title: 1,2,4-Triazole D-ribose derivatives: design, synthesis and antitumoral evaluation.
abstract: Herein we report the design, synthesis and characterization of novel 1,2,4-triazole d-ribose derivatives, as well as their synthetic precursors. The antitumoral activity against T cell lymphoma cell line of these products was studied. Structures containing a 1,2,4-triazolic ring linked by sulfur to the carbohydrate moiety showed a moderate antiproliferative activity. The presence of the second heterocyclic ring did not show significant changes in their biological activity. Meanwhile, structures with 3-thiobenzyl-5-substituted-1,2,4-triazole ring linked by nitrogen leads to compounds with a biphasic behavior, stimulating cell proliferation at low concentrations and inhibiting it at higher ones. An increment in the polarity was associated with a decrease in the activity of the evaluated compounds. A preliminary antitumoral screening pointed the 1,2,4-triazolic structures linked to protected sugars as promising leaders for further studies.
authors.affiliation: CIHIDECAR-CONICET, Departamento de Química Orgánica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Pabellón 2, Ciudad Universitaria, 1428 Buenos Aires, Argentina.
authors.forename: Romina E
authors.initials: RE
authors.lastname: Avanzo
authors.forename: Claudia
authors.initials: C
authors.lastname: Anesini
authors.forename: Mirta L
authors.initials: ML
authors.lastname: Fascio
authors.forename: María I
authors.initials: MI
authors.lastname: Errea
authors.forename: Norma B
authors.initials: NB
authors.lastname: D'Accorso
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D015195:Drug Design; D006801:Humans; D009361:Neoplasm Invasiveness; D009362:Neoplasm Metastasis; D012266:Ribose / Q000737:chemistry*; D014230:Triazoles / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*
chemical_list: D000970:Antineoplastic Agents; D014230:Triazoles; C045575:1,2,4-triazole; D012266:Ribose