Activities of masked 2',3'-dideoxynucleoside monophosphate derivatives against human immunodeficiency virus in resting macrophages

Antimicrobial Agents and Chemotherapy

Volumn 44, Issue 1, 2000, Pages 173-177

  Aquaro, Stefano ^a   Wedgwood, Orson ^c   Yarnold, Christopher ^c   Cahard, Dominique ^c   Pathinara, Ranjith ^c   McGuigan, Christopher ^c   Calio', Raffaele ^a   De Clercq, Erik ^d   Balzarini, Jan ^d   Perno, Carlo Federico ^a,b  

^a UNIVERSITY OF ROME TOR VERGATA   (Italy)

^b Istituto di Ricovero e Cura A Carattere Scientifico   (Italy)

^c CARDIFF UNIVERSITY   (United Kingdom)

^d REGA INSTITUTE FOR MEDICAL RESEARCH   (Belgium)

Author keywords

[No Author keywords available]

Indexed keywords

2',3' DIDEOXYNUCLEOSIDE; LAMIVUDINE; PHOSPHORAMIDIC ACID DERIVATIVE; ZIDOVUDINE;

ANTIVIRAL ACTIVITY; ARTICLE; CELL COMPARTMENTALIZATION; CYTOPATHOGENIC EFFECT; DERIVATIZATION; DRUG ACTIVITY; DRUG EFFECT; HUMAN; HUMAN CELL; HUMAN IMMUNODEFICIENCY VIRUS 1; HUMAN IMMUNODEFICIENCY VIRUS INFECTION; MACROPHAGE ACTIVATION; PRIORITY JOURNAL; SEROCONVERSION; VIRUS REPLICATION;

EID: 0033988662     PISSN: 00664804     EISSN: None     Source Type: Journal    
DOI: 10.1128/AAC.44.1.173-177.2000     Document Type: Article

References (37)

1. Amerongen, H. M., R. Weltzin, C. M. Farnet, P. Michetti, W. A. Haseltine, and M. R. Neutra. 1991. Transepithelial transport of HIV-1 by intestinal M cells: a mechanism for transmission of AIDS. J. Acquir. Immune Defic. Syndr. 4:760-765.
2. Aquaro, S., E. Balestra, A. Cenci, M. Francesconi, R. Calio, and C. F. Perno. 1997. HIV infection in macrophage: role of long-lived cells and related therapeutical strategies. J. Biol. Regul. Homeost. Agents 11:69-73.
3. Aquaro, S., R. Calio, E. Balestra, P. Bagnarelli, A. Cenci, A. Bertoli, B. Tavazzi, D. Di Pierro, M. Francesconi, D. Abdelahad, and C. F. Perno. 1998. Clinical implications of HIV dynamics and drug resistance in macrophages. J. Biol. Regul. Homeost. Agents 12:23-27.
4. Aquaro, S., C. F. Perno, E. Balestra, J. Balzarini, A. Cenci, M. Francesconi, S. Panti, F. Serra, N. Villani, and R. Calio. 1997. Inhibition of replication of HIV in primary monocyte/macrophages by different antiviral drugs and comparative efficacy in lymphocyte. J. Leukoc. Biol. 62:138-143.
5. Avramis, V. I., W. Markson, R. L. Jackson, and E. Gomperts. 1989. Biochemical pharmacology of zidovudine in human T-lymphoblastoid cells (CEM). AIDS 3:417-422.
6. Bagnarelli, P., A. Valenza, S. Menzo, R. Sampaolesi, P. E. Varaldo, L. Butini, M. Montroni, C. F. Perno, S. Aquaro, D. Mathez, J. Leibowitch, C. Balotta, and M. Clementi. 1996. Dynamics and modulation of human immunodeficiency virus type 1 transcripts in vitro and in vivo. J. Virol. 70:7603-7613.
7. Balzarini, J., A. Karlsson, S. Aquaro, C. F. Perno, D. Canard, L. Naesens, E. De Clercq, and C. McGuigan. 1996. Mechanism of anti-HIV action of masked alaninyl d4T-MP derivatives. Proc. Natl. Acad. Sci. USA 93:7295-7299.
8. Balzarini, J., O. Wedgwood, J. Kruining, H. Pelemans, R. Heijtink, E. De Clercq, and C. McGuigan. 1996. Anti-HIV and anti-HBV activity and resistance profile of 2′,3′-dideoxy-3′-thiacytidine (3TC) and its arylphosphoramidate derivative CF 1109. Biochem. Biophys. Res. Commun. 225:363-369.
9. Cooney, D. A., G. Ahluwalia, H. Mitsuya, A. Fridland, M. Johnson, Z. Hao, M. Dalal, J. Balzarini, S. Broder, and D. G. Johns. 1987. Initial studies on the cellular pharmacology of 2′,3′-dideoxyadenosine, an inhibitor of HTLV-III infectivity. Biochem. Pharmacol. 36:1765-1768.
10. Gartner, S., P. Markovits, D. M. Markovitz, M. H. Kaplan, R. C. Gallo, and M. Popovic. 1986. The role of mononuclear phagocytes in HTLV-III/LAV infection. Science 233:215-219.
11. Haworth, S. J., B. Christofalo, R. D. Anderson, and L. M. Dunkle. 1998. A single-dose study to assess the penetration of stavudine into human cerebro-spinal fluid in adults. J. Acquir. Immune Defic. Syndr. Hum. Retrovirol. 17:235-238.
12. Kalter, D. C., H. E. Gendelman, and M. S. Meltzer. 1991. Monocytes, dendritic cells, and Langerhans cells in human immunodeficiency virus infection. Dermatol. Clin. 9:415-428.
13. Koenig, S., H. E. Gendelman, J. M. Orenstein, M. C. Dal Canto, G. H. Pezeshkpour, M. Yungbluth, F. Janotta, A. Aksamit, M. A. Martin, and A. Fauci. 1986. Detection of AIDS virus in macrophages in brain tissue from AIDS patients with encephalopathy. Science 233:1089-1093.
14. Kure, K., W. D. Lyman, K. M. Weidenheim, and D. W. Dickson. 1990. Cellular localization of an HIV-1 antigen in subacute AIDS encephalitis using an improved double-labeling immunohistochemical method. Am. J. Pathol. 136:1085-1092.
15. Lefebvre, I., C. Perigaud, A. Pompon, A. M. Aubertin, J. L. Girardet, A. Kirn, G. Gosselin, and J. L. Imbach. 1995. Mononucleoside phosphotriester derivatives with S-acyl-2-thioethyl bioreversible phosphate-protecting groups: intracellular delivery of 3′-azido-2′,3′-dideoxythymidine 5′-monophosphate. J. Med. Chem. 38:3941-3950.
16. Lewis, L. L., D. Venzon, J. Church, M. Farley, S. Wheeler, A. Keller, M. Rubin, G. Yuen, B. Mueller, M. Sloas, L. Wood, F. Balis, G. M. Shearer, P. Brouwers, J. Goldsmith, and P. A. Pizzo. 1996. Lamivudine in children with human immunodeficiency virus infection: a phase I/II study. The National Cancer Institute Pediatric Branch-Human Immunodeficiency Virus Working Group. J. Infect. Dis. 174:16-25.
17. Malorni, W., M. B. Lucia, G. Rainaldi, R. Cauda, M. Cianfriglia, G. Donelli, and L. Ortona. 1998. Intracellular expression of P-170 glycoprotein in peripheral blood mononuclear cell subsets from healthy donors and HIV-infected patients. Haematologica 83:13-20.
18. McElrath, M. J., J. E. Pruett, and Z. A. Cohn. 1989. Mononuclear phagocytes of blood and bone marrow: comparative roles as viral reservoirs in human immunodeficiency virus type 1 infections. Proc. Natl. Acad. Sci. USA 86:675-679.
19. McGuigan, C., D. Cahard, H. M. Sheeka, E. De Clercq, and J. Balzarini. 1996. Aryl phosphoramidate derivatives of d4T have improved anti-HIV efficacy in tissue culture and may act by the generation of a novel intracellular metabolite. J. Med. Chem. 39:1748-1753.
20. McGuigan, C., D. Cahard, H. M. Sheeka, E. De Clercq, and J. Balzarini. 1996. Phosphoramidate derivatives of d4T with improved anti-HIV efficacy retain full activity in thymidine kinase-deficient cells. Bioorg. Med. Chem. Lett. 6:1183-1186.
21. McGuigan, C., D. Kinchington, M. F. Wang, S. R. Nicholls, C. Nickson, S. Galpin, D. J. Jeffries, and T. J. O'Connor. 1993. Nucleoside analogues previously found to be inactive against HIV may be activated by simple chemical phosphorylation. FEBS Lett. 322:249-252.
22. McGuigan, C., R. N. Pathirana, J. Balzarini, and E. De Clercq. 1993. Intracellular delivery of bioactive AZT nucleotides by aryl phosphate derivatives of AZT. J. Med. Chem. 36:1048-1052.
23. McIntee, E. J., R. P. Remmel, R. F. Schinazl, T. W. Abraham, and C. R. Wagner. 1997. Probing the mechanism of action and decomposition of amino acid phosphomonoester amidates of antiviral nucleoside prodrugs. J. Med. Chem. 40:3323-3331.
24. Meier, C., A. M. Aubertin, M. de Monte, A. Faraj, J. P. Sommadossi, C. Perigaud, J. L. Imbach, and G. Gosselin. 1998. Synthesis and antiviral evaluation of SATE-foscarnet prodrugs and new foscarnet-AZT conjugates. Antivir. Chem. Chemother. 9:41-52.
25. Meier, C., M. Lorey, E. De Clercq, and J. Balzarini. 1998. cycloSal-2′,3′-dideoxy-2′,3′-didehydrothymidine monophosphate (cycloSal-d4TMP): synthesis and antiviral evaluation of a new d4TMP delivery system. J. Med. Chem. 41:1417-1427.
26. Meltzer, M. S., M. Nakamura, B. D. Hansen, J. A. Turpin, D. C. Kalter, and H. E. Gendelman. 1990. Macrophages as susceptible targets for HIV infection, persistent viral reservoir in tissue, and key immunoregulatory cells that control levels of virus replication and extent of disease. AIDS Res. Hum. Retrovir. 6:967-971.
27. Nakata, K., M. Weiden, T. Harkin, D. Ho, and W. N. Rom. 1995. Low copy number and limited variability of proviral DNA in alveolar macrophages from HIV-1-infected patients: evidence for genetic differences in HIV-1 between lung and blood macrophage populations. Mol. Med. 1:744-757.
28. O'Brien, W. A., A. Namazi, H. Kalhor, S. H. Mao, J. A. Zack, and I. S. Chen. 1994. Kinetics of human immunodeficiency virus type 1 reverse transcription in blood mononuclear phagocytes are slowed by limitations of nucleotide precursors. J. Virol. 68:1258-1263.
29. Orenstein, J. M., C. Fox, and S. M. Wahl. 1997. Macrophages as a source of HIV during opportunistic infections. Science 276:1857-1861.
30. Perigaud, C., A. M. Aubertin, S. Benzaria, H. Pelicano, J. L. Girardet, G. Maury, G. Gosselin, A. Kirn, and J. L. Imbach. 1994. Equal inhibition of the replication of human immunodeficiency virus in human T-cell culture by ddA bis(SATE)phosphotriester and 3′-azido-2′,3′-dideoxythymidine. Biochem. Pharmacol. 48:11-14.
31. Perno, C. F., F. M. Newcomb, D. A. Davis, S. Aquaro, R. W. Humphrey, R. Calio, and R. Yarchoan. 1998. Relative potency of protease inhibitors in monocytes/macrophages acutely and chronically infected with human immunodeficiency virus. J. Infect. Dis. 178:413-422.
32. Perno, C. F., and R. Yarchoan. 1993. Culture of HIV in monocytes and macrophages, p. 12.4.1-12.4.11. In J. E. Coligan, A. M. Kruisbeek, D. H. Margulies, E. M. Shevach, and W. Strober (ed.), Current protocols in immunology. John Wiley & Sons, New York, N.Y.
33. Perno, C. F., R. Yarchoan, D. A. Cooney, N. R. Hartman, S. Gartner, M. Popovic, Z. Hao, T. L. Gerrard, Y. A. Wilson, D. G. Johns, and S. Broder. 1988. Inhibition of human immunodeficiency virus (HIV-1/HTLV-IIIBa-L) replication in fresh and cultured human peripheral blood monocytes/macrophages by azidothymidine and related 2′,3′-dideoxynucleosides. J. Exp. Med. 168:1111-1125.
34. Schmitt, M. P., J. L. Gendrault, C. Schweitzer, A. M. Steffan, C. Beyer, C. Royer, D. Jaeck, J. L. Pasquali, A. Kirn, and A. M. Aubertin. 1990. Permissivity of primary cultures of human Kupffer cells for HIV-1. AIDS Res. Hum. Retrovir. 6:987-991.
35. Schrager, L. K., and M. P. D'Souza. 1998. Cellular and anatomical reservoirs of HIV-1 in patients receiving potent antiretroviral combination therapy. JAMA 280:67-71.
36. Thumann Schweitzer, C., G. Gosselin, C. Perigaud, S. Benzaria, J. L. Girardet, I. Lefebvre, J. L. Imbach, A. Kirn, and A. M. Aubertin, 1996. Antihuman immunodeficiency virus type 1 activities of dideoxynucleoside phosphotriester derivatives in primary monocytes/macrophages. Res. Virol. 147: 155-163.
37. Zambruno, G., A. Giannetti, U. Bertazzoni, and G. Girolomoni. 1995. Langerhans cells and HIV infection. Immunol. Today 16:520-524.