Strugala Paulina, Dudra Anna, Gabrielska Janina
Acta Pol Pharm. 2017 Mar;74(2):679-687.
The purpose of this study was to explain how extracts from chokeberry and blackcurrant interact with the lipid phase of biological membrane and with human albumin - the main protein of blood. Aiming at better understanding of the observed biological activity of the extracts, we also conducted experiments with their main components: cyanidin-3-0-galactoside and cyanidin-3-0-ruthinoside. Antioxidant activities of extracts and cyanidin derivatives were investigated with phosphatidy1choline liposomes and AAPH as oxidation inducing factor. Fluorescent probes (merocyanin and N-phenyl-1-naphthylamine) that were located at different depths within the membrane lipid bilayer were also used. The interaction between the compounds and human serum albumin was investigated using natural fluorescence quenching. According to our study it is highly likely that the significant antioxidant activity of chokeberry and blackcurrant extracts (IC₅₀chokeberry = 4.92 pg/mL; IC₅₀blackbcurrant = 7.04 μg/mL) is probably due to cyjanidin's main derivatives, which protect the lipid membrane more than the extracts. In addition, it has been suggested that the compounds are anchored mainly on the membrane surface and rigidify/order the lipids in the membrane. That rigidifying effect is the key factor for understanding their antioxidant properties. Experimental results have proved that all the study compounds quench the fluorescence of HSA through a static mechanism and the main interaction forces are the Van der Waals and hydrogen bonding interactions. The results of the study have improved our knowledge on how to protect membranes against lipid peroxidation using extracts rich in anthocyanins. The results can be relevant to pharmacists and nutritionists.
本研究的目的是解释黑果腺肋花楸和黑醋栗提取物如何与生物膜的脂质相以及血液中的主要蛋白质——人血清白蛋白相互作用。为了更好地理解提取物所观察到的生物活性,我们还对其主要成分矢车菊素 - 3 - O - 半乳糖苷和矢车菊素 - 3 - O - 芸香糖苷进行了实验。以磷脂酰胆碱脂质体和AAPH作为氧化诱导因子,研究了提取物和矢车菊素衍生物的抗氧化活性。还使用了位于膜脂质双层不同深度的荧光探针(部花青和N - 苯基 - 1 - 萘胺)。利用天然荧光猝灭研究了这些化合物与人血清白蛋白之间的相互作用。根据我们的研究,黑果腺肋花楸和黑醋栗提取物具有显著的抗氧化活性(黑果腺肋花楸的IC₅₀ = 4.92 pg/mL;黑醋栗的IC₅₀ = 7.04 μg/mL)很可能是由于矢车菊素的主要衍生物,它们对脂质膜的保护作用比提取物更强。此外,有人提出这些化合物主要锚定在膜表面,使膜中的脂质变硬/有序排列。这种硬化作用是理解其抗氧化特性的关键因素。实验结果证明,所有研究的化合物都通过静态机制猝灭HSA的荧光,主要相互作用力是范德华力和氢键相互作用。该研究结果增进了我们对如何使用富含花青素的提取物保护膜免受脂质过氧化影响的认识。这些结果对药剂师和营养学家可能具有重要意义。