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“Healthy Life”: interaction of polyphenols with lipid bilayers and their effects in human cells

dc.contributor.authorFilipe, Hugo A. L.
dc.contributor.authorPeneda, Catarina
dc.contributor.authorMarquês, Joaquim T.
dc.contributor.authorMachuqueiro, Miguel
dc.contributor.authorRamos, João C.
dc.contributor.authorSantos, Maria da Soledade
dc.contributor.authorMarinho, H. Susana
dc.contributor.authorViana, Ana S.
dc.contributor.authorSoares, Helena
dc.contributor.authorAlmeida, Rodrigo F. M. de
dc.date.accessioned2017-12-04T13:12:19Z
dc.date.available2017-12-04T13:12:19Z
dc.date.issued2016-06
dc.description.abstractThis work concerns the transversal project of the CQB thematic line: “Healthy Life: Molecular Interventions and Regulation Mechanisms”. Biologically active plant phytochemicals have a broad range of pharmacological effects including anticarcinogenic, antimicrobial, antioxidant, and anti-inflammatory activity. [1] Notwithstanding the possibility of having a specific target, phytochemicals must interact and permeate through cell membranes in the body. Indeed, it was suggested that those molecules insert into the membranes and thereby may have a promiscuous activity by changing structural properties of lipid bilayers. [2] Some well-known phenolic acids such as caffeic (CA), rosmarinic (RA) and chlorogenic (CGA) acids, whose identification in plant extracts has been achieved by CQB research groups, were selected to be addressed in first place. All the phenolic acids studied have low lipophilicity and among them, RA was the only one with a partition to biological membrane models measurable by fluorescence spectroscopy, as opposed to CA and CGA. Cyclic voltammetry measurements using an electrode modified with a supported lipid bilayer, also indicated a higher affinity of RA to lipid membranes. In addition, oxidation/reduction of the phenolic acids displayed higher reversibility in the lipid milieu than in the aqueous bulk. Indeed, the reduced form of phenolic acids was unstable in aqueous solution. In particular, in DMEM/F-12 cell culture media, a colour change observed after incubation with each compound could be reverted by the addition of a reducing agent. The higher reversibility of phenolic acids oxidation/reduction, once they were inserted in the lipid membrane, may contribute to the stability of the compounds and prevent the formation of degradation products. Molecular dynamics (MD) simulations are being performed to probe the location and orientation of these and other selected compounds in lipid bilayers. The influence of the phenolic acids in the cytoskeleton organization, both actin filaments and microtubules, of a human retinal pigment epithelial cell line (RPE1) was also investigated. All compounds induced concentration and time dependent effects, translated in structural alterations mainly at the cell periphery, and also in the perturbation of cell division. Moreover, it was not evident that these compounds induce apoptosis under the conditions tested. RA seemed to induce evident effects at earlier times and at lower concentrations, as compared to CA and CGA. This higher sensibility of RPE1 cells to RA correlates with the higher affinity of this compound to the lipid bilayer.pt_PT
dc.description.versioninfo:eu-repo/semantics/publishedVersionpt_PT
dc.identifier.citationFilipe HA, Peneda C, Marquês JT, Machuqueiro M, Ramos JC, Soares H, et al. «Healthy Life»: interaction of polyphenols with lipid bilayers and their effects in human cells. In: CQB Day, Faculdade de Ciências (Lisboa), 28 June 2016.pt_PT
dc.identifier.urihttp://hdl.handle.net/10400.21/7639
dc.language.isoengpt_PT
dc.peerreviewedyespt_PT
dc.relation.publisherversionhttp://doczz.net/doc/4429422/cqb-day-2016---universidade-de-lisboapt_PT
dc.rights.urihttp://creativecommons.org/licenses/by-nc-nd/4.0/pt_PT
dc.subjectPolyphenolspt_PT
dc.subjectLipid bilayerspt_PT
dc.subjectPhenolic acidspt_PT
dc.subjectMolecular dynamicspt_PT
dc.title“Healthy Life”: interaction of polyphenols with lipid bilayers and their effects in human cellspt_PT
dc.typeconference object
dspace.entity.typePublication
oaire.citation.conferencePlaceLisboapt_PT
rcaap.rightsopenAccesspt_PT
rcaap.typeconferenceObjectpt_PT

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