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Vanadium(IV) complexes with methyl-substituted 8-hydroxyquinolines

2021-10-21Artigo científico Acesso aberto
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dc.contributor.authorPalion-Gazda, Joanna
dc.contributor.authorLuz, André
dc.contributor.authorRaposo, Luis R.
dc.contributor.authorChoroba, Katarzyna
dc.contributor.authorNycz, Jacek E.
dc.contributor.authorBieńko, Alina
dc.contributor.authorLewińska, Agnieszka
dc.contributor.authorErfurt, Karol
dc.contributor.authorBaptista, Pedro V.
dc.contributor.authorMachura, Barbara
dc.contributor.authorFernandes, Alexandra R.
dc.contributor.authorShul’pina, Lidia S.
dc.contributor.authorIkonnikov, Nikolay S.
dc.contributor.authorShul’pin, Georgiy B.
dc.contributor.institutionDCV - Departamento de Ciências da Vida
dc.contributor.institutionUCIBIO - Applied Molecular Biosciences Unit
dc.contributor.pblMDPI - Multidisciplinary Digital Publishing Institute
dc.date.accessioned2022-03-30T11:55:29Z
dc.date.available2022-03-30T11:55:29Z
dc.date.issued2021-10-21
dc.descriptionNos. 19-03-00142 RFMEFI61917X0007 State Task 0082-2014-0007 (CITIS): AAAA-A17-117040610283-3 LA/P/0140/2020
dc.description.abstractMethyl-substituted 8-hydroxyquinolines (Hquin) were successfully used to synthetize five-coordinated oxovanadium(IV) complexes: [VO(2,6-(Me)2-quin)2 ] (1), [VO(2,5-(Me)2-quin)2 ] (2) and [VO(2-Me-quin)2 ] (3). Complexes 1–3 demonstrated high catalytic activity in the oxidation of hydrocarbons with H2 O2 in acetonitrile at 50◦ C, in the presence of 2-pyrazinecarboxylic acid (PCA) as a cocatalyst. The maximum yield of cyclohexane oxidation products attained was 48%, which is high in the case of the oxidation of saturated hydrocarbons. The reaction leads to the formation of a mixture of cyclohexyl hydroperoxide, cyclohexanol and cyclohexanone. When triphenylphosphine is added, cyclohexyl hydroperoxide is completely converted to cyclohexanol. Consideration of the regioand bond-selectivity in the oxidation of n-heptane and methylcyclohexane, respectively, indicates that the oxidation proceeds with the participation of free hydroxyl radicals. The complexes show moderate activity in the oxidation of alcohols. Complexes 1 and 2 reduce the viability of colorectal (HCT116) and ovarian (A2780) carcinoma cell lines and of normal dermal fibroblasts without showing a specific selectivity for cancer cell lines. Complex 3 on the other hand, shows a higher cytotoxicity in a colorectal carcinoma cell line (HCT116), a lower cytotoxicity towards normal dermal fibroblasts and no effect in an ovarian carcinoma cell line (order of magnitude HCT116 > fibroblasts > A2780).en
dc.description.versionpublishersversion
dc.description.versionpublished
dc.format.extent23
dc.format.extent3467590
dc.identifier.doi10.3390/molecules26216364
dc.identifier.issn1420-3049
dc.identifier.otherPURE: 42510251
dc.identifier.otherPURE UUID: 0f55496e-c434-4e7f-9331-b233fd5de6b4
dc.identifier.otherScopus: 85117575015
dc.identifier.otherPubMed: 34770772
dc.identifier.otherPubMedCentral: PMC8588223
dc.identifier.otherWOS: 000718483800001
dc.identifier.otherORCID: /0000-0001-5255-7095/work/110591379
dc.identifier.otherORCID: /0000-0003-2054-4438/work/110592139
dc.identifier.urihttp://hdl.handle.net/10362/135536
dc.identifier.urlhttps://www.scopus.com/pages/publications/85117575015
dc.language.isoeng
dc.peerreviewedyes
dc.relationinfo:eu-repo/grantAgreement/FCT/6817 - DCRRNI ID/UIDP%2F04378%2F2020/PT
dc.relationApplied Molecular Biosciences Unit
dc.relationApplied Molecular Biosciences Unit
dc.subject8-hydroxyquinoline
dc.subjectBiological activity
dc.subjectCatalytic properties
dc.subjectCytotoxicity studies
dc.subjectVanadium(IV) complexes
dc.subjectAnalytical Chemistry
dc.subjectChemistry (miscellaneous)
dc.subjectMolecular Medicine
dc.subjectPharmaceutical Science
dc.subjectDrug Discovery
dc.subjectPhysical and Theoretical Chemistry
dc.subjectOrganic Chemistry
dc.subjectSDG 3 - Good Health and Well-being
dc.titleVanadium(IV) complexes with methyl-substituted 8-hydroxyquinolinesen
dc.title.subtitleCatalytic potential in the oxidation of hydrocarbons and alcohols with peroxides and biological activityen
dc.typejournal article
degois.publication.issue21
degois.publication.titleMolecules
degois.publication.volume26
dspace.entity.typePublication
oaire.awardNumberUIDP/04378/2020
oaire.awardNumberUIDB/04378/2020
oaire.awardTitleApplied Molecular Biosciences Unit
oaire.awardTitleApplied Molecular Biosciences Unit
oaire.awardURIinfo:eu-repo/grantAgreement/FCT/6817 - DCRRNI ID/UIDP%2F04378%2F2020/PT
oaire.awardURIinfo:eu-repo/grantAgreement/FCT/6817 - DCRRNI ID/UIDB%2F04378%2F2020/PT
oaire.fundingStream6817 - DCRRNI ID
oaire.fundingStream6817 - DCRRNI ID
project.funder.identifierhttp://doi.org/10.13039/501100001871
project.funder.identifierhttp://doi.org/10.13039/501100001871
project.funder.nameFundação para a Ciência e a Tecnologia
project.funder.nameFundação para a Ciência e a Tecnologia
rcaap.rightsopenAccess
relation.isProjectOfPublication38373452-5c9c-4724-8def-f03314ecce0e
relation.isProjectOfPublicatione07cf232-4705-4b5b-b2c4-af8f25311076
relation.isProjectOfPublication.latestForDiscoverye07cf232-4705-4b5b-b2c4-af8f25311076

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