Synthesis and Biological Activity of 4′-Thionucleosides of 2-Chloroadenine1 |
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| Authors: | Kamal N Tiwari John A Secrist III John A Montgomery |
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| Institution: | Organic Chemistry Research Department , Southern Research Institute , P. O. Box 55305, Birmingham, AL, U.S.A.35255-5305 |
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| Abstract: | Abstract 1,2,3,5-Tetra-O-acetyl-4-thio-D-riboruranose, prepared from 2,3,5-tri-O-benzyl-D-ribofuranose in four steps, was converted to the corresponding 2-chloroadenine nucleoside (8), which was deoxygenated to obtain 2-chloro-2′-deoxy-4′-thioadenosine (12). This is the first report of a 2′-deoxy-4′-thioribonucleoside of a purine rather than a pyrimidine. These novel nucleosides (8 and 12) were cytotoric to several human tumor cell lines in culture. |
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