P-(alkyl)-nucleoside 5'-hydrogenphosphonates as depot forms of antiviral nucleotide analogues

A L Khandazhinskaya; E A Shirokova; I L Karpenko; N F Zakirova; N B Tarussova; A A Krayevsky

doi:10.1080/15257770008045461

P-(alkyl)-nucleoside 5'-hydrogenphosphonates as depot forms of antiviral nucleotide analogues

Nucleosides Nucleotides Nucleic Acids. 2000 Oct-Dec;19(10-12):1795-804. doi: 10.1080/15257770008045461.

Authors

A L Khandazhinskaya¹, E A Shirokova, I L Karpenko, N F Zakirova, N B Tarussova, A A Krayevsky

Affiliation

¹ Engelhardt Institute of Molecular Biology, Russian Academy of Sciences, Moscow, Russian Federation.

PMID: 11200274
DOI: 10.1080/15257770008045461

Abstract

P-(Alkyl)esters of AZT 5'-hydrogenphosphonate were synthesized and their stabilities in the phosphate buffer and human serum were evaluated. The esters bearing residues of primary and secondary alcohols were degraded to give AZT, whereas those containing tertiary alkyl groups yielded AZT 5'-hydrogenphosphonate. The corresponding derivatives of d2A and d4T showed the same properties.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Anti-HIV Agents / administration & dosage
Anti-HIV Agents / chemistry*
Delayed-Action Preparations
Humans
Magnetic Resonance Spectroscopy
Organophosphonates / chemistry*
Reverse Transcriptase Inhibitors / administration & dosage
Reverse Transcriptase Inhibitors / chemistry*
Zidovudine / administration & dosage*
Zidovudine / chemistry*

Substances

Anti-HIV Agents
Delayed-Action Preparations
Organophosphonates
Reverse Transcriptase Inhibitors
Zidovudine