Biochimica et Biophysica Acta (BBA) - Biomembranes, 2012, 1818(7):1785-1793.

Localization and interaction of genistein with model membranes formed with dipalmitoylphosphatidylcholine (DPPC)

Pawlikowska-Pawlega Bozena, Lucjan E. Misiak, Barbara Zarzyka, et al

Department of Comparative Anatomy and Anthropology, Maria Curie-Skłodowska University, Akademicka 19, 20-033 Lublin, Poland; et al

The effect of genistein on the liposomes formed with dipalmitoylphosphatidylcholine was studied with the application of Fourier-transform infrared spectroscopy, nuclear magnetic resonance (1H NMR) and electron paramagnetic resonance techniques. Membranous structures organization of human skin fibroblasts and colon myofibroblasts was also examined using fluorescence and electron microscopy. The strongest rigidifying effect of genistein with respect to polar head groups was concluded on the basis of the effect of the flavonoid on the shape of NMR lines attributed to –N+(CH3)3 groups. The rigidifying effect of genistein with respect to the hydrophobic core of lipid membranes was also concluded from the genistein-dependent broadening of the NMR lines assigned to –CH2 groups and terminal –CH3 groups of alkyl chains. EPR data supported ordering effect of genistein of the hydrophobic core in the liquid–crystalline phase (Lα). The analysis of the FTIR spectra of the two-component liposomes showed that genistein incorporates into DPPC membranes via hydrogen bonding between the lipid polar head groups in the C–O–P–O–C segment and its hydroxyl groups. Both fluorescence microscopy and ultrastructural observation revealed changes in membranous structures organization as aftermath of genistein treatment. In conclusion, genistein localized within membranes changes the properties of membrane that can be followed by the changes inside cells being crucial for pharmacological activity of genistein used in cancer or other disease treatment.

荷兰《生物化学与生物物理学报》，2012年7月

金雀异黄素与磷脂 (DPPC)生成的典型膜的区域化与相互作用

保利瓦卡 保琳 波泽娜，卢茨扬 E. 米沙卡，芭芭拉 则孜卡等

波兰玛丽亚 · 居里华沙大学比较解剖学和人类学院等

应用傅里叶变换红外光谱、 核磁共振 (1H NMR) 和电子顺磁共振技术，研究了染料木黄酮对磷脂形成的脂质体的影响。使用荧光和电子显微镜研究人体皮肤成纤维细胞和结肠肌成纤维细胞的膜结构组织。黄酮类化合物对-N+ (CH3) 3官能团核磁共振谱线的形状的影响得出结论带有极性端部官能团的金雀异黄素最强的僵化作用。依赖金雀异黄素的-CH2 官能团和终端-CH3烷基链官能团拓宽的核磁共振谱线的标记得出结论金雀异黄素僵化作用 对脂质膜疏水性核心的影响。EPR 数据支持金雀异黄素在液相中（Lα）对疏水核的顺序效应。双组分脂质体的 FTIR 光谱分析表明，染料木黄酮通过C-O-P-O-C中的脂质极性端部官能团和羟基之间的氢键进入 DPPC 膜。荧光显微和超微结构观察均揭示了膜结构组织在经过染料木黄酮治疗后的变化。最后，金雀异黄素在局部膜范围内改变了膜的性质并且这种改变随后导致了细胞内的变化，对于癌症或其他疾病治疗中染料木素的药理活性非常重要。