title: Differential effect of heterocyclic D-ribofuranoside derivatives on human prostate cancer cell viability and cell cycle progression.
abstract: New d-ribofuranoside derivatives containing two five membered heterocycles, isoxazole and triazole or two triazole rings, were synthesized. The final products as well as the synthetic precursors were physically and spectroscopically characterized. These new diheterocyclic derivatives together with other d-riboside compounds were assessed for their impact on PC3 cell line viability. We found that exposure of prostate cancer cells to some of these compounds caused a significant inhibition of cell growth and a G0/G1 cell cycle arrest, which was concomitant with alterations in the expression of proteins involved in cell cycle progression. Furthermore, the inhibitory activity was improved in di-heterocycles when the carbohydrate moiety was protected with a cyclopentylidene group compared to the isopropylidene analogues.
authors.affiliation: IQUIBICEN-CONICET, Departamento de Química Biológica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Pabellón 2, Ciudad Universitaria, CP C1428EGA, Buenos Aires, Argentina.
authors.forename: Geraldine
authors.initials: G
authors.lastname: Gueron
authors.affiliation: CIHIDECAR-CONICET, Departamento de Química Orgánica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Pabellón 2, Ciudad Universitaria, CP C1428EGA, Buenos Aires, Argentina.
authors.forename: Romina E
authors.initials: RE
authors.lastname: Avanzo
authors.affiliation: IQUIBICEN-CONICET, Departamento de Química Biológica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Pabellón 2, Ciudad Universitaria, CP C1428EGA, Buenos Aires, Argentina.
authors.forename: Federico
authors.initials: F
authors.lastname: Schuster
authors.affiliation: IQUIBICEN-CONICET, Departamento de Química Biológica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Pabellón 2, Ciudad Universitaria, CP C1428EGA, Buenos Aires, Argentina.
authors.forename: Maria N
authors.initials: MN
authors.lastname: Carabelos
authors.affiliation: IQUIBICEN-CONICET, Departamento de Química Biológica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Pabellón 2, Ciudad Universitaria, CP C1428EGA, Buenos Aires, Argentina.
authors.forename: Elba
authors.initials: E
authors.lastname: Vazquez
authors.affiliation: CIHIDECAR-CONICET, Departamento de Química Orgánica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Pabellón 2, Ciudad Universitaria, CP C1428EGA, Buenos Aires, Argentina.
authors.forename: Mirta L
authors.initials: ML
authors.lastname: Fascio
authors.affiliation: CIHIDECAR-CONICET, Departamento de Química Orgánica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Pabellón 2, Ciudad Universitaria, CP C1428EGA, Buenos Aires, Argentina. Electronic address: norma@qo.fcen.uba.ar.
authors.forename: Norma B
authors.initials: NB
authors.lastname: D'Accorso
mesh_terms: D000475:Alkenes / Q000494:pharmacology; D000970:Antineoplastic Agents / Q000494:pharmacology*; D002241:Carbohydrates; D045744:Cell Line, Tumor; D002470:Cell Survival / Q000187:drug effects*; D059585:G1 Phase Cell Cycle Checkpoints / Q000187:drug effects*; D006801:Humans; D007555:Isoxazoles / Q000494:pharmacology; D008297:Male; D011471:Prostatic Neoplasms / Q000188:drug therapy*; D016192:Resting Phase, Cell Cycle / Q000187:drug effects*; D014230:Triazoles / Q000494:pharmacology
chemical_list: D000475:Alkenes; D000970:Antineoplastic Agents; D002241:Carbohydrates; D007555:Isoxazoles; D014230:Triazoles; C013658:propylene
keywords: Isoxazole; PC3 cell line; Prostate cancer; Triazole; d-Ribose