1-beta-D-Arabinofuranosylcytosine-5''-methylthioacetate의 합성 및 이의 DNA 합성에 대한 억제작용 평가

Synthesis of 1-beta-D-Arabinofuranosylcytosine-5''-methylthioacetate and Evaluation of Its Inhibitory Effect on DNA Synthesis

As one of the starting materials, methylthioacetyl chloride(7) was synthesized in fair yield from mercaptoacetic acid via methyl methylthioacetate(5) prepared by alkylation employing N,N''-dicyclohexyl-0-methylisourea(4). Then 1-beta-D-arabinofuranosylcytosine-5'-methylthioacetate(3) was prepared by esterification of ara-C with obtained methylthioacetyl chloride and tested for inhibitory activity on DNA synthesis in the growing primary hepatocytes and hepatoma strains(H4-II-E and HTC cells). In these in vitro cell lines, the inhibitory effect of ara-C-MTA(3) on DNA synthesis was similar to that of its parent ara-C but slightly lower.