Interaction of resveratrol and its trimethyl and triacetyl derivatives with biomembrane models studied by differential scanning calorimetry.
The interaction of resveratrol (trans-3,5,4'-trihydroxystilbene) and two of its derivatives (3,5,4'-tri-O-methylresveratrol and 3,5,4'-tri-O-triacetylresveratrol) with biomembrane models, represented by dimyristoylphosphatidylcholine (DMPC) multilamellar vesicles (MLV), has been studied by differential scanning calorimetry (DSC). The analysis of MLV prepared in the presence of increasing molar fraction of such compounds has been carried out to reveal their maximum interaction with biomembrane models. The results from these studies have been compared with kinetic experiments results, in order to detect the entity and rate of compound absorption by the biomembrane models. The findings indicate that the compounds affected the thermotropic properties of DMPC MLV by suppressing the pretransition peak and broadening the DMPC main phase transition calorimetric peak and shifting it to lower temperatures. The order of effectiveness found was resveratrol > trimethylresveratrol > triacetylresveratrol. The kinetic experiments reveal that in an aqueous medium the absorption of resveratrol by the biomembranes models is allowed, whereas the absorption of its derivatives is hindered; in contrast when a lipophilic medium is employed, all three compounds are easily absorbed.
Sarpietro
Maria Grazia
MG
Dipartimento di Scienze Chimiche, Università degli Studi di Catania, Viale Andrea Doria 6, 95125 Catania, Italy.
Spatafora
Carmela
C
Tringali
Corrado
C
Micieli
Dorotea
D
Castelli
Francesco
F
D000042:Absorption; D000107:Acetylation; D002152:Calorimetry, Differential Scanning; D004134:Dimyristoylphosphatidylcholine; D007700:Kinetics; D008081:Liposomes / Q000737:chemistry* / Q000378:metabolism; D008745:Methylation; D044367:Phase Transition; D000077185:Resveratrol; D013267:Stilbenes / Q000737:chemistry* / Q000378:metabolism
D008081:Liposomes; D013267:Stilbenes; D000077185:Resveratrol; D004134:Dimyristoylphosphatidylcholine