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Abstract:

5-Aminolevulinic acid-based photodynamic therapy (ALA-PDT) is gaining increasing acceptance in medicine as an effective technique for the treatment of a variety of neoplastic lesions. Unfortunately, the efficacy of ALA-PDT is limited by the hydrophilic nature of the molecule, leading to poor penetration through malignant tissues. This fact prompted the development of more lipophilic ALA derivatives, such as alkyl esters, although this strategy has potential drawbacks, mainly associated with the instability of ALA in solution. In this paper we describe a more versatile methodology for obtaining ALA esters based on the three-component Passerini reaction, which involves mild conditions and a straightforward procedure, allowing efficient generation of chemically diverse libraries of ALA conjugates. The preliminary in vitro evaluation of the new designed compounds allowed us to find a new promising conjugate with enhanced photodynamic properties compared to ALA. © 2016 The Royal Society of Chemistry.

Registro:

Documento: Artículo
Título:Synthesis of chemically diverse esters of 5-aminolevulinic acid for photodynamic therapy via the multicomponent Passerini reaction
Autor:Gola, G.F.; Di Venosa, G.M.; Sáenz, D.A.; Calvo, G.H.; Cabrera, G.M.; Casas, A.G.; Ramírez, J.A.
Filiación:UMYMFOR, Departamento de Química Orgánica, CONICET, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Ciudad Universitaria, Ciudad Autónoma de Buenos Aires, C1428EGA, Argentina
Centro de Investigaciones Sobre Porfirinas y Porfirias (CIPYP), CONICET, Hospital de Clínicas José de San Martín, Universidad de Buenos Aires, Córdoba 2351, 1er Subsuelo, Ciudad Autónoma de Buenos Aires, CP1120AAF, Argentina
Palabras clave:Esters; 5-aminolevulinic acid; ALA derivatives; Alkyl esters; In-vitro evaluation; Malignant tissues; Multicomponents; Neoplastic lesions; Three component; Photodynamic therapy
Año:2016
Volumen:6
Número:92
Página de inicio:89492
Página de fin:89498
DOI: http://dx.doi.org/10.1039/c6ra15832c
Título revista:RSC Advances
Título revista abreviado:RSC Adv.
ISSN:20462069
CODEN:RSCAC
Registro:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_20462069_v6_n92_p89492_Gola

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Citas:

---------- APA ----------
Gola, G.F., Di Venosa, G.M., Sáenz, D.A., Calvo, G.H., Cabrera, G.M., Casas, A.G. & Ramírez, J.A. (2016) . Synthesis of chemically diverse esters of 5-aminolevulinic acid for photodynamic therapy via the multicomponent Passerini reaction. RSC Advances, 6(92), 89492-89498.
http://dx.doi.org/10.1039/c6ra15832c
---------- CHICAGO ----------
Gola, G.F., Di Venosa, G.M., Sáenz, D.A., Calvo, G.H., Cabrera, G.M., Casas, A.G., et al. "Synthesis of chemically diverse esters of 5-aminolevulinic acid for photodynamic therapy via the multicomponent Passerini reaction" . RSC Advances 6, no. 92 (2016) : 89492-89498.
http://dx.doi.org/10.1039/c6ra15832c
---------- MLA ----------
Gola, G.F., Di Venosa, G.M., Sáenz, D.A., Calvo, G.H., Cabrera, G.M., Casas, A.G., et al. "Synthesis of chemically diverse esters of 5-aminolevulinic acid for photodynamic therapy via the multicomponent Passerini reaction" . RSC Advances, vol. 6, no. 92, 2016, pp. 89492-89498.
http://dx.doi.org/10.1039/c6ra15832c
---------- VANCOUVER ----------
Gola, G.F., Di Venosa, G.M., Sáenz, D.A., Calvo, G.H., Cabrera, G.M., Casas, A.G., et al. Synthesis of chemically diverse esters of 5-aminolevulinic acid for photodynamic therapy via the multicomponent Passerini reaction. RSC Adv. 2016;6(92):89492-89498.
http://dx.doi.org/10.1039/c6ra15832c