Interaction of 4′-methylflavonoids with biological membranes, liposomes, and human albumin

Abstract The aim of the study was to compare the impact of three synthesized chemical compounds from a group of methylated flavonoids, i.e. 2′-hydroxy-4-methylchalcone (3), 4′-methylflavanone (4), and 4′-methylflavone (5), on a red blood cell membranes (RBCMs), phosphatidylcholine model membranes (P...

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Autores principales:	Aleksandra Włoch, Paulina Strugała-Danak, Hanna Pruchnik, Agnieszka Krawczyk-Łebek, Karolina Szczecka, Tomasz Janeczko, Edyta Kostrzewa-Susłow
Formato:	article
Lenguaje:	EN
Publicado:	Nature Portfolio 2021
Materias:	Medicine R Science Q
Acceso en línea:	https://doaj.org/article/08dec58aafff4292b03e0bb109c88895
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spelling	oai:doaj.org-article:08dec58aafff4292b03e0bb109c888952021-12-02T16:35:41ZInteraction of 4′-methylflavonoids with biological membranes, liposomes, and human albumin10.1038/s41598-021-95430-82045-2322https://doaj.org/article/08dec58aafff4292b03e0bb109c888952021-08-01T00:00:00Zhttps://doi.org/10.1038/s41598-021-95430-8https://doaj.org/toc/2045-2322Abstract The aim of the study was to compare the impact of three synthesized chemical compounds from a group of methylated flavonoids, i.e. 2′-hydroxy-4-methylchalcone (3), 4′-methylflavanone (4), and 4′-methylflavone (5), on a red blood cell membranes (RBCMs), phosphatidylcholine model membranes (PC), and human serum albumin (HSA) in order to investigate their structure–activity relationships. In the first stage of the study, it was proved that all of the compounds tested do not cause hemolysis of red blood cells and, therefore, do not have a toxic effect. In biophysical studies, it was shown that flavonoids have an impact on the hydrophilic and hydrophobic regions of membranes (both RBCMs and PC) causing an increase in packing order of lipid heads and a decrease in fluidity, respectively. Whereas, on the one hand, the magnitude of these changes depends on the type of the compound tested, on the other hand, it also depends on the type of membrane. 4′-Methylflavanone and 4′-methylflavone are located mainly in the hydrophilic part of lipid membranes, while 2′-hydroxy-4-methylchalcone has a greater impact on the hydrophobic area. A fluorescence quenching study proved that compounds (3), (4) and (5) bind with HSA in a process of static quenching. The binding process is spontaneous whereas hydrogen bonding interactions and van der Waals forces play a major role in the interaction between the compounds and HSA.Aleksandra WłochPaulina Strugała-DanakHanna PruchnikAgnieszka Krawczyk-ŁebekKarolina SzczeckaTomasz JaneczkoEdyta Kostrzewa-SusłowNature PortfolioarticleMedicineRScienceQENScientific Reports, Vol 11, Iss 1, Pp 1-14 (2021)
institution	DOAJ
collection	DOAJ
language	EN
topic	Medicine R Science Q
spellingShingle	Medicine R Science Q Aleksandra Włoch Paulina Strugała-Danak Hanna Pruchnik Agnieszka Krawczyk-Łebek Karolina Szczecka Tomasz Janeczko Edyta Kostrzewa-Susłow Interaction of 4′-methylflavonoids with biological membranes, liposomes, and human albumin
description	Abstract The aim of the study was to compare the impact of three synthesized chemical compounds from a group of methylated flavonoids, i.e. 2′-hydroxy-4-methylchalcone (3), 4′-methylflavanone (4), and 4′-methylflavone (5), on a red blood cell membranes (RBCMs), phosphatidylcholine model membranes (PC), and human serum albumin (HSA) in order to investigate their structure–activity relationships. In the first stage of the study, it was proved that all of the compounds tested do not cause hemolysis of red blood cells and, therefore, do not have a toxic effect. In biophysical studies, it was shown that flavonoids have an impact on the hydrophilic and hydrophobic regions of membranes (both RBCMs and PC) causing an increase in packing order of lipid heads and a decrease in fluidity, respectively. Whereas, on the one hand, the magnitude of these changes depends on the type of the compound tested, on the other hand, it also depends on the type of membrane. 4′-Methylflavanone and 4′-methylflavone are located mainly in the hydrophilic part of lipid membranes, while 2′-hydroxy-4-methylchalcone has a greater impact on the hydrophobic area. A fluorescence quenching study proved that compounds (3), (4) and (5) bind with HSA in a process of static quenching. The binding process is spontaneous whereas hydrogen bonding interactions and van der Waals forces play a major role in the interaction between the compounds and HSA.
format	article
author	Aleksandra Włoch Paulina Strugała-Danak Hanna Pruchnik Agnieszka Krawczyk-Łebek Karolina Szczecka Tomasz Janeczko Edyta Kostrzewa-Susłow
author_facet	Aleksandra Włoch Paulina Strugała-Danak Hanna Pruchnik Agnieszka Krawczyk-Łebek Karolina Szczecka Tomasz Janeczko Edyta Kostrzewa-Susłow
author_sort	Aleksandra Włoch
title	Interaction of 4′-methylflavonoids with biological membranes, liposomes, and human albumin
title_short	Interaction of 4′-methylflavonoids with biological membranes, liposomes, and human albumin
title_full	Interaction of 4′-methylflavonoids with biological membranes, liposomes, and human albumin
title_fullStr	Interaction of 4′-methylflavonoids with biological membranes, liposomes, and human albumin
title_full_unstemmed	Interaction of 4′-methylflavonoids with biological membranes, liposomes, and human albumin
title_sort	interaction of 4′-methylflavonoids with biological membranes, liposomes, and human albumin
publisher	Nature Portfolio
publishDate	2021
url	https://doaj.org/article/08dec58aafff4292b03e0bb109c88895
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Interaction of 4′-methylflavonoids with biological membranes, liposomes, and human albumin

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