Investigation of the Membrane Localization and Interaction of Selected Flavonoids by NMR and FTIR Spectroscopy
In this report, we discuss the effects of undescribed flavone derivatives, HZ4 and SP9, newly isolated from the aerial parts of <i>Hottonia palustris</i> L. and <i>Scleranthus perennis</i> L. on membranes. Interaction of flavonoids with lipid bilayers is important for medicin...
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MDPI AG
2023-10-01
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| Series: | International Journal of Molecular Sciences |
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| author | Justyna Kapral-Piotrowska Jakub W. Strawa Katarzyna Jakimiuk Adrian Wiater Michał Tomczyk Wiesław I. Gruszecki Bożena Pawlikowska-Pawlęga |
| author_facet | Justyna Kapral-Piotrowska Jakub W. Strawa Katarzyna Jakimiuk Adrian Wiater Michał Tomczyk Wiesław I. Gruszecki Bożena Pawlikowska-Pawlęga |
| author_sort | Justyna Kapral-Piotrowska |
| collection | DOAJ |
| description | In this report, we discuss the effects of undescribed flavone derivatives, HZ4 and SP9, newly isolated from the aerial parts of <i>Hottonia palustris</i> L. and <i>Scleranthus perennis</i> 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 CH<sub>2</sub> and CH<sub>3</sub> 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. |
| first_indexed | 2024-03-10T21:11:32Z |
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| institution | Directory Open Access Journal |
| issn | 1661-6596 1422-0067 |
| language | English |
| last_indexed | 2024-03-10T21:11:32Z |
| publishDate | 2023-10-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | International Journal of Molecular Sciences |
| spelling | doaj.art-2b81d721c3a5479d951e7deea44fee7a2023-11-19T16:44:18ZengMDPI AGInternational Journal of Molecular Sciences1661-65961422-00672023-10-0124201527510.3390/ijms242015275Investigation of the Membrane Localization and Interaction of Selected Flavonoids by NMR and FTIR SpectroscopyJustyna Kapral-Piotrowska0Jakub W. Strawa1Katarzyna Jakimiuk2Adrian Wiater3Michał Tomczyk4Wiesław I. Gruszecki5Bożena Pawlikowska-Pawlęga6Department of Functional Anatomy and Cytobiology, Institute of Biological Sciences, Maria Curie-Sklodowska University, ul. Akademicka 19, 20-033 Lublin, PolandDepartment of Pharmacognosy, Faculty of Pharmacy with the Division of Laboratory Medicine, Medical University of Białystok, ul. Mickiewicza 2a, 15-230 Białystok, PolandDepartment of Pharmacognosy, Faculty of Pharmacy with the Division of Laboratory Medicine, Medical University of Białystok, ul. Mickiewicza 2a, 15-230 Białystok, PolandDepartment of Industrial and Environmental Microbiology, Institute of Biological Sciences, Maria Curie-Sklodowska University, ul. Akademicka 19, 20-033 Lublin, PolandDepartment of Pharmacognosy, Faculty of Pharmacy with the Division of Laboratory Medicine, Medical University of Białystok, ul. Mickiewicza 2a, 15-230 Białystok, PolandDepartment of Biophysics, Institute of Physics, Maria Curie-Sklodowska University, ul. Pl. M. Curie-Sklodowskiej 1, 20-031 Lublin, PolandDepartment of Functional Anatomy and Cytobiology, Institute of Biological Sciences, Maria Curie-Sklodowska University, ul. Akademicka 19, 20-033 Lublin, PolandIn this report, we discuss the effects of undescribed flavone derivatives, HZ4 and SP9, newly isolated from the aerial parts of <i>Hottonia palustris</i> L. and <i>Scleranthus perennis</i> 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 CH<sub>2</sub> and CH<sub>3</sub> 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.https://www.mdpi.com/1422-0067/24/20/15275flavonoidsliposomesNMRFTIRDPPCEYPC |
| spellingShingle | Justyna Kapral-Piotrowska Jakub W. Strawa Katarzyna Jakimiuk Adrian Wiater Michał Tomczyk Wiesław I. Gruszecki Bożena Pawlikowska-Pawlęga Investigation of the Membrane Localization and Interaction of Selected Flavonoids by NMR and FTIR Spectroscopy International Journal of Molecular Sciences flavonoids liposomes NMR FTIR DPPC EYPC |
| title | Investigation of the Membrane Localization and Interaction of Selected Flavonoids by NMR and FTIR Spectroscopy |
| title_full | Investigation of the Membrane Localization and Interaction of Selected Flavonoids by NMR and FTIR Spectroscopy |
| title_fullStr | Investigation of the Membrane Localization and Interaction of Selected Flavonoids by NMR and FTIR Spectroscopy |
| title_full_unstemmed | Investigation of the Membrane Localization and Interaction of Selected Flavonoids by NMR and FTIR Spectroscopy |
| title_short | Investigation of the Membrane Localization and Interaction of Selected Flavonoids by NMR and FTIR Spectroscopy |
| title_sort | investigation of the membrane localization and interaction of selected flavonoids by nmr and ftir spectroscopy |
| topic | flavonoids liposomes NMR FTIR DPPC EYPC |
| url | https://www.mdpi.com/1422-0067/24/20/15275 |
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