Polar localization of new flavonoids from aerial parts of Scleranthus perennis and Hottonia palustris and their modulatory action on lipid membranes properties

• Published in: Biochimica et biophysica acta. Biomembranes 2023-04, Vol.1865 (4), p.184142-184142, Article 184142
• Main Authors: Strawa, Jakub W., Jakimiuk, Katarzyna, Pawlikowska-Pawlęga, Bożena, Gruszecki, Wiesław I., Kapral-Piotrowska, Justyna, Wiater, Adrian, Tomczyk, Michał
• Format: Article
• Language: English
• Subjects: Caryophyllaceae; DPPC; EYPC; Flavonoids; FTIR; Liposomes; Liposomes - chemistry; NMR; Phospholipids; Plant Components, Aerial; Primulaceae
• ISSN: 0005-2736; 1879-2642
• DOI: 10.1016/j.bbamem.2023.184142

The aim of this study was to characterize, for the first time, the interactions, location, and influence of flavonoids isolated from aerial parts of Scleranthus perennis (Caryophyllaceae) and Hottonia palustris (Primulaceae) on the properties of model lipid membranes prepared from dipalmitoylphosphatidylcholine (DPPC) and egg yolk phosphatidylcholine (EYPC). The tested compounds incorporated into liposomes into the region of the polar heads or at the water/membrane interface of DPPC phospholipids. Spectral effects accompanying the presence of polyphenols revealed their effect on ester carbonyl groups apart from SP8. All polyphenols brought about reorganization of the polar zone of liposomes as it was observed by FTIR technique. Additionally, fluidization effect was noted in the region of symmetric and antisymmetric stretching vibrations of the CH2 and CH3 groups with exception to HZ2 and HZ3. Similarly, in EYPC liposomes, they interacted mainly with the regions of the choline heads of the lipids and had various effects on the carbonyl ester groups with exception to SP8. The region of polar head groups is restructured due to the presence of the additives in liposomes. The outcomes obtained using the NMR technique confirmed the locations of all of the tested compounds in the polar zone and indicated a flavonoid-dependent modifying effect towards lipid membranes. HZ1 and SP8 raised motional freedom in this region whereas opposite effect was revealed for HZ2 and HZ3. In the hydrophobic region restricted mobility was noted. In this report we discuss the mechanism of previously undescribed flavonoids in terms of their actions on membranes. [Display omitted] •Flavone derivatives exhibit modulatory activities towards both zones of lipids.•Polyphenols interacts with DPPC and EYPC lipid membranes.•Polar head groups region and lipid-water interface are location sites for the compounds.•HZ1 compound trigger fluidization of acyl chains in DPPC liposomes.•Tested compounds reduce penetration of Pr3+ ions to the polar region of membrane.