Formation of dendrimer-guest complexes as a strategy to increase the solubility of a phenazine N, N0-dioxide derivative with antitumor activity
Resumen:
Poly(amidoamine) and Poly(propylenimine) dendrimers with different generations and peripheral groups were studied as solubility enhancers and nanocarriers for 7-bromo-2-hydroxy-phenazine N5,N10-dioxide. This compound possesses potential antitumoral and anti-trypanosomal activity, but its low solubility in physiological media precludes its possible application as therapeutic drug. The amino terminated dendrimers association with the active compounds as observed trough NMR studies showed that electrostatic interactions are essential in the solubilization enhancement process. The obtaining of a stable and no cytotoxic formulation makes the drug-carried association a suitable strategy for the generation of a drug delivery system for phenazine derivatives.
| 2019 | |
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Organic chemistry Physical chemistry Pharmaceutical chemistry |
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| Inglés | |
| Universidad de la República | |
| COLIBRI | |
| https://hdl.handle.net/20.500.12008/27211 | |
| Acceso abierto | |
| Licencia Creative Commons Atribución - No Comercial - Sin Derivadas (CC - By-NC-ND 4.0) |
| _version_ | 1807522785316044800 |
|---|---|
| author | Dib, N. |
| author2 | Fernández, L. Santo, M. Otero, L. Alustiza, F. Liaudat, A. Bosch, P. Lavaggi, M. Laura Cerecetto, Hugo González, Mercedes |
| author2_role | author author author author author author author author author |
| author_facet | Dib, N. Fernández, L. Santo, M. Otero, L. Alustiza, F. Liaudat, A. Bosch, P. Lavaggi, M. Laura Cerecetto, Hugo González, Mercedes |
| author_role | author |
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| collection | COLIBRI |
| dc.contributor.filiacion.none.fl_str_mv | Dib N. Fernández L. Santo M. Otero L. Alustiza F. Liaudat A. Bosch P. Lavaggi M. Laura, Universidad de la República (Uruguay). Facultad de Ciencias. Instituto de Química Biológica. Cerecetto Hugo, Universidad de la República (Uruguay). Facultad de Ciencias. Instituto de Química Biológica. González Mercedes, Universidad de la República (Uruguay). Facultad de Ciencias. Instituto de Química Biológica. |
| dc.creator.none.fl_str_mv | Dib, N. Fernández, L. Santo, M. Otero, L. Alustiza, F. Liaudat, A. Bosch, P. Lavaggi, M. Laura Cerecetto, Hugo González, Mercedes |
| dc.date.accessioned.none.fl_str_mv | 2021-04-23T13:02:37Z |
| dc.date.available.none.fl_str_mv | 2021-04-23T13:02:37Z |
| dc.date.issued.none.fl_str_mv | 2019 |
| dc.description.abstract.none.fl_txt_mv | Poly(amidoamine) and Poly(propylenimine) dendrimers with different generations and peripheral groups were studied as solubility enhancers and nanocarriers for 7-bromo-2-hydroxy-phenazine N5,N10-dioxide. This compound possesses potential antitumoral and anti-trypanosomal activity, but its low solubility in physiological media precludes its possible application as therapeutic drug. The amino terminated dendrimers association with the active compounds as observed trough NMR studies showed that electrostatic interactions are essential in the solubilization enhancement process. The obtaining of a stable and no cytotoxic formulation makes the drug-carried association a suitable strategy for the generation of a drug delivery system for phenazine derivatives. |
| dc.format.extent.es.fl_str_mv | 23 h. |
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| dc.identifier.citation.es.fl_str_mv | Dib, N, Fernández, L, Santo, M. y otros. "Formation of dendrimer-guest complexes as a strategy to increase the solubility of a phenazine N, N0-dioxide derivative with antitumor activity". Heliyon. [en línea] 2019, 5(4)e01528. 23 h. DOI: 10.1016/j.heliyon.2019.e01528 |
| dc.identifier.doi.none.fl_str_mv | 10.1016/j.heliyon.2019.e01528 |
| dc.identifier.issn.none.fl_str_mv | 2405-8440 |
| dc.identifier.uri.none.fl_str_mv | https://hdl.handle.net/20.500.12008/27211 |
| dc.language.iso.none.fl_str_mv | en eng |
| dc.publisher.es.fl_str_mv | Elsevier |
| dc.relation.ispartof.es.fl_str_mv | Heliyon, 2019, 5(4): e01528 |
| dc.rights.license.none.fl_str_mv | Licencia Creative Commons Atribución - No Comercial - Sin Derivadas (CC - By-NC-ND 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 | Organic chemistry Physical chemistry Pharmaceutical chemistry |
| dc.title.none.fl_str_mv | Formation of dendrimer-guest complexes as a strategy to increase the solubility of a phenazine N, N0-dioxide derivative with antitumor activity |
| 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 | Poly(amidoamine) and Poly(propylenimine) dendrimers with different generations and peripheral groups were studied as solubility enhancers and nanocarriers for 7-bromo-2-hydroxy-phenazine N5,N10-dioxide. This compound possesses potential antitumoral and anti-trypanosomal activity, but its low solubility in physiological media precludes its possible application as therapeutic drug. The amino terminated dendrimers association with the active compounds as observed trough NMR studies showed that electrostatic interactions are essential in the solubilization enhancement process. The obtaining of a stable and no cytotoxic formulation makes the drug-carried association a suitable strategy for the generation of a drug delivery system for phenazine derivatives. |
| eu_rights_str_mv | openAccess |
| format | article |
| id | COLIBRI_574ae501ef34f29d9aacf0036294a4db |
| identifier_str_mv | Dib, N, Fernández, L, Santo, M. y otros. "Formation of dendrimer-guest complexes as a strategy to increase the solubility of a phenazine N, N0-dioxide derivative with antitumor activity". Heliyon. [en línea] 2019, 5(4)e01528. 23 h. DOI: 10.1016/j.heliyon.2019.e01528 2405-8440 10.1016/j.heliyon.2019.e01528 |
| 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:20.500.12008/27211 |
| publishDate | 2019 |
| 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 - No Comercial - Sin Derivadas (CC - By-NC-ND 4.0) |
| spelling | Dib N.Fernández L.Santo M.Otero L.Alustiza F.Liaudat A.Bosch P.Lavaggi M. Laura, Universidad de la República (Uruguay). Facultad de Ciencias. Instituto de Química Biológica.Cerecetto Hugo, Universidad de la República (Uruguay). Facultad de Ciencias. Instituto de Química Biológica.González Mercedes, Universidad de la República (Uruguay). Facultad de Ciencias. Instituto de Química Biológica.2021-04-23T13:02:37Z2021-04-23T13:02:37Z2019Dib, N, Fernández, L, Santo, M. y otros. "Formation of dendrimer-guest complexes as a strategy to increase the solubility of a phenazine N, N0-dioxide derivative with antitumor activity". Heliyon. [en línea] 2019, 5(4)e01528. 23 h. DOI: 10.1016/j.heliyon.2019.e015282405-8440https://hdl.handle.net/20.500.12008/2721110.1016/j.heliyon.2019.e01528Poly(amidoamine) and Poly(propylenimine) dendrimers with different generations and peripheral groups were studied as solubility enhancers and nanocarriers for 7-bromo-2-hydroxy-phenazine N5,N10-dioxide. This compound possesses potential antitumoral and anti-trypanosomal activity, but its low solubility in physiological media precludes its possible application as therapeutic drug. The amino terminated dendrimers association with the active compounds as observed trough NMR studies showed that electrostatic interactions are essential in the solubilization enhancement process. The obtaining of a stable and no cytotoxic formulation makes the drug-carried association a suitable strategy for the generation of a drug delivery system for phenazine derivatives.Submitted by Verdun Juan Pablo (jverdun@fcien.edu.uy) on 2021-04-21T23:49:21Z No. of bitstreams: 2 license_rdf: 23149 bytes, checksum: 1996b8461bc290aef6a27d78c67b6b52 (MD5) 10.1016j.heliyon.2019.e01528.pdf: 1656797 bytes, checksum: e0dffe77488b6dce778578bcd373652c (MD5)Approved for entry into archive by Faget Cecilia (lfaget@fcien.edu.uy) on 2021-04-23T12:52:21Z (GMT) No. of bitstreams: 2 license_rdf: 23149 bytes, checksum: 1996b8461bc290aef6a27d78c67b6b52 (MD5) 10.1016j.heliyon.2019.e01528.pdf: 1656797 bytes, checksum: e0dffe77488b6dce778578bcd373652c (MD5)Made available in DSpace by Luna Fabiana (fabiana.luna@seciu.edu.uy) on 2021-04-23T13:02:37Z (GMT). No. of bitstreams: 2 license_rdf: 23149 bytes, checksum: 1996b8461bc290aef6a27d78c67b6b52 (MD5) 10.1016j.heliyon.2019.e01528.pdf: 1656797 bytes, checksum: e0dffe77488b6dce778578bcd373652c (MD5) Previous issue date: 201923 h.application/pdfenengElsevierHeliyon, 2019, 5(4): e01528Las 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 - No Comercial - Sin Derivadas (CC - By-NC-ND 4.0)Organic chemistryPhysical chemistryPharmaceutical chemistryFormation of dendrimer-guest complexes as a strategy to increase the solubility of a phenazine N, N0-dioxide derivative with antitumor activityArtículoinfo:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionreponame:COLIBRIinstname:Universidad de la Repúblicainstacron:Universidad de la RepúblicaDib, N.Fernández, L.Santo, M.Otero, L.Alustiza, F.Liaudat, A.Bosch, P.Lavaggi, M. 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Universidadhttps://udelar.edu.uy/https://www.colibri.udelar.edu.uy/oai/requestmabel.seroubian@seciu.edu.uyUruguayopendoar:47712024-07-25T14:28:25.509416COLIBRI - Universidad de la Repúblicafalse |
| spellingShingle | Formation of dendrimer-guest complexes as a strategy to increase the solubility of a phenazine N, N0-dioxide derivative with antitumor activity Dib, N. Organic chemistry Physical chemistry Pharmaceutical chemistry |
| status_str | publishedVersion |
| title | Formation of dendrimer-guest complexes as a strategy to increase the solubility of a phenazine N, N0-dioxide derivative with antitumor activity |
| title_full | Formation of dendrimer-guest complexes as a strategy to increase the solubility of a phenazine N, N0-dioxide derivative with antitumor activity |
| title_fullStr | Formation of dendrimer-guest complexes as a strategy to increase the solubility of a phenazine N, N0-dioxide derivative with antitumor activity |
| title_full_unstemmed | Formation of dendrimer-guest complexes as a strategy to increase the solubility of a phenazine N, N0-dioxide derivative with antitumor activity |
| title_short | Formation of dendrimer-guest complexes as a strategy to increase the solubility of a phenazine N, N0-dioxide derivative with antitumor activity |
| title_sort | Formation of dendrimer-guest complexes as a strategy to increase the solubility of a phenazine N, N0-dioxide derivative with antitumor activity |
| topic | Organic chemistry Physical chemistry Pharmaceutical chemistry |
| url | https://hdl.handle.net/20.500.12008/27211 |
