6-substituted derivatives of carbovir: Anti-HIV activity

Robert Vince, John Kilama, Phuong-truc Thi Pham, Scott A. Beers, Bonnie J. Bowdon, Kathy A. Keith, William B. Parker

Research output: Contribution to journalArticle

12 Citations (Scopus)

Abstract

A series of 6-alkoxy and 6-alkylamino carbovir derivatives were synthesized in order to evaluate prodrug approaches to increased bioavailability of the anti-HIV agent, carbovir. All of the compounds were active against HIV with the N-alkyl derivatives less active than the corresponding O-alkyl derivatives. The adenosine deaminase inhibitor, EHNA, had no effect on the anti-HIV activity of 6-propoxycarbovir, while the adenylic acid deaminase inhibitor, 2’ -deoxycoformycin, significantly decreased antiviral activity. These observations suggest that the 6-alkoxycarbovirs are metabolized directly to the monophosphates and are subsequently converted to carbovir monophosphate via adenylic acid deaminase.

Original languageEnglish (US)
Pages (from-to)1703-1708
Number of pages6
JournalNucleosides and Nucleotides
Volume14
Issue number8
DOIs
StatePublished - Jan 1 1995

Fingerprint

carbovir
HIV
Adenosine Monophosphate
Derivatives
Adenosine Deaminase Inhibitors
Pentostatin
Anti-HIV Agents
Prodrugs
Biological Availability
Antiviral Agents

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Genetics

Cite this

Vince, R., Kilama, J., Pham, P. T., Beers, S. A., Bowdon, B. J., Keith, K. A., & Parker, W. B. (1995). 6-substituted derivatives of carbovir: Anti-HIV activity. Nucleosides and Nucleotides, 14(8), 1703-1708. https://doi.org/10.1080/15257779508009751
Vince, Robert ; Kilama, John ; Pham, Phuong-truc Thi ; Beers, Scott A. ; Bowdon, Bonnie J. ; Keith, Kathy A. ; Parker, William B. / 6-substituted derivatives of carbovir : Anti-HIV activity. In: Nucleosides and Nucleotides. 1995 ; Vol. 14, No. 8. pp. 1703-1708.
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Vince, R, Kilama, J, Pham, PT, Beers, SA, Bowdon, BJ, Keith, KA & Parker, WB 1995, '6-substituted derivatives of carbovir: Anti-HIV activity', Nucleosides and Nucleotides, vol. 14, no. 8, pp. 1703-1708. https://doi.org/10.1080/15257779508009751

6-substituted derivatives of carbovir : Anti-HIV activity. / Vince, Robert; Kilama, John; Pham, Phuong-truc Thi; Beers, Scott A.; Bowdon, Bonnie J.; Keith, Kathy A.; Parker, William B.

In: Nucleosides and Nucleotides, Vol. 14, No. 8, 01.01.1995, p. 1703-1708.

Research output: Contribution to journalArticle

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