Synthesis and antiviral activity of amino acid carbamate derivatives of AZT

Shu Ling Chang, George Griesgraber, Timothy W. Abraham, Tullika Garg, Heng Song, Cheryl L. Zimmerman, Carston R. Wagner

Research output: Contribution to journalArticlepeer-review

8 Scopus citations


Lipophilic amino acid methyl ester and methyl amide carbamates of 3'- azido-3'-deoxythymidine (AZT) were synthesized and their anti-HIV-1 activity in PBMCs was determined. The methyl amides were more potent (EC50s = 1.8 - 4.0 μM) than the methyl esters (EC50s = 2.0 - 20 μM). Carbamate hydrolysis by cell lysates and liberation of AZT was not observed for representative methyl ester or methyl amide AZT carbamates. No evidence of direct inhibition of HIV reverse transcriptase or integrase was observed.

Original languageEnglish (US)
Pages (from-to)87-100
Number of pages14
JournalNucleosides, Nucleotides and Nucleic Acids
Issue number1-2
StatePublished - 2000

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Molecular Medicine
  • Genetics


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