Department of Chemistry, Federal University of São Paulo, Diadema, SP, Brazil.
Federal University of ABC, Santo André, SP, Brazil.
Colloids Surf B Biointerfaces. 2022 Aug;216:112546. doi: 10.1016/j.colsurfb.2022.112546. Epub 2022 May 10.
Sakuranetin, a natural compound with activity in lipidic biointerfaces, was isolated from Baccharis retusa and studied with two models of lipid membranes: Langmuir monolayers and Molecular Simulation. For that, the mammalian lipid DPPC was chosen. Sakuranetin condensed the monolayers at high surface pressures, decreased the surface compressional modulus, reduced the molecular order of the acyl chains (diminution of all-trans/gauche conformers ratio), and increased the heterogeneity of the interface, forming aggregates. Molecular simulation data gave information on the bioactive compound's most favorable thermodynamic positions along the lipid monolayer, which was the lipid-air interface. These combined results lead to the conclusion that this lipophilic compound may interact with the lipidic layers, preferentially at the lipid-air interface, to minimize the free energy, and reaches this conformation disturbing the thermodynamic, structural, mechanical, rheological, and morphological properties of the well-packed DPPC monolayer.
樱花素是一种具有脂界面活性的天然化合物，从 Baccharis retusa 中分离得到，并使用两种脂质膜模型进行了研究：Langmuir 单层膜和分子模拟。为此，选择了哺乳动物脂质 DPPC。樱花素在高表面压力下使单层膜凝聚，降低表面压缩模量，降低酰基链的分子有序性（减少全反式/ gauche 构象比例），并增加界面的不均匀性，形成聚集体。分子模拟数据提供了有关生物活性化合物在脂质单层中最有利的热力学位置的信息，即脂质-空气界面。这些综合结果得出的结论是，这种亲脂性化合物可能与脂质层相互作用，优先在脂质-空气界面上，以最小化自由能，并通过这种构象扰乱热力学、结构、机械、流变和形态学特性，从而达到这种构象。这种构象会破坏 DPPC 单层膜的良好堆积。
