Publication:
Effects of a Semisynthetic Catechin on Phosphatidylglycerol Membranes: A Mixed Experimental and Simulation Study

dc.contributor.authorAranda, Elisa
dc.contributor.authorPérez-Cárceles, María Dolores
dc.contributor.authorAranda Martínez, Francisco José
dc.contributor.authorOrtiz López, Antonio
dc.contributor.authorRodríguez López, José Neptuno
dc.contributor.authorTeruel Puche, José Antonio
dc.contributor.departmentBioquímica y Biología Molecular Aes
dc.date.accessioned2024-12-17T08:43:11Z
dc.date.available2024-12-17T08:43:11Z
dc.date.issued2023-01-03
dc.description©2023. This manuscript version is made available under the CC-BY 4.0 license http://creativecommons.org/licenses/by /4.0/ This document is the Published, version of a Published Work that appeared in final form in Molecules. To access the final edited and published work see https://doi.org/10.3390/molecules28010422es
dc.description.abstractCatechins have been shown to display a great variety of biological activities, prominent among them are their chemo preventive and chemotherapeutic properties against several types of cancer. The amphiphilic nature of catechins points to the membrane as a potential target for their actions. 3,4,5-Trimethoxybenzoate of catechin (TMBC) is a modified structural analog of catechin that shows significant antiproliferative activity against melanoma and breast cancer cells. Phosphatidylglycerol is an anionic membrane phospholipid with important physical and biochemical characteristics that make it biologically relevant. In addition, phosphatidylglycerol is a preeminent component of bacterial membranes. Using biomimetic membranes, we examined the effects of TMBC on the structural and dynamic properties of phosphatidylglycerol bilayers by means of biophysical techniques such as differential scanning calorimetry, X-ray diffraction and infrared spectroscopy, together with an analysis through molecular dynamics simulation. We found that TMBC perturbs the thermotropic gel to liquid-crystalline phase transition and promotes immiscibility in both phospholipid phases. The modified catechin decreases the thickness of the bilayer and is able to form hydrogen bonds with the carbonyl groups of the phospholipid. Experimental data support the simulated data that locate TMBC as mostly forming clusters in the middle region of each monolayer approaching the carbonyl moiety of the phospholipid. The presence of TMBC modifies the structural and dynamic properties of the phosphatidylglycerol bilayer. The decrease in membrane thickness and the change of the hydrogen bonding pattern in the interfacial region of the bilayer elicited by the catechin might contribute to the alteration of the events taking place in the membrane and might help to understand the mechanism of action of the diverse effects displayed by catechins.es
dc.formatapplication/pdfes
dc.format.extent16es
dc.identifier.citationMolecules 2023, 28, 422
dc.identifier.doihttps://doi.org/10.3390/molecules28010422
dc.identifier.issn1420-3049
dc.identifier.urihttp://hdl.handle.net/10201/147544
dc.languageenges
dc.publisherMDPIes
dc.relationSin financiación externa a la Universidades
dc.relation.publisherversionhttps://www.mdpi.com/journal/moleculeses
dc.rightsinfo:eu-repo/semantics/openAccesses
dc.rightsAtribución 4.0 Internacional*
dc.rights.urihttp://creativecommons.org/licenses/by/4.0/*
dc.subjectCatechines
dc.subjectDimyristoylphosphatidylglyceroles
dc.subjectDSCes
dc.subjectFTIRes
dc.subjectX-ray diffractiones
dc.subjectMolecular dynamices
dc.titleEffects of a Semisynthetic Catechin on Phosphatidylglycerol Membranes: A Mixed Experimental and Simulation Studyes
dc.typeinfo:eu-repo/semantics/articlees
dspace.entity.typePublicationes
relation.isAuthorOfPublication90cfeea8-d683-4572-a187-13fe27a83750
relation.isAuthorOfPublicatione5a9bd2b-1205-406b-ae4f-7e90a2d0adca
relation.isAuthorOfPublication36d7ac7e-b9a7-477c-8f7e-f03d4cc834c1
relation.isAuthorOfPublicationbd0ae640-4c40-439e-bf79-a87fea6c8898
relation.isAuthorOfPublication.latestForDiscovery90cfeea8-d683-4572-a187-13fe27a83750
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