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KMID : 0370219860300050238
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Yakhak Hoeji
1986 Volume.30 No. 5 p.238 ~ p.244
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Synthesis of 1-β-D-Arabinofuranosylcytosine-5´-methylthioacetate and Evaluation of Its Inhibitory Effect on DNA Synthesis
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Abstract
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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-O-methylisourea(4). Then 1-p-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.
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