Sanver, DidemSadeghpour, AminRappolt, MichaelDi Meo, FlorentTrouillas, Patrick2024-02-232024-02-2320200743-7463https://doi.org/10.1021/acs.langmuir.0c01484https://hdl.handle.net/20.500.12452/12724Quercetin and rutin, two widely studied flavonoids with applications foreseen in the sectors of pharmaceutical and cosmetic industries, have been chosen as model compounds for a detailed structural and dynamical investigation onto their influence on fluid lipid bilayers. Combining global small angle X-ray scattering analysis with molecular dynamics, various changes in the properties of dioleoyl-phosphatidylcholine (DOPC) bilayers have been determined. The solubility of quercetin in DOPC membranes is assured up to 12 mol %, whereas rutin, with additional glucose and rhamnose groups, are fully soluble only up to 6 mol %. Both flavonoids induce an increase in membrane undulations and thin the bilayers slightly (<1 angstrom) in a concentration dependent manner, wherein quercetin shows a stronger effect. Concomitantly, in the order of 2-4%, the adjacent bilayer distance increases with the flavonoid's concentration. Partial molecular areas of quercetin and rutin are determined to be 26 and 51 angstrom(2) , respectively. Simulated averaged areas per molecule confirm these estimates. A 60 degrees tilted orientation of quercetin is observed with respect to the bilayer normal, whereas the flavonoid moiety of rutin is oriented more perpendicular (alpha-angle 30 degrees) to the membrane surface. Both flavonoid moieties are located at a depth of 12 and 16 angstrom for quercetin and rutin, respectively, while their anionic forms display a location closer to the polar interface. Finally, at both simulated concentrations (1.5 and 12 mol %), DOPC-rutin systems induce a stronger packing of the pure DOPC lipid bilayer, mainly due to stronger attractive electrostatic interactions in the polar lipid head region.eninfo:eu-repo/semantics/openAccess[Keyword Not Available]Article36401177611786329119352-s2.0-85092944503Q1WOS:000580967600007Q210.1021/acs.langmuir.0c01484