Design and development of 6-hydrazinonicotinylfatty acid-mimetic 99mTc-complex as a potential myocardial imaging agent
Resumen:
The goal of this work is to identify new fatty acid-mimetic 99mTc-complexes to be used as myocardial imaging agents that allow studying heart abnormalities in high-risk patients. In this sense, we designed a fatty acid-mimetic substructure including an amide moiety that, among other properties, could improve myocardial residence time. A diamide with a chain length of 15 atoms and porting a 6-hydrazinonicotinyl (HYNIC) chelator, and an analog with a short carbon-chain, were prepared with convergent organic synthetic procedures and radiolabeled with 99mTc using tricine as the sole coligand. The in vivo proofs of concept were performed using healthy mice. The new 99mTc-complexes were obtained with adequate radiochemical purity. The lipophilicities were in agreement with the length of the chains. While both 99mTccomplexes showed uptake in the myocardial muscle, the designed radiopharmaceutical with the longest chain length had preferential target-uptake and target-retention compared to other complexes described in the bibliography. Further studies, involving imaging assays, synthetic modifications, and assay of new coligands for 99mTc-HYNIC complexes, are currently ongoing.
| 2024 | |
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Technetium Radiopharmaceutical Myocardial metabolism Long chain amide |
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| Inglés | |
| Universidad de la República | |
| COLIBRI | |
| https://hdl.handle.net/20.500.12008/50287 | |
| Acceso abierto | |
| Licencia Creative Commons Atribución (CC - By 4.0) |
| _version_ | 1875693309986340864 |
|---|---|
| author | González, Joel |
| author2 | García, María Fernanda Cabral González, Pablo Calzada, Victoria Cerecetto, Hugo |
| author2_role | author author author author |
| author_facet | González, Joel García, María Fernanda Cabral González, Pablo Calzada, Victoria Cerecetto, Hugo |
| author_role | author |
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| collection | COLIBRI |
| dc.contributor.filiacion.none.fl_str_mv | González Joel, Universidad de la República (Uruguay). Facultad de Ciencias. Centro de Investigaciones Nucleares. García María Fernanda, Universidad de la República (Uruguay). Facultad de Ciencias. Centro de Investigaciones Nucleares. Cabral González Pablo, Universidad de la República (Uruguay). Facultad de Ciencias. Centro de Investigaciones Nucleares. Calzada Victoria, Universidad de la República (Uruguay). Facultad de Ciencias. Centro de Investigaciones Nucleares. Cerecetto Hugo, Universidad de la República (Uruguay). Facultad de Ciencias. Centro de Investigaciones Nucleares. |
| dc.creator.none.fl_str_mv | González, Joel García, María Fernanda Cabral González, Pablo Calzada, Victoria Cerecetto, Hugo |
| dc.date.accessioned.none.fl_str_mv | 2025-06-11T18:00:57Z |
| dc.date.available.none.fl_str_mv | 2025-06-11T18:00:57Z |
| dc.date.issued.none.fl_str_mv | 2024 |
| dc.description.abstract.none.fl_txt_mv | The goal of this work is to identify new fatty acid-mimetic 99mTc-complexes to be used as myocardial imaging agents that allow studying heart abnormalities in high-risk patients. In this sense, we designed a fatty acid-mimetic substructure including an amide moiety that, among other properties, could improve myocardial residence time. A diamide with a chain length of 15 atoms and porting a 6-hydrazinonicotinyl (HYNIC) chelator, and an analog with a short carbon-chain, were prepared with convergent organic synthetic procedures and radiolabeled with 99mTc using tricine as the sole coligand. The in vivo proofs of concept were performed using healthy mice. The new 99mTc-complexes were obtained with adequate radiochemical purity. The lipophilicities were in agreement with the length of the chains. While both 99mTccomplexes showed uptake in the myocardial muscle, the designed radiopharmaceutical with the longest chain length had preferential target-uptake and target-retention compared to other complexes described in the bibliography. Further studies, involving imaging assays, synthetic modifications, and assay of new coligands for 99mTc-HYNIC complexes, are currently ongoing. |
| dc.format.extent.es.fl_str_mv | 13 h |
| dc.format.mimetype.es.fl_str_mv | application/pdf |
| dc.identifier.citation.es.fl_str_mv | González, J, García, M, Cabral González, P [y otros autores]. "Design and development of 6-hydrazinonicotinylfatty acid-mimetic 99mTc-complex as a potential myocardial imaging agent". Brazilian Journal of Pharmaceutical Sciences. [en línea] 2024, 60: e23542. 13 h. DOI: 10.1590/s2175-97902024e23542 |
| dc.identifier.doi.none.fl_str_mv | 10.1590/s2175-97902024e23542 |
| dc.identifier.issn.none.fl_str_mv | 2175-9790 |
| dc.identifier.uri.none.fl_str_mv | https://hdl.handle.net/20.500.12008/50287 |
| dc.language.iso.none.fl_str_mv | en eng |
| dc.publisher.es.fl_str_mv | Universidade de São Paulo |
| dc.relation.none.fl_str_mv | Brazilian Journal of Pharmaceutical Sciences, 2024, 60: e23542. |
| 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 | Technetium Radiopharmaceutical Myocardial metabolism Long chain amide |
| dc.title.none.fl_str_mv | Design and development of 6-hydrazinonicotinylfatty acid-mimetic 99mTc-complex as a potential myocardial imaging 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 goal of this work is to identify new fatty acid-mimetic 99mTc-complexes to be used as myocardial imaging agents that allow studying heart abnormalities in high-risk patients. In this sense, we designed a fatty acid-mimetic substructure including an amide moiety that, among other properties, could improve myocardial residence time. A diamide with a chain length of 15 atoms and porting a 6-hydrazinonicotinyl (HYNIC) chelator, and an analog with a short carbon-chain, were prepared with convergent organic synthetic procedures and radiolabeled with 99mTc using tricine as the sole coligand. The in vivo proofs of concept were performed using healthy mice. The new 99mTc-complexes were obtained with adequate radiochemical purity. The lipophilicities were in agreement with the length of the chains. While both 99mTccomplexes showed uptake in the myocardial muscle, the designed radiopharmaceutical with the longest chain length had preferential target-uptake and target-retention compared to other complexes described in the bibliography. Further studies, involving imaging assays, synthetic modifications, and assay of new coligands for 99mTc-HYNIC complexes, are currently ongoing. |
| eu_rights_str_mv | openAccess |
| format | article |
| id | COLIBRI_877a90395a06f83435128e8a092e8d13 |
| identifier_str_mv | González, J, García, M, Cabral González, P [y otros autores]. "Design and development of 6-hydrazinonicotinylfatty acid-mimetic 99mTc-complex as a potential myocardial imaging agent". Brazilian Journal of Pharmaceutical Sciences. [en línea] 2024, 60: e23542. 13 h. DOI: 10.1590/s2175-97902024e23542 2175-9790 10.1590/s2175-97902024e23542 |
| 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:20.500.12008/50287 |
| publishDate | 2024 |
| reponame_str | COLIBRI |
| repository.mail.fl_str_mv | karina.camps@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 | González Joel, Universidad de la República (Uruguay). Facultad de Ciencias. Centro de Investigaciones Nucleares.García María Fernanda, Universidad de la República (Uruguay). Facultad de Ciencias. Centro de Investigaciones Nucleares.Cabral González Pablo, Universidad de la República (Uruguay). Facultad de Ciencias. Centro de Investigaciones Nucleares.Calzada Victoria, Universidad de la República (Uruguay). Facultad de Ciencias. Centro de Investigaciones Nucleares.Cerecetto Hugo, Universidad de la República (Uruguay). Facultad de Ciencias. Centro de Investigaciones Nucleares.2025-06-11T18:00:57Z2025-06-11T18:00:57Z2024González, J, García, M, Cabral González, P [y otros autores]. "Design and development of 6-hydrazinonicotinylfatty acid-mimetic 99mTc-complex as a potential myocardial imaging agent". Brazilian Journal of Pharmaceutical Sciences. [en línea] 2024, 60: e23542. 13 h. DOI: 10.1590/s2175-97902024e235422175-9790https://hdl.handle.net/20.500.12008/5028710.1590/s2175-97902024e23542The goal of this work is to identify new fatty acid-mimetic 99mTc-complexes to be used as myocardial imaging agents that allow studying heart abnormalities in high-risk patients. In this sense, we designed a fatty acid-mimetic substructure including an amide moiety that, among other properties, could improve myocardial residence time. A diamide with a chain length of 15 atoms and porting a 6-hydrazinonicotinyl (HYNIC) chelator, and an analog with a short carbon-chain, were prepared with convergent organic synthetic procedures and radiolabeled with 99mTc using tricine as the sole coligand. The in vivo proofs of concept were performed using healthy mice. The new 99mTc-complexes were obtained with adequate radiochemical purity. The lipophilicities were in agreement with the length of the chains. While both 99mTccomplexes showed uptake in the myocardial muscle, the designed radiopharmaceutical with the longest chain length had preferential target-uptake and target-retention compared to other complexes described in the bibliography. Further studies, involving imaging assays, synthetic modifications, and assay of new coligands for 99mTc-HYNIC complexes, are currently ongoing.Submitted by Pintos Natalia (nataliapintosmvd@gmail.com) on 2025-06-10T18:04:34Z No. of bitstreams: 2 license_rdf: 24942 bytes, checksum: 58cb336ce230a47d2f88ad02838a665f (MD5) 10.1590-s2175-97902024e23542.pdf: 1061215 bytes, checksum: 258809abba2b4a0c182c94e5a634e052 (MD5)Approved for entry into archive by Faget Cecilia (lfaget@fcien.edu.uy) on 2025-06-11T14:31:07Z (GMT) No. of bitstreams: 2 license_rdf: 24942 bytes, checksum: 58cb336ce230a47d2f88ad02838a665f (MD5) 10.1590-s2175-97902024e23542.pdf: 1061215 bytes, checksum: 258809abba2b4a0c182c94e5a634e052 (MD5)Made available in DSpace by Luna Fabiana (fabiana.luna@seciu.edu.uy) on 2025-06-11T18:00:57Z (GMT). No. of bitstreams: 2 license_rdf: 24942 bytes, checksum: 58cb336ce230a47d2f88ad02838a665f (MD5) 10.1590-s2175-97902024e23542.pdf: 1061215 bytes, checksum: 258809abba2b4a0c182c94e5a634e052 (MD5) Previous issue date: 202413 happlication/pdfenengUniversidade de São PauloBrazilian Journal of Pharmaceutical Sciences, 2024, 60: e23542.Las 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)TechnetiumRadiopharmaceuticalMyocardial metabolismLong chain amideDesign and development of 6-hydrazinonicotinylfatty acid-mimetic 99mTc-complex as a potential myocardial imaging agentArtículoinfo:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionreponame:COLIBRIinstname:Universidad de la Repúblicainstacron:Universidad de la RepúblicaGonzález, JoelGarcía, María FernandaCabral González, PabloCalzada, VictoriaCerecetto, HugoLICENSElicense.txtlicense.txttext/plain; charset=utf-84267http://localhost:8080/xmlui/bitstream/20.500.12008/50287/5/license.txt6429389a7df7277b72b7924fdc7d47a9MD55CC-LICENSElicense_urllicense_urltext/plain; charset=utf-844http://localhost:8080/xmlui/bitstream/20.500.12008/50287/2/license_urla0ebbeafb9d2ec7cbb19d7137ebc392cMD52license_textlicense_texttext/html; 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- Universidad de la Repúblicafalse |
| spellingShingle | Design and development of 6-hydrazinonicotinylfatty acid-mimetic 99mTc-complex as a potential myocardial imaging agent González, Joel Technetium Radiopharmaceutical Myocardial metabolism Long chain amide |
| status_str | publishedVersion |
| title | Design and development of 6-hydrazinonicotinylfatty acid-mimetic 99mTc-complex as a potential myocardial imaging agent |
| title_full | Design and development of 6-hydrazinonicotinylfatty acid-mimetic 99mTc-complex as a potential myocardial imaging agent |
| title_fullStr | Design and development of 6-hydrazinonicotinylfatty acid-mimetic 99mTc-complex as a potential myocardial imaging agent |
| title_full_unstemmed | Design and development of 6-hydrazinonicotinylfatty acid-mimetic 99mTc-complex as a potential myocardial imaging agent |
| title_short | Design and development of 6-hydrazinonicotinylfatty acid-mimetic 99mTc-complex as a potential myocardial imaging agent |
| title_sort | Design and development of 6-hydrazinonicotinylfatty acid-mimetic 99mTc-complex as a potential myocardial imaging agent |
| topic | Technetium Radiopharmaceutical Myocardial metabolism Long chain amide |
| url | https://hdl.handle.net/20.500.12008/50287 |