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Efficacy, Stability, and Safety Evaluation of New Polyphenolic Xanthones Towards Identification of Bioactive Compounds to Fight Skin Photoaging

2020-06Journal article Open access
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dc.contributor.authorResende, Diana I. S. P.
dc.contributor.authorAlmeida, Mariana C.
dc.contributor.authorMaciel, Bruna
dc.contributor.authorCarmo, Helena
dc.contributor.authorLobo, José Sousa
dc.contributor.authorDal Pozzo, Carlotta
dc.contributor.authorCravo, Sara M.
dc.contributor.authorRosa, Gonçalo P.
dc.contributor.authorKane-Pagès, Aida
dc.contributor.authorBarreto, Maria do Carmo
dc.contributor.authorAlmeida, Isabel F.
dc.contributor.authorSousa, Maria Emília de
dc.contributor.authorPinto, Madalena M. M.
dc.date.accessioned2021-03-22T18:01:22Z
dc.date.available2021-03-22T18:01:22Z
dc.date.issued2020-06
dc.description.abstractAntioxidants have long been used in the cosmetic industry to prevent skin photoaging, which is mediated by oxidative stress, making the search for new antioxidant compounds highly desirable in this field. Naturally occurring xanthones are polyphenolic compounds that can be found in microorganisms, fungi, lichens, and some higher plants. This class of polyphenols has a privileged scaffold that grants them several biological activities. We have previously identified simple oxygenated xanthones as promising antioxidants and disclosed as hit, 1,2-dihydroxyxanthone (1). Herein, we synthesized and studied the potential of xanthones with different polyoxygenated patterns as skin antiphotoaging ingredients. In the DPPH antioxidant assay, two newly synthesized derivatives showed IC₅₀ values in the same range as ascorbic acid. The synthesized xanthones were discovered to be excellent tyrosinase inhibitors and weak to moderate collagenase and elastase inhibitors but no activity was revealed against hyaluronidase. Their metal-chelating effect (FeCl₃ and CuCl₂) as well as their stability at different pH values were characterized to understand their potential to be used as future cosmetic active agents. Among the synthesized polyoxygenated xanthones, 1,2-dihydroxyxanthone (1) was reinforced as the most promising, exhibiting a dual ability to protect the skin against UV damage by combining antioxidant/metal-chelating properties with UV-filter capacity and revealed to be more stable in the pH range that is close to the pH of the skin. Lastly, the phototoxicity of 1,2-dihydroxyxanthone (1) was evaluated in a human keratinocyte cell line and no phototoxicity was observed in the concentration range tested.en
dc.description.sponsorshipThis research was supported by national funds through FCT, Foundation for Science and Technology, within the scope of UIDB/04423/2020 and UIDP/04423/2020 under the project PTDC/SAU-PUB/28736/2017 (reference POCI-01-0145-FEDER-028736), cofinanced by COMPETE 2020, Portugal 2020 and the European Union through the ERDF and by FCT through national funds, as well as CHIRALBIOACTIVE-PI-3RL-IINFACTS-2019, and supported by the Applied Molecular Biosciences Unit-UCIBIO which is financed by national funds from FCT/MCTES (UID/Multi/04378/2019). Thanks are also due to FCT, the European Union, QREN, FEDER, COMPETE, by funding cE3c center (Ref. UID/BIA/00329/2019) and Direcao Regional da Ciencia e Tecnologia (Azores Government) by funding Azorean Biodiversity Group.en
dc.description.versioninfo:eu-repo/semantics/publishedVersionpt_PT
dc.identifier.citationResende, D.I.S.P., Almeida, M.C., Maciel, B., Carmo, H., Lobo, J.S., Dal Pozzo, C., Cravo, S.M., Rosa, G.P., Kane-Pagès, A., Barreto, M.C., Almeida, I.F., Sousa, M.E. & Pinto, M.M.M. (2020). Efficacy, stability, and safety evaluation of new polyphenolic xanthones towards identification of bioactive compounds to fight skin photoaging. “Molecules”, 25, 1-16. DOI: 10.3390/molecules25122782en
dc.identifier.doi10.3390/molecules25122782pt_PT
dc.identifier.issn1420-3049
dc.identifier.pmchttp://europepmc.org/articles/PMC7356587
dc.identifier.pmidhttps://www.ncbi.nlm.nih.gov/pubmed/32560201
dc.identifier.urihttp://hdl.handle.net/10400.3/5808
dc.identifier.wos000550172100001
dc.language.isoengpt_PT
dc.peerreviewedyespt_PT
dc.publisherMDPIpt_PT
dc.relationFCT, UIDB/04423/2020pt_PT
dc.relationFCT, UIDP/04423/2020pt_PT
dc.relationAntimicrobials from the sea: models for innovative agents to revert multidrug resistance
dc.relationFCT, UID/Multi/04378/2019pt_PT
dc.relationFCT, UID/BIA/00329/2019pt_PT
dc.relation.publisherversionhttps://www.mdpi.com/1420-3049/25/12/2782pt_PT
dc.rights.urihttp://creativecommons.org/licenses/by/4.0/pt_PT
dc.subjectSkinen
dc.subjectPhotoagingen
dc.subjectAntioxidantsen
dc.subjectXanthonesen
dc.subject1,2-dihydroxyxanthoneen
dc.subjectDPPHen
dc.subjectElastaseen
dc.subjectCollagenaseen
dc.subjectTyrosinaseen
dc.subjectPhototoxicityen
dc.titleEfficacy, Stability, and Safety Evaluation of New Polyphenolic Xanthones Towards Identification of Bioactive Compounds to Fight Skin Photoagingen
dc.typejournal article
dspace.entity.typePublication
oaire.awardTitleAntimicrobials from the sea: models for innovative agents to revert multidrug resistance
oaire.awardURIinfo:eu-repo/grantAgreement/FCT/9471 - RIDTI/PTDC%2FSAU-PUB%2F28736%2F2017/PT
oaire.citation.conferencePlaceSwitzerlanden
oaire.citation.endPage16pt_PT
oaire.citation.issue(12)pt_PT
oaire.citation.startPage1pt_PT
oaire.citation.titleMoleculespt_PT
oaire.citation.volume25pt_PT
oaire.fundingStream9471 - RIDTI
person.familyNameRosa
person.familyNameBarreto
person.givenNameGonçalo
person.givenNameMaria do Carmo
person.identifier.ciencia-idC512-A6FD-4A68
person.identifier.orcid0000-0002-0706-8505
person.identifier.orcid0000-0001-5797-8913
person.identifier.ridN-8704-2015
person.identifier.scopus-author-id7004455600
project.funder.identifierhttp://doi.org/10.13039/501100001871
project.funder.nameFundação para a Ciência e a Tecnologia
rcaap.rightsopenAccesspt_PT
rcaap.typearticlept_PT
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relation.isAuthorOfPublicationf61a2d4d-efd3-487c-acfb-7bb7aceb55b0
relation.isAuthorOfPublication.latestForDiscovery848abdd5-db5c-4194-9b8a-4aada01290ce
relation.isProjectOfPublication87bd364e-3c08-41f7-bfbb-d06bbbca64b8
relation.isProjectOfPublication.latestForDiscovery87bd364e-3c08-41f7-bfbb-d06bbbca64b8

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