Synthesis and in vivo proof of concept of a BODIPY-based fluorescent probe as a tracer for biodistribution studies of a new anti-Chagas agent
Resumen:
The potential use of amide-containing thiazoles, especially (2E,2Z)-3-allyl-4-[((E)-4-cinnamylpiperazin-1-yl)carbonyl]-2-[2-((E)-3-(furan-2-yl)propenylidene)hydrazono]-2,3-dihydrothiazole (1), as drugs for the treatment of Chagas disease has been recently described. The therapeutic application of 1 requires further pre-clinical studies, including in vivo biodistribution. In this sense, a BODIPY-fluorophore based probe for this drug (1-BODIPY) was developed and investigated for its potential as an in vivo tracer. The fluorescent tracer was synthesized, physicochemically and in vitro biologically characterised, and its in vivo biodistribution evaluated. The in vitro studies demonstrated that the fluorescent probe could simulate the in vivo behaviour of compound 1. Furthermore, the in vivo proof of concept showed that the 1-BODIPY biodistribution involves organs that are associated with the parasitic disease. These findings allow us to establish future administration routes and regimens in the treatment of Chagas disease with 1.
| 2017 | |
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Fluorescence Probes Biodistributions Chagas disease Fluorescent probes Fluorescent tracers Therapeutic application |
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| Inglés | |
| Universidad de la República | |
| COLIBRI | |
| https://hdl.handle.net/20.500.12008/22015 | |
| Acceso abierto | |
| Licencia Creative Commons Atribución (CC –BY 4.0) |
| _version_ | 1807522779532099584 |
|---|---|
| author | Rodríguez, Gonzalo |
| author2 | Nargoli, Javier López, Andrés Moyna, Guillermo Álvarez, Guzmán Fernández, Marcelo Osorio-Martínez, Carlos A González, Mercedes Cerecetto, Hugo |
| author2_role | author author author author author author author author |
| author_facet | Rodríguez, Gonzalo Nargoli, Javier López, Andrés Moyna, Guillermo Álvarez, Guzmán Fernández, Marcelo Osorio-Martínez, Carlos A González, Mercedes Cerecetto, Hugo |
| author_role | author |
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| collection | COLIBRI |
| dc.contributor.filiacion.es.fl_str_mv | Rodríguez, Gonzalo. Universidad de la República (Uruguay). Facultad de Ciencias. Instituto de Química Biológica Nargoli, Javier. Universidad de la República (Uruguay). Facultad de Ciencias. Instituto de Química Biológica López, Andrés. Universidad de la República (Uruguay). CENUR Moyna, Guillermo. Universidad de la República (Uruguay) Álvarez, Gúzman. Facultad de Ciencias. Instituto de Química Biológica Fernández, Marcelo. Universidad de la República (Uruguay). Facultad de Ciencias. Centro de Investigaciones Nucleares Osorio-Martínez, Carlos A. Universidad de la República (Uruguay). Facultad de Ciencias. Centro de Investigaciones Nucleares González, Mercedes. Universidad de la República (Uruguay). Facultad de Ciencias. Instituto de Química Biológica Cerecetto Meyer, Hugo. Universidad de la República (Uruguay). Facultad de Ciencias. Centro de Investigaciones Nucleares. |
| dc.creator.none.fl_str_mv | Rodríguez, Gonzalo Nargoli, Javier López, Andrés Moyna, Guillermo Álvarez, Guzmán Fernández, Marcelo Osorio-Martínez, Carlos A González, Mercedes Cerecetto, Hugo |
| dc.date.accessioned.none.fl_str_mv | 2019-10-02T22:08:27Z |
| dc.date.available.none.fl_str_mv | 2019-10-02T22:08:27Z |
| dc.date.issued.es.fl_str_mv | 2017 |
| dc.date.submitted.es.fl_str_mv | 20190930 |
| dc.description.abstract.none.fl_txt_mv | The potential use of amide-containing thiazoles, especially (2E,2Z)-3-allyl-4-[((E)-4-cinnamylpiperazin-1-yl)carbonyl]-2-[2-((E)-3-(furan-2-yl)propenylidene)hydrazono]-2,3-dihydrothiazole (1), as drugs for the treatment of Chagas disease has been recently described. The therapeutic application of 1 requires further pre-clinical studies, including in vivo biodistribution. In this sense, a BODIPY-fluorophore based probe for this drug (1-BODIPY) was developed and investigated for its potential as an in vivo tracer. The fluorescent tracer was synthesized, physicochemically and in vitro biologically characterised, and its in vivo biodistribution evaluated. The in vitro studies demonstrated that the fluorescent probe could simulate the in vivo behaviour of compound 1. Furthermore, the in vivo proof of concept showed that the 1-BODIPY biodistribution involves organs that are associated with the parasitic disease. These findings allow us to establish future administration routes and regimens in the treatment of Chagas disease with 1. |
| dc.format.mimetype.es.fl_str_mv | application/pdf |
| dc.identifier.citation.es.fl_str_mv | Rodríguez, G., et al. Synthesis and in vivo proof of concept of a BODIPY-based fluorescent probe as a tracer for biodistribution studies of a new anti-Chagas agent. RSC Advances, 2017, 7 (13), 7983-7989. doi:10.1039/c6ra27851e |
| dc.identifier.doi.es.fl_str_mv | 10.1039/c6ra27851e |
| dc.identifier.issn.es.fl_str_mv | 2046-2069 |
| dc.identifier.uri.none.fl_str_mv | https://hdl.handle.net/20.500.12008/22015 |
| dc.language.iso.none.fl_str_mv | en eng |
| dc.publisher.es.fl_str_mv | Royal Society of Chemistry |
| dc.relation.ispartof.es.fl_str_mv | RSC Advances, 2017, 7 (13), 7983-7989 |
| dc.rights.license.none.fl_str_mv | Licencia Creative Commons Atribución (CC –BY 4.0) |
| dc.rights.none.fl_str_mv | info:eu-repo/semantics/openAccess |
| dc.source.none.fl_str_mv | reponame:COLIBRI instname:Universidad de la República instacron:Universidad de la República |
| dc.subject.es.fl_str_mv | Fluorescence Probes Biodistributions Chagas disease Fluorescent probes Fluorescent tracers Therapeutic application |
| dc.title.none.fl_str_mv | Synthesis and in vivo proof of concept of a BODIPY-based fluorescent probe as a tracer for biodistribution studies of a new anti-Chagas agent |
| dc.type.es.fl_str_mv | Artículo |
| dc.type.none.fl_str_mv | info:eu-repo/semantics/article |
| dc.type.version.none.fl_str_mv | info:eu-repo/semantics/publishedVersion |
| description | The potential use of amide-containing thiazoles, especially (2E,2Z)-3-allyl-4-[((E)-4-cinnamylpiperazin-1-yl)carbonyl]-2-[2-((E)-3-(furan-2-yl)propenylidene)hydrazono]-2,3-dihydrothiazole (1), as drugs for the treatment of Chagas disease has been recently described. The therapeutic application of 1 requires further pre-clinical studies, including in vivo biodistribution. In this sense, a BODIPY-fluorophore based probe for this drug (1-BODIPY) was developed and investigated for its potential as an in vivo tracer. The fluorescent tracer was synthesized, physicochemically and in vitro biologically characterised, and its in vivo biodistribution evaluated. The in vitro studies demonstrated that the fluorescent probe could simulate the in vivo behaviour of compound 1. Furthermore, the in vivo proof of concept showed that the 1-BODIPY biodistribution involves organs that are associated with the parasitic disease. These findings allow us to establish future administration routes and regimens in the treatment of Chagas disease with 1. |
| eu_rights_str_mv | openAccess |
| format | article |
| id | COLIBRI_60a23925a0f6a802f7c1b9e2e5071052 |
| identifier_str_mv | Rodríguez, G., et al. Synthesis and in vivo proof of concept of a BODIPY-based fluorescent probe as a tracer for biodistribution studies of a new anti-Chagas agent. RSC Advances, 2017, 7 (13), 7983-7989. doi:10.1039/c6ra27851e 2046-2069 10.1039/c6ra27851e |
| instacron_str | Universidad de la República |
| institution | Universidad de la República |
| instname_str | Universidad de la República |
| language | eng |
| language_invalid_str_mv | en |
| network_acronym_str | COLIBRI |
| network_name_str | COLIBRI |
| oai_identifier_str | oai:colibri.udelar.edu.uy:20.500.12008/22015 |
| publishDate | 2017 |
| reponame_str | COLIBRI |
| repository.mail.fl_str_mv | mabel.seroubian@seciu.edu.uy |
| repository.name.fl_str_mv | COLIBRI - Universidad de la República |
| repository_id_str | 4771 |
| rights_invalid_str_mv | Licencia Creative Commons Atribución (CC –BY 4.0) |
| spelling | Rodríguez, Gonzalo. Universidad de la República (Uruguay). Facultad de Ciencias. Instituto de Química BiológicaNargoli, Javier. Universidad de la República (Uruguay). Facultad de Ciencias. Instituto de Química BiológicaLópez, Andrés. Universidad de la República (Uruguay). CENURMoyna, Guillermo. Universidad de la República (Uruguay)Álvarez, Gúzman. Facultad de Ciencias. Instituto de Química BiológicaFernández, Marcelo. Universidad de la República (Uruguay). Facultad de Ciencias. Centro de Investigaciones NuclearesOsorio-Martínez, Carlos A. Universidad de la República (Uruguay). Facultad de Ciencias. Centro de Investigaciones NuclearesGonzález, Mercedes. Universidad de la República (Uruguay). Facultad de Ciencias. Instituto de Química BiológicaCerecetto Meyer, Hugo. Universidad de la República (Uruguay). Facultad de Ciencias. Centro de Investigaciones Nucleares.2019-10-02T22:08:27Z2019-10-02T22:08:27Z201720190930Rodríguez, G., et al. Synthesis and in vivo proof of concept of a BODIPY-based fluorescent probe as a tracer for biodistribution studies of a new anti-Chagas agent. RSC Advances, 2017, 7 (13), 7983-7989. doi:10.1039/c6ra27851e2046-2069https://hdl.handle.net/20.500.12008/2201510.1039/c6ra27851eThe potential use of amide-containing thiazoles, especially (2E,2Z)-3-allyl-4-[((E)-4-cinnamylpiperazin-1-yl)carbonyl]-2-[2-((E)-3-(furan-2-yl)propenylidene)hydrazono]-2,3-dihydrothiazole (1), as drugs for the treatment of Chagas disease has been recently described. The therapeutic application of 1 requires further pre-clinical studies, including in vivo biodistribution. In this sense, a BODIPY-fluorophore based probe for this drug (1-BODIPY) was developed and investigated for its potential as an in vivo tracer. The fluorescent tracer was synthesized, physicochemically and in vitro biologically characterised, and its in vivo biodistribution evaluated. The in vitro studies demonstrated that the fluorescent probe could simulate the in vivo behaviour of compound 1. Furthermore, the in vivo proof of concept showed that the 1-BODIPY biodistribution involves organs that are associated with the parasitic disease. These findings allow us to establish future administration routes and regimens in the treatment of Chagas disease with 1.Made available in DSpace on 2019-10-02T22:08:27Z (GMT). No. of bitstreams: 5 101039c6ra27851e.pdf: 3055213 bytes, checksum: 9bf346c02b7b72739455e98183b58e9c (MD5) license_text: 38297 bytes, checksum: 4fe6ac477f5a2df0424a5ff1a9bf000c (MD5) license_url: 44 bytes, checksum: a0ebbeafb9d2ec7cbb19d7137ebc392c (MD5) license_rdf: 8067 bytes, checksum: bc1bc9659a4a06e9516479a5adfd8b0e (MD5) license.txt: 4194 bytes, checksum: 7f2e2c17ef6585de66da58d1bfa8b5e1 (MD5) Previous issue date: 2017application/pdfenengRoyal Society of ChemistryRSC Advances, 2017, 7 (13), 7983-7989Las obras depositadas en el Repositorio se rigen por la Ordenanza de los Derechos de la Propiedad Intelectual de la Universidad De La República. (Res. Nº 91 de C.D.C. de 8/III/1994 – D.O. 7/IV/1994) y por la Ordenanza del Repositorio Abierto de la Universidad de la República (Res. Nº 16 de C.D.C. de 07/10/2014)info:eu-repo/semantics/openAccessLicencia Creative Commons Atribución (CC –BY 4.0)FluorescenceProbesBiodistributionsChagas diseaseFluorescent probesFluorescent tracersTherapeutic applicationSynthesis and in vivo proof of concept of a BODIPY-based fluorescent probe as a tracer for biodistribution studies of a new anti-Chagas agentArtículoinfo:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionreponame:COLIBRIinstname:Universidad de la Repúblicainstacron:Universidad de la RepúblicaRodríguez, GonzaloNargoli, JavierLópez, AndrésMoyna, GuillermoÁlvarez, GuzmánFernández, MarceloOsorio-Martínez, Carlos AGonzález, MercedesCerecetto, 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- Universidad de la Repúblicafalse |
| spellingShingle | Synthesis and in vivo proof of concept of a BODIPY-based fluorescent probe as a tracer for biodistribution studies of a new anti-Chagas agent Rodríguez, Gonzalo Fluorescence Probes Biodistributions Chagas disease Fluorescent probes Fluorescent tracers Therapeutic application |
| status_str | publishedVersion |
| title | Synthesis and in vivo proof of concept of a BODIPY-based fluorescent probe as a tracer for biodistribution studies of a new anti-Chagas agent |
| title_full | Synthesis and in vivo proof of concept of a BODIPY-based fluorescent probe as a tracer for biodistribution studies of a new anti-Chagas agent |
| title_fullStr | Synthesis and in vivo proof of concept of a BODIPY-based fluorescent probe as a tracer for biodistribution studies of a new anti-Chagas agent |
| title_full_unstemmed | Synthesis and in vivo proof of concept of a BODIPY-based fluorescent probe as a tracer for biodistribution studies of a new anti-Chagas agent |
| title_short | Synthesis and in vivo proof of concept of a BODIPY-based fluorescent probe as a tracer for biodistribution studies of a new anti-Chagas agent |
| title_sort | Synthesis and in vivo proof of concept of a BODIPY-based fluorescent probe as a tracer for biodistribution studies of a new anti-Chagas agent |
| topic | Fluorescence Probes Biodistributions Chagas disease Fluorescent probes Fluorescent tracers Therapeutic application |
| url | https://hdl.handle.net/20.500.12008/22015 |
