Resveratrol induces chain interdigitation in DPPC cell membrane model systems.
Resveratrol is a natural polyphenol found in various plants with potential therapeutic activity as anti-oxidant, anti-inflammatory, cardioprotective and anti-tumoral. Lipid membranes are among cellular components that are targets of its action. In this work ESR of chain labeled lipids, calorimetry, X-ray diffraction and molecular docking are used to study the interaction of resveratrol with membrane model systems of dipalmitoylphosphatidylcholine (DPPC) as a function of resveratrol concentration (0-30 mol% of the lipid) and temperature (10-50°C). Resveratrol incorporated in DPPC bilayers induces considerable motional restriction at the lipid tail termini, removing the gradient of increasing mobility along the chain found in DPPC bilayers in the gel phase. In contrast, it leaves unperturbed the DPPC chain flexibility profile in the liquid-crystalline phase. At low concentration, resveratrol progressively reduces the pre-transition temperature and eliminates the pre-transition for content ≥5mol%. A reduced cooperativity and a downshift of the main transition temperature are observed, especially at high content. The typical diffraction pattern of DPPC multibilayers in the Lβ'phase is converted to a lamellar pattern with reduced d-spacing of untilted lipid chain in a hexagonal packing at 30 mol% of resveratrol. Molecular docking indicates that the energetically favoured anchoring site is the polar headgroup region, where resveratrol acts as a spacer. The overall results are consistent with the formation in DPPC of an interdigitated Lβigel phase induced by 30 mol% resveratrol.
Molecular Biophysics Laboratory, Department of Physics, University of Calabria, 87036 Rende, Italy.
Elena
E
Longo
CNR-NANOTEC, UOS Cosenza, Department of Physics, University of Calabria, 87036 Rende, Italy.
Federica
F
Ciuchi
Molecular Biophysics Laboratory, Department of Physics, University of Calabria, 87036 Rende, Italy; CNISM UdR Cosenza, Department of Physics, University of Calabria, 87036 Rende, Italy.
Rita
R
Guzzi
CNR-NANOTEC, UOS Cosenza, Department of Physics, University of Calabria, 87036 Rende, Italy.
Bruno
B
Rizzuti
Molecular Biophysics Laboratory, Department of Physics, University of Calabria, 87036 Rende, Italy; CNISM UdR Cosenza, Department of Physics, University of Calabria, 87036 Rende, Italy. Electronic address: rosa.bartucci@fis.unical.it.
Rosa
R
Bartucci
D015060:1,2-Dipalmitoylphosphatidylcholine / Q000737:chemistry* / Q000378:metabolism; D055592:Biophysical Phenomena; D002152:Calorimetry, Differential Scanning; D002462:Cell Membrane / Q000737:chemistry / Q000378:metabolism; D004578:Electron Spin Resonance Spectroscopy; D005782:Gels / Q000737:chemistry; D008051:Lipid Bilayers / Q000737:chemistry* / Q000378:metabolism; D050866:Liquid Crystals / Q000737:chemistry; D008563:Membrane Lipids / Q000737:chemistry* / Q000378:metabolism; D062105:Molecular Docking Simulation; D044367:Phase Transition; D000077185:Resveratrol; D013267:Stilbenes / Q000737:chemistry* / Q000378:metabolism; D044366:Transition Temperature; D014961:X-Ray Diffraction
D005782:Gels; D008051:Lipid Bilayers; D008563:Membrane Lipids; D013267:Stilbenes; D015060:1,2-Dipalmitoylphosphatidylcholine; D000077185:Resveratrol
Differential scanning calorimetry; Dipalmitoylphosphatidylcholine; Electron spin resonance; Interdigitation; Liposomes; Molecular docking; Resveratrol; X-ray