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Volumn 7, Issue 4, 1996, Pages 184-188

Novel nucleoside phosphoramidates as inhibitors of HIV: Studies on the stereochemical requirements of the phosphoramidate amino acid

Author keywords

d4T; HIV; Nucleotide; Phosphoramidate; Prodrug; Reverse transcriptase

Indexed keywords

ANTIVIRUS AGENT; NUCLEOSIDE PHOSPHORAMIDATE; NUCLEOTIDE ANALOG; PHOSPHORAMIDIC ACID DERIVATIVE; PRODRUG; RNA DIRECTED DNA POLYMERASE; UNCLASSIFIED DRUG;

EID: 0029998158     PISSN: 09563202     EISSN: None     Source Type: Journal    
DOI: 10.1177/095632029600700402     Document Type: Article
Times cited : (24)

References (17)
  • 1
    • 0027214433 scopus 로고
    • Treatment of human immunodeficiency virus type 1 (HIV-1)-infected cells with combinations of HIV-1-specific inhibitors results in a different resistance pattern than does treatment with single-drug therapy
    • Balzarini, J., Karlsson, A., Perez-Perez, M.-J., Camarasa, M.-J., Tarpley, W.G., and De Clercq, E. (1993) Treatment of human immunodeficiency virus type 1 (HIV-1)-infected cells with combinations of HIV-1-specific inhibitors results in a different resistance pattern than does treatment with single-drug therapy. J Virol 67: 5353-5359.
    • (1993) J Virol , vol.67 , pp. 5353-5359
    • Balzarini, J.1    Karlsson, A.2    Perez-Perez, M.-J.3    Camarasa, M.-J.4    Tarpley, W.G.5    De Clercq, E.6
  • 3
    • 0027220737 scopus 로고
    • Synthesis of phosphodiester and triester derivatives of AZT with tethered N-methyl piperazine and N, N, N trimethylethylenediamine
    • Dessaux, C., and Huynh-Dinh, T. (1993) Synthesis of phosphodiester and triester derivatives of AZT with tethered N-methyl piperazine and N, N, N trimethylethylenediamine. Biorg Med Chem Lett 3: 1547-1550.
    • (1993) Biorg Med Chem Lett , vol.3 , pp. 1547-1550
    • Dessaux, C.1    Huynh-Dinh, T.2
  • 4
    • 0025350764 scopus 로고
    • Synthesis and biological properties of novel phosphotriesters: A new approach to the introduction of biologically active nucleotides into cells
    • Farrow, S.N., Jones, A.S., Kumar, A., Walker, R.T., Balzarini, J., and De Clercq, E. (1990) Synthesis and biological properties of novel phosphotriesters: A new approach to the introduction of biologically active nucleotides into cells. J Med Chem 33: 1400-1406.
    • (1990) J Med Chem , vol.33 , pp. 1400-1406
    • Farrow, S.N.1    Jones, A.S.2    Kumar, A.3    Walker, R.T.4    Balzarini, J.5    De Clercq, E.6
  • 6
    • 0025814856 scopus 로고
    • Lipophilic glycosyl phosphotriester derivatives of AZT: Synthesis, NMR transmembrane transport study and antiviral activity
    • Henin, Y., Gouyette, C., Schwartz, O., Debouzy, J.-C., Neumann, J.-M., and Huynh-Dinh, T. (1991) Lipophilic glycosyl phosphotriester derivatives of AZT: Synthesis, NMR transmembrane transport study and antiviral activity. J Med Chem 34: 1830-1837.
    • (1991) J Med Chem , vol.34 , pp. 1830-1837
    • Henin, Y.1    Gouyette, C.2    Schwartz, O.3    Debouzy, J.-C.4    Neumann, J.-M.5    Huynh-Dinh, T.6
  • 7
    • 0002528914 scopus 로고
    • Synthesis of some novel dialkylphosphate derivatives of 3′-modified nucleosides as potential anti-AIDS drugs
    • McGuigan, C., Nicholls, S.R., O'Connor, T.J., and Kinchington, D. (1990a) Synthesis of some novel dialkylphosphate derivatives of 3′-modified nucleosides as potential anti-AIDS drugs. Antiviral Chem Chemother 1: 25-33.
    • (1990) Antiviral Chem Chemother , vol.1 , pp. 25-33
    • McGuigan, C.1    Nicholls, S.R.2    O'Connor, T.J.3    Kinchington, D.4
  • 8
    • 0001279409 scopus 로고
    • Synthesis and anti-HIV activity of some novel substituted dialkyl phosphate derivatives of AZT and ddCyd
    • McGuigan, C., O'Connor, T.J., Nicholls, S.R., Nickson, C., and Kinchington, D. (1990b) Synthesis and anti-HIV activity of some novel substituted dialkyl phosphate derivatives of AZT and ddCyd. Antiviral Chem Chemother 1: 355-360.
    • (1990) Antiviral Chem Chemother , vol.1 , pp. 355-360
    • McGuigan, C.1    O'Connor, T.J.2    Nicholls, S.R.3    Nickson, C.4    Kinchington, D.5
  • 10
    • 0025801734 scopus 로고
    • Synthesis and anti-HIV activity of some haloalkyl phosphoramidate derivatives of 3′-azido-3′-deoxythymidine (AZT): Potent activity of the trichloroethyl methoxyalaninyl compound
    • McGuigan, C., Devine, K.G., O'Connor, T.J., and Kinchington, D. (1991) Synthesis and anti-HIV activity of some haloalkyl phosphoramidate derivatives of 3′-azido-3′-deoxythymidine (AZT): potent activity of the trichloroethyl methoxyalaninyl compound. Antiviral Res 15: 255-263.
    • (1991) Antiviral Res , vol.15 , pp. 255-263
    • McGuigan, C.1    Devine, K.G.2    O'Connor, T.J.3    Kinchington, D.4
  • 11
    • 0026561408 scopus 로고
    • Aryl phosphate derivatives of AZT retain activity against HIV-1 in cell lines which are resistant to the action of AZT
    • McGuigan, C., Pathirana, R.N., Mahmood, N., Devine, K.G., and Hay, A.J. (1992) Aryl phosphate derivatives of AZT retain activity against HIV-1 in cell lines which are resistant to the action of AZT. Antiviral Res 16: 311-321.
    • (1992) Antiviral Res , vol.16 , pp. 311-321
    • McGuigan, C.1    Pathirana, R.N.2    Mahmood, N.3    Devine, K.G.4    Hay, A.J.5
  • 12
    • 0027284753 scopus 로고
    • Intracellular delivery of bio-active AZT nucleotides by aryl phosphate derivatives of AZT
    • McGuigan, C., Pathirana, R.N., Balzarini, J., and De Clercq, E. (1993a) Intracellular delivery of bio-active AZT nucleotides by aryl phosphate derivatives of AZT. J Med Chem 36: 1048-1052.
    • (1993) J Med Chem , vol.36 , pp. 1048-1052
    • McGuigan, C.1    Pathirana, R.N.2    Balzarini, J.3    De Clercq, E.4
  • 14
    • 0028060330 scopus 로고
    • Certain phosphoramidate derivatives of dideoxy uridine [ddU]are active against HIV and successfully by-pass thymidine kinase
    • McGuigan, C., Bellevergue, P., Sheeka, H., Mahmood, N., and Hay, A.J. (1994) Certain phosphoramidate derivatives of dideoxy uridine [ddU]are active against HIV and successfully by-pass thymidine kinase. FEBS Lett 351: 11-14.
    • (1994) FEBS Lett , vol.351 , pp. 11-14
    • McGuigan, C.1    Bellevergue, P.2    Sheeka, H.3    Mahmood, N.4    Hay, A.J.5
  • 15
    • 0029975897 scopus 로고    scopus 로고
    • Aryl phosphoramidate derivatives of d4T have improved anti-HIV efficacy in tissue culture and may via a new intracellular metabolite
    • in press
    • McGuigan, C., Cahard, D., Sheeka, H.M., De Clercq, E., and Balzarini, J. (1996a) Aryl phosphoramidate derivatives of d4T have improved anti-HIV efficacy in tissue culture and may via a new intracellular metabolite. J Med Chem (in press).
    • (1996) J Med Chem
    • McGuigan, C.1    Cahard, D.2    Sheeka, H.M.3    De Clercq, E.4    Balzarini, J.5
  • 16
    • 0030044583 scopus 로고    scopus 로고
    • Phosphoramidates as potent pro-drugs of anti-HIV nucleotides: Studies in the amino region
    • McGuigan, C., Cahard, D., Salgado, A., De Clercq, E., and Balzarini, J. (1996b) Phosphoramidates as potent pro-drugs of anti-HIV nucleotides: Studies in the amino region. Antiviral Chem Chemother 7: 31-36.
    • (1996) Antiviral Chem Chemother , vol.7 , pp. 31-36
    • McGuigan, C.1    Cahard, D.2    Salgado, A.3    De Clercq, E.4    Balzarini, J.5
  • 17
    • 0026784584 scopus 로고
    • Improved brain delivery of AZT using a glycosyl phosphotriester prodrug
    • Namane, A., Gouyette, C., Fillion, M.-P., Fillion, G., and Huynh-Dinh, T. (1992) Improved brain delivery of AZT using a glycosyl phosphotriester prodrug. J Med Chem 35: 3039-3044.
    • (1992) J Med Chem , vol.35 , pp. 3039-3044
    • Namane, A.1    Gouyette, C.2    Fillion, M.-P.3    Fillion, G.4    Huynh-Dinh, T.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.