关键词: DPPC EYPC FTIR NMR flavonoids liposomes

Mesh : Lipid Bilayers / chemistry Spectroscopy, Fourier Transform Infrared / methods Flavonoids Liposomes / chemistry Magnetic Resonance Spectroscopy 1,2-Dipalmitoylphosphatidylcholine / chemistry

来  源:   DOI:10.3390/ijms242015275   PDF(Pubmed)

Abstract:
In this report, we discuss the effects of undescribed flavone derivatives, HZ4 and SP9, newly isolated from the aerial parts of Hottonia palustris L. and Scleranthus perennis L. on membranes. Interaction of flavonoids with lipid bilayers is important for medicinal applications. The experiments were performed with FTIR and NMR techniques on liposomes prepared from DPPC (dipalmitoylphosphatidylcholine) and EYPC (egg yolk phosphatidylcholine). The data showed that the examined polyphenols incorporate into the polar head group region of DPPC phospholipids at both 25 °C and 45 °C. At the lower temperature, a slight effect in the spectral region of the ester carbonyl group is observed. In contrast, at 45 °C, both compounds bring about the changes in the spectral regions attributed to antisymmetric and symmetric stretching vibrations of CH2 and CH3 moieties. Similarly, as in DPPC lipids, the tested compounds interact with the fingerprint region of the polar head groups of the EYPC lipids and cause its reorganization. The outcomes obtained by NMR analyses confirmed the localization of both flavonoids in the polar heads zone. Unraveled effects of HZ4 and SP9 in respect to lipid bilayers can partly determine their biological activities and are crucial for their usability in medicine as disease-preventing phytochemicals.
摘要:
在这份报告中,我们讨论了未描述的黄酮衍生物的作用,HZ4和SP9,从膜上的HottoniapalustrisL.和ScleranthusperennisL.的地上部分新分离。类黄酮与脂质双层的相互作用对于医学应用很重要。用FTIR和NMR技术对由DPPC(二棕榈酰磷脂酰胆碱)和EYPC(蛋黄磷脂酰胆碱)制备的脂质体进行实验。数据表明,所检查的多酚在25°C和45°C都掺入DPPC磷脂的极性头基区域。在较低的温度下,在酯羰基的光谱区域观察到轻微的影响。相比之下,在45°C,这两种化合物都引起了归因于CH2和CH3部分的反对称和对称拉伸振动的光谱区域的变化。同样,与DPPC脂质一样,测试化合物与EYPC脂质的极性头部基团的指纹区相互作用并引起其重组。通过NMR分析获得的结果证实了两种类黄酮在极头区的定位。HZ4和SP9对脂双层的明确作用可以部分决定它们的生物活性,并且对于它们作为预防疾病的植物化学物质在医学中的可用性至关重要。
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