Artículo
N -haloacetyl phenothiazines and derivatives: Preparation, characterization and structure-activity relationship for antifungal activity
Sarmiento, Gabriela Pabla
; Martini, María Florencia
; Vitale, Roxana Gabriela
; Fabian, Lucas Emanuel
; Afeltra, Javier; Vega, Daniel; Moltrasio, Graciela Yolanda; Moglioni, Albertina Gladys
Fecha de publicación:
12/2017
Editorial:
Elsevier
Revista:
Arabian Journal of Chemistry
ISSN:
1878-5352
Idioma:
Inglés
Tipo de recurso:
Artículo publicado
Clasificación temática:
Resumen
A serie of N-acetyl phenothiazines and related compounds was synthesized by means of the acetylation reaction of the corresponding phenothiazine with the appropriate reagent using microwave irradiation. Structural elucidation of these heterocyclic derivatives was done using 1 H, 13C NMR spectra. The equilibra between conformationals enantiomers were studied as a possible atropisomerism case. The single crystal X-ray diffraction of some derivatives was also recorded and the presence of enantiomers could be confirmed. The antifungal activity evaluation of all N-acetyl phenothiazines prepared by us in this and in a previous work, was performed in vitro against 163 isolated human pathogenic yeasts and filamentous fungi, including: Cryptococcus neoformans, Candida albicans, Candida non-albicans, Aspergillus and Acremonium-Fusarium. The most promising compounds were those bearing one chlorine or bromine atom attached to the N-acetyl group. These compounds were as active as 5-fluorocitosine (5-FC) or fluconazole (FCZ), currently in clinical use. A structure-activity relationship (SAR) and a quantitative structure-activity relationship (QSAR) for antifungal activity of each genus were established.
Archivos asociados
Licencia
Identificadores
Colecciones
Articulos(IQUIMEFA)
Articulos de INST.QUIMICA Y METABOLISMO DEL FARMACO (I)
Articulos de INST.QUIMICA Y METABOLISMO DEL FARMACO (I)
Citación
Sarmiento, Gabriela Pabla; Martini, María Florencia; Vitale, Roxana Gabriela; Fabian, Lucas Emanuel; Afeltra, Javier; et al.; N -haloacetyl phenothiazines and derivatives: Preparation, characterization and structure-activity relationship for antifungal activity; Elsevier; Arabian Journal of Chemistry; 12-2017; 1-12
Compartir
Altmétricas