Manfredini S, Bazzanini R, Baraldi P G, Bonora M, Marangoni M, Simoni D, Pani A, Scintu F, Pinna E, Pisano L, La Colla P
Dipartimento di Scienze Farmaceutiche, Università di Ferrara, Italy.
Anticancer Drug Des. 1996 Apr;11(3):193-204.
Continuing our studies on the structure-activity relationships of some pyrazole nucleosides (1a-h) structurally related to ribavirin, tiazofurin and selenazofurin, we describe here the synthesis and antitumor/antiviral/antimicrobial activity of a new series of 1-tetrahydropyranyl-4-substituted pyrazoles. In this study, the tetrahydropyranyl moiety (THP), designed as a mimic of the glycosidic portion of the parent compounds 1a-h, has led to a few derivatives with moderate cytotoxic activity against leukemia/lymphoma and solid tumor-derived cell lines (IC50 14-100 microM). The compounds obtained through substitution of the ribofuranosyl moiety by the THP moiety were still active, the free heterocyclic bases were devoid of any activity.
