Der Pharma Chemica
Journal for Medicinal Chemistry, Pharmaceutical Chemistry and Computational Chemistry

Abstract

Synthesis and antimicrobial activity evaluation of novel phosphorylated derivatives of zidovudine

Author(s): S. Subba Reddy, V. Koteswara Rao, K. Venkataramana, C. Suresh Reddy, S. K. Ghosh and C. Naga Rju

A series of novel phosphorylated derivatives of zidovudine (5-15) were synthesized in two step process with high yields. In the first step zidovudine (1) was reacted with bis(2-chloroethyl) phosphoramidicdichloride/4-nitrophenylphosphorodichloridate/4-chloro phenyl phosphorodichloridate in presence of triethylamine (TEA) in dry tetrahydrofuran (THF) to yield the intermediates (2-4). They were further reacted with various compounds like monopotassium dihydrogenphosphate and amino acid esters to obtain the title compounds 5-15. The title compounds showed promising antimicrobial activity and it was greatly influenced by the presence of different bio-active groups at phosphorus.


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