Publicação
Cell Uptake of Steroid-BODIPY Conjugates and Their Internalization Mechanisms
| dc.contributor.author | Amendoeira, Ana F. | |
| dc.contributor.author | Luz, André | |
| dc.contributor.author | Valente, Ruben | |
| dc.contributor.author | Roma-Rodrigues, Catarina | |
| dc.contributor.author | Ali, Hasrat | |
| dc.contributor.author | van Lier, Johan E. | |
| dc.contributor.author | Marques, Fernanda | |
| dc.contributor.author | Baptista, Pedro V. | |
| dc.contributor.author | Fernandes, Alexandra R. | |
| dc.contributor.institution | DCV - Departamento de Ciências da Vida | |
| dc.contributor.institution | UCIBIO - Applied Molecular Biosciences Unit | |
| dc.contributor.pbl | MDPI - Multidisciplinary Digital Publishing Institute | |
| dc.date.accessioned | 2023-07-04T22:16:56Z | |
| dc.date.available | 2023-07-04T22:16:56Z | |
| dc.date.issued | 2023-02-10 | |
| dc.description | Funding Information: This work was financed by national funds from FCT—Fundação para a Ciência e a Tecnologia, I.P., within the scope of the projects of the Ministry of Science Technology and Higher Education: the project of the Associate Laboratory Institute for Health and Bioeconomy—i4HB and, in part, by the Jeanne and J.-Louis Lévesque foundation, Montreal, QC, Canada (J.E.v.L.). J.E.v.L. is a member of the Research Center of the CHUS (CRCHUS), Sherbrooke, QC, Canada, supported by the Fonds de la Recherche du Québec—Santé. C.R.R., A.L. and R.V. were funded by FCT/MCTES, grant numbers SFRH/BD/12161/2022, and SFRH/BD/09845/2022, respectively. Publisher Copyright: © 2023 by the authors. | |
| dc.description.abstract | Estradiol-BODIPY linked via an 8-carbon spacer chain and 19-nortestosterone- and testosterone-BODIPY linked via an ethynyl spacer group were evaluated for cell uptake in the breast cancer cell lines MCF-7 and MDA-MB-231 and prostate cancer cell lines PC-3 and LNCaP, as well as in normal dermal fibroblasts, using fluorescence microscopy. The highest level of internalization was observed with 11β-OMe-estradiol-BODIPY 2 and 7α-Me-19-nortestosterone-BODIPY 4 towards cells expressing their specific receptors. Blocking experiments showed changes in non-specific cell uptake in the cancer and normal cells, which likely reflect differences in the lipophilicity of the conjugates. The internalization of the conjugates was shown to be an energy-dependent process that is likely mediated by clathrin- and caveolae-endocytosis. Studies using 2D co-cultures of cancer cells and normal fibroblasts showed that the conjugates are more selective towards cancer cells. Cell viability assays showed that the conjugates are non-toxic for cancer and/or normal cells. Visible light irradiation of cells incubated with estradiol-BODIPYs 1 and 2 and 7α-Me-19-nortestosterone-BODIPY 4 induced cell death, suggesting their potential for use as PDT agents. | en |
| dc.description.version | publishersversion | |
| dc.description.version | published | |
| dc.format.extent | 22 | |
| dc.format.extent | 4710418 | |
| dc.identifier.doi | 10.3390/ijms24043600 | |
| dc.identifier.issn | 1661-6596 | |
| dc.identifier.other | PURE: 65198394 | |
| dc.identifier.other | PURE UUID: 16cbbf10-b17f-49b4-8690-3c9b54d9c627 | |
| dc.identifier.other | Scopus: 85149017122 | |
| dc.identifier.other | WOS: 000945171300001 | |
| dc.identifier.other | PubMed: 36835012 | |
| dc.identifier.other | PubMedCentral: PMC9963437 | |
| dc.identifier.other | ORCID: /0000-0001-5255-7095/work/151383880 | |
| dc.identifier.other | ORCID: /0000-0003-2054-4438/work/151392207 | |
| dc.identifier.uri | http://hdl.handle.net/10362/154838 | |
| dc.identifier.url | https://www.scopus.com/pages/publications/85149017122 | |
| dc.language.iso | eng | |
| dc.peerreviewed | yes | |
| dc.relation | info:eu-repo/grantAgreement/FCT/6817 - DCRRNI ID/UIDP%2F04378%2F2020/PT | |
| dc.relation | Applied Molecular Biosciences Unit | |
| dc.relation | Applied Molecular Biosciences Unit | |
| dc.relation | Institute for Health and Bioeconomy | |
| dc.relation | ExoNANOsi - Exosomes as mediators of inter and intra-cellular trafficking of therapeutic gold nanoparticles as vectors for gene silencing | |
| dc.relation | info:eu-repo/grantAgreement/FCT/OE/SFRH%2FBPD%2F124612%2F2016/PT | |
| dc.subject | androgen-BODIPY conjugates | |
| dc.subject | estradiol-BODIPY conjugates | |
| dc.subject | fluorescence imaging | |
| dc.subject | photodynamic therapy | |
| dc.subject | photosensitizers | |
| dc.subject | receptor-mediated cell uptake | |
| dc.subject | Catalysis | |
| dc.subject | Molecular Biology | |
| dc.subject | Spectroscopy | |
| dc.subject | Computer Science Applications | |
| dc.subject | Physical and Theoretical Chemistry | |
| dc.subject | Organic Chemistry | |
| dc.subject | Inorganic Chemistry | |
| dc.subject | SDG 3 - Good Health and Well-being | |
| dc.title | Cell Uptake of Steroid-BODIPY Conjugates and Their Internalization Mechanisms | en |
| dc.title.subtitle | Cancer Theranostic Dyes | en |
| dc.type | journal article | |
| degois.publication.issue | 4 | |
| degois.publication.title | International Journal of Molecular Sciences | |
| degois.publication.volume | 24 | |
| dspace.entity.type | Publication | |
| oaire.awardNumber | UIDP/04378/2020 | |
| oaire.awardNumber | UIDB/04378/2020 | |
| oaire.awardNumber | LA/P/0140/2020 | |
| oaire.awardNumber | SFRH/BPD/124612/2016 | |
| oaire.awardTitle | Applied Molecular Biosciences Unit | |
| oaire.awardTitle | Applied Molecular Biosciences Unit | |
| oaire.awardTitle | Institute for Health and Bioeconomy | |
| oaire.awardTitle | ExoNANOsi - Exosomes as mediators of inter and intra-cellular trafficking of therapeutic gold nanoparticles as vectors for gene silencing | |
| oaire.awardURI | info:eu-repo/grantAgreement/FCT/6817 - DCRRNI ID/UIDP%2F04378%2F2020/PT | |
| oaire.awardURI | info:eu-repo/grantAgreement/FCT/6817 - DCRRNI ID/UIDB%2F04378%2F2020/PT | |
| oaire.awardURI | info:eu-repo/grantAgreement/FCT/6817 - DCRRNI ID/LA%2FP%2F0140%2F2020/PT | |
| oaire.awardURI | info:eu-repo/grantAgreement/FCT/OE/SFRH%2FBPD%2F124612%2F2016/PT | |
| oaire.fundingStream | 6817 - DCRRNI ID | |
| oaire.fundingStream | 6817 - DCRRNI ID | |
| oaire.fundingStream | 6817 - DCRRNI ID | |
| oaire.fundingStream | OE | |
| project.funder.identifier | http://doi.org/10.13039/501100001871 | |
| project.funder.identifier | http://doi.org/10.13039/501100001871 | |
| project.funder.identifier | http://doi.org/10.13039/501100001871 | |
| project.funder.identifier | http://doi.org/10.13039/501100001871 | |
| project.funder.name | Fundação para a Ciência e a Tecnologia | |
| project.funder.name | Fundação para a Ciência e a Tecnologia | |
| project.funder.name | Fundação para a Ciência e a Tecnologia | |
| project.funder.name | Fundação para a Ciência e a Tecnologia | |
| rcaap.rights | openAccess | |
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| relation.isProjectOfPublication.latestForDiscovery | 38373452-5c9c-4724-8def-f03314ecce0e |
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