RESUMEN
A series of novel 2',3'-dideoxy-2',3'-diethanethioribonucleosides and those modified with a triazole ring were prepared in excellent yields and their antitumor activity was evaluated. Nucleosides with a triazole ring, 16a-16c, showed significantly improved activity towards a broad range of tumor cell lines.
Asunto(s)
Antineoplásicos/síntesis química , Tionucleósidos/síntesis química , Triazoles/química , Antineoplásicos/química , Antineoplásicos/farmacología , Línea Celular Tumoral , Ensayos de Selección de Medicamentos Antitumorales , Células HeLa , Células Hep G2 , Humanos , Espectroscopía de Resonancia Magnética , Tionucleósidos/química , Tionucleósidos/farmacologíaRESUMEN
The title compound, C(20)H(36)O(6)S(4), was obtained by ethanethiol-ysis of 3,5,6-tri-O-acetyl-1,2-O-isopropyl-idene-α-d-gluco-furan--ose. One of the ethyl groups is disordered over two sites with refined occupancies of 0.869â (6) and 0.131â (6). Compared with the precursor, the absolute configuration of the stereocenters at positions C-3 and C-2 are inverted and maintained, respectively.
RESUMEN
A series of novel 2',3'-diethanethio-2',3',5'-trideoxy-5'-triazoloribonucleosides was synthesized in excellent yields and their antitumor activity was evaluated. These nucleoside analogues with aromatic substituted triazole rings showed significantly improved activity towards a broad range of tumor cell lines and those without arene substitutes were inactive.