PYRAZOLE-RELATED NUCLEOSIDES .4. SYNTHESIS AND ANTITUMOR-ACTIVITY OF SOME 1-TETRAHYDROPYRANYL-4-SUBSTITUTED PYRAZOLES

Continuing our studies on the structure-activity relationships of some pyrazole nucleosides (la-h) structurally related to ribavirin, tiazof urin and selenazofurin, we describe here the synthesis and antitumor/a ntiviral/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 com pounds la-h, has led to a few derivatives with moderate cytotoxic acti vity against leukemia/lymphoma and solid tumor-derived cell lines (IC5 0 14-100 mu M). The compounds obtained through substitution of the rib ofuranosyl moiety by the THP moiety were still active, the free hetero cyclic bases were devoid of any activity.