Simultaneous photoactivation of a fluoroquinolone antibiotic and nitric oxide with fluorescence reporting

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dc.contributor.authorMartins, Tassia Joi
dc.contributor.authorParisi, Cristina
dc.contributor.authorPinto, Juliana Guerra
dc.contributor.authorBrambilla, Isabelle de Paula Ribeiro
dc.contributor.authorMelilli, Barbara
dc.contributor.authorAleo, Danilo
dc.contributor.authorFerreira-Strixino, Juliana
dc.contributor.authorSortino, Salvatore
dc.date.accessioned2026-01-15T17:15:04Z
dc.date.available2026-01-15T17:15:04Z
dc.date.issued22024
dc.description.abstractThe achievement of smart pharmaceuticals whose bioactivity can be spatiotemporally controlled by light stimuli is known as photopharmacology, an emerging area aimed at improving the therapeutic outcome and minimizing side effects. This is especially attractive for antibiotics, for which the inevitable development of multidrug resistance and the dwindling of new clinically approved drugs represent the main drawbacks. Here, we show that nitrosation of the fluoroquinolone norfloxacin (NF), a broad- spectrum antibiotic, leads to the nitrosated bioconjugate NF–NO, which is inactive at the typical minimum inhibitory concentration of NF. Irradiation of NF–NO with visible blue light triggers the simul- taneous release of NF and nitric oxide (NO). The photouncaging process is accompanied by the revival of the typical fluorescence emission of NF, quenched in NF–NO, which acts as an optical reporter. This permits the real-time monitoring of the photouncaging process, even within bacteria cells where antibacterial activity is switched on exclusively upon light irradiation. The mechanism of photorelease seems to occur through a two-step hopping electron transfer mediated by the lowest triplet state of NF–NO and the phosphate buffer ions or aminoacids such as tyrosine. Considering the well-known role of NO as an ‘‘unconventional’’ antibacterial, the NF–NO conjugate may represent a potential bimodal antibacterial weapon activatable on demand with high spatio-temporal control.
dc.description.physical9 p.
dc.description.sponsorshipFundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)
dc.description.sponsorshipConselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)
dc.description.uriFAPESP: 2022/10251-0
dc.format.mimetypePDF
dc.identifier.affiliationUniversidade do Vale do Paraíba
dc.identifier.affiliationUniversity of Catania
dc.identifier.bibliographicCitationMARTINS, T. J. et al. Simultaneous photoactivation of a fluoroquinolone antibiotic and nitric oxide with fluorescence reporting. Journal of Materials Chemistry B, v. 12, n. 31, p. 7626–7634, 2024. Disponível em: https://xlink.rsc.org/?DOI=D4TB01291G.
dc.identifier.doi10.1039/D4TB01291G
dc.identifier.urihttps://repositorio.univap.br/handle/123456789/1094
dc.language.isoen_US
dc.publisherRoyal Society of Chemistry
dc.rights.holderJournal of Materials Chemistry B
dc.subject.keywordPhotoactivation
dc.subject.keywordAntibiotic
dc.subject.keywordFluorescence reporting
dc.titleSimultaneous photoactivation of a fluoroquinolone antibiotic and nitric oxide with fluorescence reporting
dc.typeArtigos de Periódicos

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