European Journal of Chemistry

Synthesis and bioactivity of phosphorylated derivatives of stavudine

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Published: Dec 22, 2010
DOI: https://doi.org/10.5155/eurjchem.1.4.297-301.20
Keywords:
Phosphorylated derivatives of stavudine, Gram-positive bacteria, Gram-negative bacteria, Antibacterial activity, Antioxidant activity
Section
Research Article
Issue
Vol. 1 No. 4 (2010): December 2010
Dates
Received 2010-03-28
Accepted 2010-09-20
Published 2010-12-22


Main Article Content

Alahari Janardhan Rao
Department of Chemistry, Sri Venkateswara University, Tirupati, IN-517502, India
Valasani Koteswara Rao
Department of Chemistry, Sri Venkateswara University, Tirupati, IN-517502, India
Pasupuleti Visweswara Rao
Department of Biotechnology, Sri Venkateswara University, Tirupati, IN-517502, India
Chamarthi Naga Raju
Department of Chemistry, Sri Venkateswara University, Tirupati, IN-517502, India
Sunil Kumar Ghosh
Bio-organic Division, Bhabha Atomic Research Centre, Mumbai, IN-400085, India

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.

1_4_297_301_800


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(1)
Rao, A. J.; Rao, V. K.; Rao, P. V.; Raju, C. N.; Ghosh, S. K. Synthesis and Bioactivity of Phosphorylated Derivatives of Stavudine. Eur. J. Chem. 2010, 1, 297-301.

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