Synthesis and bioactivity of phosphorylated derivatives of stavudine
Open Access
- 31 December 2010
- journal article
- Published by European Journal of Chemistry in European Journal of Chemistry
- Vol. 1 (4), 297-301
- https://doi.org/10.5155/eurjchem.1.4.297-301.20
Abstract
Novel phosphorylated derivatives of stavudine were synthesized by the reaction of bis(2-chloroethyl)phosphoramidic dichloride/4-nitrophenyl phosphorodichloridate with various cyclic amines and amino acid esters in the presence of triethylamine in dry tetrahydrofuran through the corresponding monochloride intermediates 2a-l. Further reaction of the intermediates 2a-l with stavudine in tetrahydrofuran and pyridine in the presence of triethylamine formed the title compounds 4a-l. Their structures were characterized by IR, 1H-, 13C-, 31P-NMR and mass spectral data analyses. They exhibited good antibacterial and antioxidant activities. Their bioactivity was greatly influenced by the different groups present at the phosphorus.Keywords
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