Interaction of amphiphilic coumarin with DPPC/DPPS lipid bilayer: effects of concentration and alkyl tail length.

摘要: In this work, interactions between amphiphilic amino methyl coumarin and dipalmitoyl-sn-glycero-3-phosphocholine/dipalmitoyl-sn-glycero-3-phosphoserine (DPPC/DPPS) lipid bilayer were investigated. A combination of experimental techniques (zeta potential, fluorescence spectroscopy, differential scanning calorimetry) along with molecular dynamics simulations was employed to examine the influence alkyl tail length concentration on bilayer. Alkyl tails comprising 5(C5), 9(C9), 12(C12) carbon atoms conjugated via a single-step process. The binding insertion mechanisms coumarins studied in increasing concentrations for short-tailed (C5) long-tailed (C12) coumarins. simulation results show that C5 molecules penetrate bilayer, but owing short tail, they interact primarily head groups resulting thinning; however, at high concentrations, undergo continuous insertion–ejection from outer leaflet contrast, C12 favorably hydrophobic lack ejection–reinsertion behavior. Instead, flip-flops inner leaflets At high-frequency lead destabilization, causing rupture. are excellent agreement toxicity activity cancer cells. efficacy liposomal bilayers demonstrates promise these as tool treatment cancer.