Departamento de Bioquímica y Biología Molecular-A, Facultad de Veterinaria, Universidad de Murcia, Apartado de Correos 4021, E-30080-Murcia, Spain.
J Phys Chem B. 2010 Aug 5;114(30):9778-86. doi: 10.1021/jp101045p.
Curcumin is a polyphenol present in turmeric, a spice widely used in Asian traditional medicine and cooking. It has many and diverse biological effects and is incorporated in cell membranes. This paper describes the mode in which curcumin modulates the physical properties of 1,2-dipalmitoyl-sn-glycero-3-phosphocholine (DPPC) and 1,2-dielaidyl-sn-glycero-3-phosphoetnanolamine (DEPE) multilamellar membranes. Curcumin disordered DPPC membranes at temperatures below T(c) as seen by DSC, FT-IR, (2)H NMR, WAXD, and SAXD. The decrease induced by curcumin in T(c) suggested that it is oriented in the bilayer with its main axis parallel to the acyl chains. Above T(c), too, curcumin introduced disorder as seen by infrared spectroscopy which showed that curcumin also alters the conformation of the polar group of DPPC, increasing the percentage of unhydrated C=O groups, but does not form hydrogen bonds with either the C=O group or the phosphate group of DPPC. Small angle X-ray diffraction showed a notable increase in the repeating spacings as a result of the presence of curcumin, suggesting the formation of a rippled phase. Increasing concentrations of curcumin progressively modified the onset and completion of the phase transition and also DeltaH up to a 6:1 DPPC/curcumin molar ratio. A further increase of curcumin concentration did not produce effects on the transition parameters, suggesting that there is a limit for the solubility of curcumin in DPPC. Additionally, when DEPE was used to test the effect of curcumin on the phospholipid polymorphism, it was found that the temperature at which the H(II) phase is formed decreased, indicating that curcumin favors negative curvature of the membrane, which may be important for explaining its effect on membrane dynamics and on membrane proteins or on proteins which may be activated through membrane insertion.
姜黄素是姜黄中的一种多酚,姜黄是亚洲传统医学和烹饪中广泛使用的香料。它具有许多不同的生物学效应,并整合在细胞膜中。本文描述了姜黄素调节 1,2-二棕榈酰-sn-甘油-3-磷酸胆碱(DPPC)和 1,2-二油酰基-sn-甘油-3-磷酸乙醇胺(DEPE)多层膜物理性质的方式。姜黄素通过差示扫描量热法(DSC)、傅里叶变换红外光谱(FT-IR)、(2)H NMR、WAXD 和 SAXD 观察到,在低于 T(c)的温度下使 DPPC 膜无序。姜黄素诱导的 T(c)下降表明它在双层中取向,其主轴与酰基链平行。在 T(c)以上,姜黄素也通过红外光谱引入无序,表明姜黄素还改变 DPPC 极性基团的构象,增加未水合的 C=O 基团的百分比,但不与 DPPC 的 C=O 基团或磷酸盐基团形成氢键。小角 X 射线衍射表明,由于姜黄素的存在,重复间距显著增加,表明形成了波纹相。随着姜黄素浓度的增加,逐渐改变了相变的起始和完成,以及 DeltaH 至 DPPC/姜黄素摩尔比为 6:1。进一步增加姜黄素浓度不会对相变参数产生影响,表明 DPPC 中姜黄素的溶解度有限。此外,当使用 DEPE 测试姜黄素对磷脂多晶型的影响时,发现 H(II)相形成的温度降低,表明姜黄素有利于膜的负曲率,这对于解释其对膜动力学和膜蛋白的影响或可能通过膜插入激活的蛋白质可能很重要。