Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
1378123 | Bioorganic & Medicinal Chemistry Letters | 2005 | 4 Pages |
Selectivity of enzymatic and chemical methods for transesterifications of cytarabine with divinyl dicarboxylates was described. Catalysis by lipase acrylic resin from Candida antarctica (CAL-B) in acetone facilitated the single step synthesis of polymerizable 5′-O-acyl cytarabine derivatives in high yields, while the use of alkaline protease from Bacillus subtilis (subtilisin) in pyridine afforded the mixture products of 5′-O-acyl and 4-N-acyl cytarabine derivatives. Interestingly, polymerizable 4-N-acyl cytarabine vinyl derivatives can be selectively prepared by chemical transesterification in dioxane. The obtained series of cytarabine derivatives would be useful for a significant monomer for a polymeric anticancer drug.
Graphical abstractSelectivity of enzymatic and chemical methods for the synthesis of polymerizable cytarabine derivatives was described. The obtained series of cytarabine derivatives would be useful as a significant monomer for macromolecular anticancer drugs.Figure optionsDownload full-size imageDownload as PowerPoint slide