Abstract
A series of conjugates of pharmacologically promising modified nucleosides with phospholipid was synthesized. Some liponucleotides were originally produced. Soybean lecithin served as the donor of phosphatidyl residue. Phospholipase D from strain Streptomyces netropsis BIM B-428D was engaged as biocatalyst in transphosphatidylation reaction. The yield of liponucleotide synthesis reaction varied in the range 44–95 mol% depending on the acceptor of phosphatidyl residue. 65 mg (about 68 µmoles) of pure phosphatidylclofarabine was recovered by chromatography on silica gel column, resulting in 68 mol% yield calculated from the amount of modified nucleoside supplied into the reaction mixture.
Highlights
Clofarabine (2-chloro-2’-fluoradenine arabinoside)Drugs based on modified nucleosides and nucleotides play a crucial role in chemical therapy of cancer and severe viral infections [1,2,3]
The inclusion of modified nucleoside drastically alters the composition of chromosome terminus so that it loses the capacity to be shielded by protective proteins, triggering as a consequence cancer cell apoptosis and death [5]
Several modified pharmacologically significant Analyses of 1H NMR spectrum revealed nucleoside nucleosides was evaluated. It is clear from the data signals 8.28 (c, H8), 7.90, summed up in Table 1 that all tested nucleosides 6.36 and other were phosphatidylated by PLD with yields 44–95 signals partially overlapped by signals of lipid mol% by 1–8 h of the reaction process
Summary
Larisa Birichevskaya1, Margarita Vinter1, Natalia Litvinko2, Anatoli Zinchenko*1 1Institute of Microbiology, National Academy of Sciences of Belarus, Minsk-220141, Belarus 2Institute of Bioorganic Chemistry, National Academy of Sciences of Belarus, Minsk-220141, Belarus
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