Stereospecific Synthesis of Two Novel Cytotoxic Pyrazole C-Nucleosides from D-Glucose.

Abstract A multistep stereospecific synthesis of two novel pyrazole C -nucleosides 12 and 21 has been achieved starting from d -glucose, by utilizing the 2,5-anhydro- d -glucose ethylene acetal derivative 1 as a divergent intermediate. The C -nucleoside 12 was shown to be a moderate inhibitor of the in vitro growth of N2a and BHK 21 tumor cell lines, whereas 21 showed a moderate cytotoxic activity only against N2a cells.