Synthesis of nucleoside 3',5'-cyclic boranophosphorothioate, a new type of cyclic nucleotide.
The first examples of a borane-containing doubly P-modified chiral cyclic nucleoside monophosphate (cNMP), e.g., thymidine and 5-fluoro-2'-deoxyuridine 3',5'-cyclic boranophosphorothioates, have been synthesized; these cNMP analogues with increased lipophilicity could be potential anticancer prodrugs and useful probes for mechanistic studies.
Li
Ping
P
Paul M. Gross Chemical Laboratory, Department of Chemistry, Duke University, Durham, North Carolina 27708-0346, USA.
Shaw
Barbara Ramsay
BR
D000970:Antineoplastic Agents / Q000138:chemical synthesis; D001880:Boranes / Q000138:chemical synthesis*; D015195:Drug Design; D057927:Hydrophobic and Hydrophilic Interactions; D009712:Nucleotides, Cyclic / Q000138:chemical synthesis*; D013873:Thionucleotides / Q000138:chemical synthesis; D013936:Thymidine / Q000031:analogs & derivatives / Q000138:chemical synthesis
D000970:Antineoplastic Agents; D001880:Boranes; D009712:Nucleotides, Cyclic; D013873:Thionucleotides; D013936:Thymidine