Accolla
authors.forename: Orazio
authors.initials: O
authors.lastname: Cascio
authors.forename: Corrado
authors.initials: C
authors.lastname: Tringali
authors.forename: Francesco
authors.initials: F
authors.lastname: Castelli
mesh_terms: D001692:Biological Transport; D002152:Calorimetry, Differential Scanning; D002462:Cell Membrane / Q000187:drug effects*; D004134:Dimyristoylphosphatidylcholine / Q000737:chemistry; D007700:Kinetics; D008954:Models, Biological; D010743:Phospholipids / Q000737:chemistry; D000077185:Resveratrol; D013267:Stilbenes / Q000737:chemistry / Q000494:pharmacology*
chemical_list: C584585:2-hydroxy-3,5,3',4'-tetramethoxystilbene; C584586:2-hydroxy-3,5,3',5'-tetramethoxystilbene; D010743:Phospholipids; D013267:Stilbenes; D000077185:Resveratrol; D004134:Dimyristoylphosphatidylcholine