메뉴 건너뛰기




Volumn 40, Issue 3, 1999, Pages 179-187

The SATE pronucleotide approach applied to acyclovir. Part II. Effects of bis(SATE)phosphotriester derivatives of acyclovir on duck hepatitis B virus replication in vitro and in vivo

Author keywords

Duck hepatitis B virus; Nucleotide; Prodrug

Indexed keywords

ACICLOVIR; ACICLOVIR DERIVATIVE; NUCLEOSIDE ANALOG;

EID: 0345059238     PISSN: 01663542     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0166-3542(98)00060-6     Document Type: Article
Times cited : (24)

References (38)
  • 1
    • 21844523601 scopus 로고
    • Prodrugs of analogs of nucleic acid components
    • Alexander P., Holý A. Prodrugs of analogs of nucleic acid components. Collect. Czech. Chem. Commun. 59:1994;2127-2165.
    • (1994) Collect. Czech. Chem. Commun. , vol.59 , pp. 2127-2165
    • Alexander, P.1    Holý, A.2
  • 2
    • 0029731207 scopus 로고    scopus 로고
    • Synthesis, in vitro antiviral evaluation, and stability studies of bis(S-acyl-2-thioethyl) ester derivatives of 9-[2-(phosphonomethoxy)ethyl] adenine (PMEA) as potential PMEA prodrugs with improved oral bioavailability
    • Benzaria S., Pélicano H., Johnson R., Maury G., Imbach J.-L., Aubertin A.-M., Obert G., Gosselin G. Synthesis, in vitro antiviral evaluation, and stability studies of bis(S-acyl-2-thioethyl) ester derivatives of 9-[2-(phosphonomethoxy)ethyl] adenine (PMEA) as potential PMEA prodrugs with improved oral bioavailability. J. Med. Chem. 39:1996;4958-4965.
    • (1996) J. Med. Chem. , vol.39 , pp. 4958-4965
    • Benzaria, S.1    Pélicano, H.2    Johnson, R.3    Maury, G.4    Imbach, J.-L.5    Aubertin, A.-M.6    Obert, G.7    Gosselin, G.8
  • 4
    • 1842293414 scopus 로고    scopus 로고
    • Inhibitory effect of penciclovir-triphosphate on duck hepatitis B virus reverse transcription
    • Dannaoui E., Trépo C., Zoulim F. Inhibitory effect of penciclovir-triphosphate on duck hepatitis B virus reverse transcription. Antivir. Chem. Chemother. 8:1997;38-46.
    • (1997) Antivir. Chem. Chemother. , vol.8 , pp. 38-46
    • Dannaoui, E.1    Trépo, C.2    Zoulim, F.3
  • 5
    • 0025768866 scopus 로고
    • Application of the neutral red assay (NR assay) to monolayer cultures of primary hepatocytes: Rapid colorimetric viability determination for the unscheduled DNA synthesis test (UDS)
    • Fautz R., Hussein B., Hechenberger C. Application of the neutral red assay (NR assay) to monolayer cultures of primary hepatocytes: rapid colorimetric viability determination for the unscheduled DNA synthesis test (UDS). Mutat. Res. 253:1991;173-179.
    • (1991) Mutat. Res. , vol.253 , pp. 173-179
    • Fautz, R.1    Hussein, B.2    Hechenberger, C.3
  • 6
    • 0024321850 scopus 로고
    • Prolonged duck hepatitis B virus replication in duck hepatocytes cocultivated with rat epithelial cells: A useful system for antiviral testing
    • Fourel I., Gripon P., Hantz O., Cova L., Lambert V., Jacquet C., Watanabe K., Fox J., Guillouzo C., Trépo C. Prolonged duck hepatitis B virus replication in duck hepatocytes cocultivated with rat epithelial cells: a useful system for antiviral testing. Hepatology. 10:1989;186-191.
    • (1989) Hepatology , vol.10 , pp. 186-191
    • Fourel, I.1    Gripon, P.2    Hantz, O.3    Cova, L.4    Lambert, V.5    Jacquet, C.6    Watanabe, K.7    Fox, J.8    Guillouzo, C.9    Trépo, C.10
  • 7
    • 0026723672 scopus 로고
    • Effects of 2'-fluorinated arabinosyl-pyrimidine nucleosides on duck hepatitis-B virus DNA level in serum and liver of chronically infected ducks
    • Fourel I., Li J., Hantz O., Jacquet C., Fox J.J., Trépo C. Effects of 2'-fluorinated arabinosyl-pyrimidine nucleosides on duck hepatitis-B virus DNA level in serum and liver of chronically infected ducks. J. Med. Virol. 37:1992;122-126.
    • (1992) J. Med. Virol. , vol.37 , pp. 122-126
    • Fourel, I.1    Li, J.2    Hantz, O.3    Jacquet, C.4    Fox, J.J.5    Trépo, C.6
  • 8
    • 0027979816 scopus 로고
    • The carbocyclic analog of 2'-deoxyguanosine induces a prolonged inhibition of duck hepatitis B virus DNA synthesis in primary hepatocyte cultures and in the liver
    • Fourel I., Saputelli J., Schaffer P., Mason W.S. The carbocyclic analog of 2'-deoxyguanosine induces a prolonged inhibition of duck hepatitis B virus DNA synthesis in primary hepatocyte cultures and in the liver. J. Virol. 68:1994;1059-1065.
    • (1994) J. Virol. , vol.68 , pp. 1059-1065
    • Fourel, I.1    Saputelli, J.2    Schaffer, P.3    Mason, W.S.4
  • 13
    • 0021208982 scopus 로고
    • Inhibition of human and woodchuck hepatitis virus DNA polymerase by the triphosphates of acyclovir, 1-(2'-deoxy-2'-fluoro-b-D-arabino-furanosyl)-5-iodocytosine and E-5-(2-bromovinyl)-2'-deoxyuridine
    • Hantz O., Allauden H.S., Ooka T., De Clercq E., Trépo C. Inhibition of human and woodchuck hepatitis virus DNA polymerase by the triphosphates of acyclovir, 1-(2'-deoxy-2'-fluoro-b-D-arabino-furanosyl)-5-iodocytosine and E-5-(2-bromovinyl)-2'-deoxyuridine. Antiviral Res. 4:1984;187-199.
    • (1984) Antiviral Res. , vol.4 , pp. 187-199
    • Hantz, O.1    Allauden, H.S.2    Ooka, T.3    De Clercq, E.4    Trépo, C.5
  • 14
    • 0027489816 scopus 로고
    • Therapy for hepatitis, with emphasis on the role of Interferons
    • Hantz O., Turin F., Trépo C. Therapy for hepatitis, with emphasis on the role of Interferons. Curr. Opin. Infect. Dis. 6:1993;778-783.
    • (1993) Curr. Opin. Infect. Dis. , vol.6 , pp. 778-783
    • Hantz, O.1    Turin, F.2    Trépo, C.3
  • 15
    • 0028130055 scopus 로고
    • Inhibitory effects of acyclic nucleoside phosphonates on human hepatitis B virus and duck hepatitis B virus infections in tissue culture
    • Heijtink R.A., Kruining J., Dewilde G.A., Balzarini J., De Clercq E., Schalm S.W. Inhibitory effects of acyclic nucleoside phosphonates on human hepatitis B virus and duck hepatitis B virus infections in tissue culture. Antimicrob. Agents Chemother. 38:1994;2180-2182.
    • (1994) Antimicrob. Agents Chemother. , vol.38 , pp. 2180-2182
    • Heijtink, R.A.1    Kruining, J.2    Dewilde, G.A.3    Balzarini, J.4    De Clercq, E.5    Schalm, S.W.6
  • 16
    • 1842291578 scopus 로고    scopus 로고
    • Drug therapy: The treatment of chronic viral hepatitis
    • Hoofnagle J.H., DiBisceglie A.M. Drug therapy: The treatment of chronic viral hepatitis. New Engl. J. Med. 336:1997;347-356.
    • (1997) New Engl. J. Med. , vol.336 , pp. 347-356
    • Hoofnagle, J.H.1    Dibisceglie, A.M.2
  • 17
    • 0028928572 scopus 로고
    • Acyclic guanosine analogs inhibit DNA polymerase α, δ and ε with very different potencies and have unique mechanisms of action
    • Ilsley D.D., Lee S.H., Miller W.H., Kuchta R.D. Acyclic guanosine analogs inhibit DNA polymerase α, δ and ε with very different potencies and have unique mechanisms of action. Biochemistry. 34:1995;2504-2510.
    • (1995) Biochemistry , vol.34 , pp. 2504-2510
    • Ilsley, D.D.1    Lee, S.H.2    Miller, W.H.3    Kuchta, R.D.4
  • 18
    • 0009075543 scopus 로고
    • Structure, antiviral activity, and chemistry of acyclic nucleoside analogues
    • E. De Clercq. Greenwich: JAI Press
    • Johansson N.G. Structure, antiviral activity, and chemistry of acyclic nucleoside analogues. De Clercq E. Advances in Antiviral Drug Design, Vol. 1. 1993;87-117 JAI Press, Greenwich.
    • (1993) Advances in Antiviral Drug Design, Vol. 1 , pp. 87-117
    • Johansson, N.G.1
  • 19
    • 0343844454 scopus 로고    scopus 로고
    • Prodrugs of phosphates, phosphonates, and phosphinates
    • Krise J.P., Stella V.J. Prodrugs of phosphates, phosphonates, and phosphinates. Adv. Drug Deliv. Rev. 19:1996;287-310.
    • (1996) Adv. Drug Deliv. Rev. , vol.19 , pp. 287-310
    • Krise, J.P.1    Stella, V.J.2
  • 20
    • 0025990592 scopus 로고
    • In vivo neutralization of duck hepatitis B virus by antibodies specific to the N-terminal portion of pre-S protein
    • Lambert V., Chassot S., Kay A., Trépo C., Cova L. In vivo neutralization of duck hepatitis B virus by antibodies specific to the N-terminal portion of pre-S protein. Virology. 185:1991;446-450.
    • (1991) Virology , vol.185 , pp. 446-450
    • Lambert, V.1    Chassot, S.2    Kay, A.3    Trépo, C.4    Cova, L.5
  • 22
    • 0024599205 scopus 로고
    • Acyclovir. An updated review of its antiviral activity, pharmacokinetic properties and therapeutic efficacy
    • O'Brien J.J., Campoli-Richards D.M. Acyclovir. An updated review of its antiviral activity, pharmacokinetic properties and therapeutic efficacy. Drugs. 37:1989;233-309.
    • (1989) Drugs , vol.37 , pp. 233-309
    • O'Brien, J.J.1    Campoli-Richards, D.M.2
  • 23
    • 0027980948 scopus 로고
    • 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
    • Périgaud C., Aubertin A.-M., Benzaria S., Pélicano H., Girardet J.-L., Maury G., Gosselin G., Kirn A., Imbach J.-L. 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. 48:1994;11-14.
    • (1994) Biochem. Pharmacol. , vol.48 , pp. 11-14
    • Périgaud, C.1    Aubertin, A.-M.2    Benzaria, S.3    Pélicano, H.4    Girardet, J.-L.5    Maury, G.6    Gosselin, G.7    Kirn, A.8    Imbach, J.-L.9
  • 25
    • 0003982750 scopus 로고    scopus 로고
    • A rational strategy for the design of anti hepatitis B virus nucleotide derivatives
    • Périgaud C., Gosselin G., Imbach J.-L. A rational strategy for the design of anti hepatitis B virus nucleotide derivatives. Antiviral Ther. 1(Suppl.4):1996b;39-46.
    • (1996) Antiviral Ther. , vol.1 , Issue.SUPPL.4 , pp. 39-46
    • Périgaud, C.1    Gosselin, G.2    Imbach, J.-L.3
  • 27
    • 0001962580 scopus 로고    scopus 로고
    • Minireview: From the pronucleotide concept to the SATE phosphate protecting groups
    • J.C. Alexander. Oxford: Blackwell
    • Périgaud C., Gosselin G., Imbach J.-L. Minireview: from the pronucleotide concept to the SATE phosphate protecting groups. Alexander J.C. Current Topics in Medicinal Chemistry, Vol. 2. 1997;15-29 Blackwell, Oxford.
    • (1997) Current Topics in Medicinal Chemistry, Vol. 2 , pp. 15-29
    • Périgaud, C.1    Gosselin, G.2    Imbach, J.-L.3
  • 28
    • 0041460106 scopus 로고    scopus 로고
    • The SATE pronucleotide approach applied to acyclovir. Part I. Synthesis and in vitro anti-HBV activity of bis(SATE)phosphotriester derivatives of acyclovir
    • Périgaud C., Gosselin G., Girardet J.-L., Korba B.E., Imbach J.-L The SATE pronucleotide approach applied to acyclovir. Part I. Synthesis and in vitro anti-HBV activity of bis(SATE)phosphotriester derivatives of acyclovir. Antiviral Res. 40:1999;167-178.
    • (1999) Antiviral Res. , vol.40 , pp. 167-178
    • Périgaud, C.1    Gosselin, G.2    Girardet, J.-L.3    Korba, B.E.4    Imbach, J.-L.5
  • 29
    • 0024385188 scopus 로고
    • Infection and uptake of duck hepatitis B virus by duck hepatocytes maintained in the presence of dimethyl sulfoxide
    • Pugh J.C., Summers J.W. Infection and uptake of duck hepatitis B virus by duck hepatocytes maintained in the presence of dimethyl sulfoxide. Virology. 172:1989;564-572.
    • (1989) Virology , vol.172 , pp. 564-572
    • Pugh, J.C.1    Summers, J.W.2
  • 30
    • 0029047348 scopus 로고
    • Hepatic purine and pyrimidine metabolism: Implications for antiviral chemotherapy of viral hepatitis
    • Shaw T., Locarnini S.A. Hepatic purine and pyrimidine metabolism: Implications for antiviral chemotherapy of viral hepatitis. Liver. 15:1995;169-184.
    • (1995) Liver , vol.15 , pp. 169-184
    • Shaw, T.1    Locarnini, S.A.2
  • 31
    • 0025334855 scopus 로고
    • Hepadnavirus envelope proteins regulate covalently closed circular DNA amplification
    • Summers J., Smith P.M., Horwich A.L. Hepadnavirus envelope proteins regulate covalently closed circular DNA amplification. J. Virol. 64:1990;2819-2824.
    • (1990) J. Virol. , vol.64 , pp. 2819-2824
    • Summers, J.1    Smith, P.M.2    Horwich, A.L.3
  • 32
    • 0029990254 scopus 로고    scopus 로고
    • N-Butyrate, a cell cycle blocker, inhibits early amplification of duck hepatitis B virus covalently closed circular DNA after in vitro infection of duck hepatocytes
    • Turin F., Borel C., Benchaib M., Kay T., Jamard C., Guguen-Guillouzo C., Trépo C., Hantz O. n-Butyrate, a cell cycle blocker, inhibits early amplification of duck hepatitis B virus covalently closed circular DNA after in vitro infection of duck hepatocytes. J. Virol. 70:1996;2691-2696.
    • (1996) J. Virol. , vol.70 , pp. 2691-2696
    • Turin, F.1    Borel, C.2    Benchaib, M.3    Kay, T.4    Jamard, C.5    Guguen-Guillouzo, C.6    Trépo, C.7    Hantz, O.8
  • 33
    • 0030732781 scopus 로고    scopus 로고
    • The pronucleotide approach. III. Synthesis, stability studies and anti-HBV activity of bis(S-pivaloyl-2-thioethyl)phosphotriester derivative of acyclovir
    • Valette G., Girardet J.-L., Pompon A., Périgaud C., Gosselin G., Aubertin A.-M., Kirn A., Imbach J.-L. The pronucleotide approach. III. Synthesis, stability studies and anti-HBV activity of bis(S-pivaloyl-2-thioethyl)phosphotriester derivative of acyclovir. Nucleosides Nucleotides. 16:1997;1331-1335.
    • (1997) Nucleosides Nucleotides , vol.16 , pp. 1331-1335
    • Valette, G.1    Girardet, J.-L.2    Pompon, A.3    Périgaud, C.4    Gosselin, G.5    Aubertin, A.-M.6    Kirn, A.7    Imbach, J.-L.8
  • 34
    • 0028006272 scopus 로고
    • Aciclovir. A reappraisal of its antiviral activity, pharmacokinetic properties and therapeutic efficacy
    • Wagstaff A.J., Faulds D., Goa K.L. Aciclovir. A reappraisal of its antiviral activity, pharmacokinetic properties and therapeutic efficacy. Drugs. 47:1994;153-205.
    • (1994) Drugs , vol.47 , pp. 153-205
    • Wagstaff, A.J.1    Faulds, D.2    Goa, K.L.3
  • 37
    • 0030032079 scopus 로고    scopus 로고
    • 2',3'-dideoxy-beta-L-5-fluorocytidine inhibits duck hepatitis B virus reverse transcription and suppresses viral DNA synthesis in hepatocytes, both in vitro and in vivo
    • Zoulim F., Dannaoui E., Borel C., Hantz O., Lin T.S., Liu S.H., Trépo C., Cheng Y.C. 2',3'-dideoxy-beta-L-5-fluorocytidine inhibits duck hepatitis B virus reverse transcription and suppresses viral DNA synthesis in hepatocytes, both in vitro and in vivo. Antimicrob. Agents Chemother. 40:1996;448-453.
    • (1996) Antimicrob. Agents Chemother. , vol.40 , pp. 448-453
    • Zoulim, F.1    Dannaoui, E.2    Borel, C.3    Hantz, O.4    Lin, T.S.5    Liu, S.H.6    Trépo, C.7    Cheng, Y.C.8
  • 38
    • 0023194758 scopus 로고
    • Screening of antiviral drugs for hepadnavirus infection in Pekin duck: A review
    • Zuckerman A.J. Screening of antiviral drugs for hepadnavirus infection in Pekin duck: a review. J. Virol. Methods. 17:1987;119-126.
    • (1987) J. Virol. Methods , vol.17 , pp. 119-126
    • Zuckerman, A.J.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.