메뉴 건너뛰기




Volumn 9, Issue 3, 1998, Pages 205-223

Imidazo[1,5-b]pyridazine-d4T conjugates: Synthesis and anti-human immunodeficiency virus evaluation

Author keywords

d4T analogues; Heterodimers; HIV 1; Imidazo 1,5 b pyridazine; Reverse transcriptase

Indexed keywords

NUCLEOSIDE ANALOG; PYRIDAZINE DERIVATIVE; RNA DIRECTED DNA POLYMERASE INHIBITOR; STAVUDINE;

EID: 0031779622     PISSN: 09563202     EISSN: None     Source Type: Journal    
DOI: 10.1177/095632029800900302     Document Type: Article
Times cited : (22)

References (86)
  • 1
    • 0023124801 scopus 로고
    • Both 2′,3′-dideoxythymidine and its 2′,3′-unsaturated derivative (2′,3′-didehydro-2′,3′-dideoxythymidine) are potent and selective inhibitors of human immunodeficiency virus replication in vitro
    • Baba M, Pauwels R, Herdewijn P, De Clercq E, Desmyter J * Vandeputte M (1987a) Both 2′,3′-dideoxythymidine and its 2′,3′-unsaturated derivative (2′,3′-didehydro-2′,3′-dideoxythymidine) are potent and selective inhibitors of human immunodeficiency virus replication in vitro. Biochemical and Biophysical Research Communications 142:128-134.
    • (1987) Biochemical and Biophysical Research Communications , vol.142 , pp. 128-134
    • Baba, M.1    Pauwels, R.2    Herdewijn, P.3    De Clercq, E.4    Desmyter, J.5    Vandeputte, M.6
  • 5
    • 0023265911 scopus 로고
    • The anti-HTLV, anti-HIV and cytotoxic activity of 2′,3′-didehydro-2′,3′-dideoxyribonucleosides. A comparison with their parental 2′,3′-dideoxyribonucleosides
    • Balzarini J, Kang GJ, Dalal M, Herdewijn P, De Clercq E, Broder S & Johns DG (1987) The anti-HTLV, anti-HIV and cytotoxic activity of 2′,3′-didehydro-2′,3′-dideoxyribonucleosides. A comparison with their parental 2′,3′-dideoxyribonucleosides. Molecular Pharmacology 32:162-167.
    • (1987) Molecular Pharmacology , vol.32 , pp. 162-167
    • Balzarini, J.1    Kang, G.J.2    Dalal, M.3    Herdewijn, P.4    De Clercq, E.5    Broder, S.6    Johns, D.G.7
  • 6
    • 0023868605 scopus 로고
    • The in vitro and in vivo anti-retrovirus activity and intracellular metabolism of 3′-azido-2′,3′-dideoxythymidine and 2′,3′-dideoxycytidine are highly dependent on the cell species
    • Balzarini J, Pauwels R, Baba M, Herdewijn P, De Clercq E, Broder S & Jonhs DG (1988a) The in vitro and in vivo anti-retrovirus activity and intracellular metabolism of 3′-azido-2′,3′-dideoxythymidine and 2′,3′-dideoxycytidine are highly dependent on the cell species. Biochemical Pharmacology 37:897-903.
    • (1988) Biochemical Pharmacology , vol.37 , pp. 897-903
    • Balzarini, J.1    Pauwels, R.2    Baba, M.3    Herdewijn, P.4    De Clercq, E.5    Broder, S.6    Jonhs, D.G.7
  • 7
    • 0023925378 scopus 로고
    • Anti-retrovirus activity of 3′-fluoro and 3′-azido substituted pyrimidine-2′,3′-dideoxynucleoside analogues
    • Balzarini J, Pauwels R, Baba M, Herdewijn P & De Clercq E (1988b) Anti-retrovirus activity of 3′-fluoro and 3′-azido substituted pyrimidine-2′,3′-dideoxynucleoside analogues. Biochemical Pharmacology 37:2847-2856.
    • (1988) Biochemical Pharmacology , vol.37 , pp. 2847-2856
    • Balzarini, J.1    Pauwels, R.2    Baba, M.3    Herdewijn, P.4    De Clercq, E.5
  • 8
    • 0003303887 scopus 로고
    • Marked in vivo antiretrovirus activity of 9-(2-phosphonylmethoxyethyl)adenine, a selective anti-human immunodeficiency virus agent
    • Balzarini J, Naesens L & Herdewijn P (1989) Marked in vivo antiretrovirus activity of 9-(2-phosphonylmethoxyethyl)adenine, a selective anti-human immunodeficiency virus agent. Proceedings of the National Academy of Sciences, USA 86:332-336.
    • (1989) Proceedings of the National Academy of Sciences, USA , vol.86 , pp. 332-336
    • Balzarini, J.1    Naesens, L.2    Herdewijn, P.3
  • 9
    • 0026606044 scopus 로고
    • 2′,5′-Bis-O-(tert-butyldimethylsilyl)-3′-spiro5″ - (4″-amino-1″,2″-oxathiole-2″,2″dioxide) pyrimidine (TSAO) nucleoside analogues. Highly selective inhibitors of human immunodeficiency virus type 1 that are targeted at the viral reverse transcriptase
    • Balzarini J, Pérez-Pérez MJ, San Felix A, Schols D, Perno CF, Vandamme AM, Camarasa MJ & De Clercq E (1992) 2′,5′-Bis-O-(tert-butyldimethylsilyl)-3′-spiro5″- (4″-amino-1″,2″-oxathiole-2″,2″dioxide) pyrimidine (TSAO) nucleoside analogues. Highly selective inhibitors of human immunodeficiency virus type 1 that are targeted at the viral reverse transcriptase. Proceedings of the National Academy of Sciences, USA 89:4398-4396.
    • (1992) Proceedings of the National Academy of Sciences, USA , vol.89 , pp. 4398-14396
    • Balzarini, J.1    Pérez-Pérez, M.J.2    San Felix, A.3    Schols, D.4    Perno, C.F.5    Vandamme, A.M.6    Camarasa, M.J.7    De Clercq, E.8
  • 10
    • 0027328082 scopus 로고
    • HIV-1-specific reverse transcriptase inhibitors show differential activity against HIV-1 mutant strains containing different amino acid substitutions in the reverse transcriptase
    • Balzarini J, Karlsson A, Pérez-Pérez MJ, Vrang L, Walbers J, Zhang H, Öberg B, Vandamme AM, Camarasa MJ & De Clercq E (1993a) HIV-1-specific reverse transcriptase inhibitors show differential activity against HIV-1 mutant strains containing different amino acid substitutions in the reverse transcriptase. Virology 192:246-253.
    • (1993) Virology , vol.192 , pp. 246-253
    • Balzarini, J.1    Karlsson, A.2    Pérez-Pérez, M.J.3    Vrang, L.4    Walbers, J.5    Zhang, H.6    Öberg, B.7    Vandamme, A.M.8    Camarasa, M.J.9    De Clercq, E.10
  • 11
    • 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, Pérez-Pérez MJ, Camarasa MJ, Tarpley WG & De Clercq E (1993b) 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. Journal of Virology 67:5353-5359.
    • (1993) Journal of Virology , vol.67 , pp. 5353-5359
    • Balzarini, J.1    Karlsson, A.2    Pérez-Pérez, M.J.3    Camarasa, M.J.4    Tarpley, W.G.5    De Clercq, E.6
  • 12
    • 0027412181 scopus 로고
    • Analysis of non-nucleoside drug-resistant variants of human immunodeficiency virus type I reverse transcriptase
    • Boyer PL, Currens MJ, McMahon JB, Boyd MR & Hugues SH (1993) Analysis of non-nucleoside drug-resistant variants of human immunodeficiency virus type I reverse transcriptase. Journal of Virology 67:2412-2420.
    • (1993) Journal of Virology , vol.67 , pp. 2412-2420
    • Boyer, P.L.1    Currens, M.J.2    McMahon, J.B.3    Boyd, M.R.4    Hugues, S.H.5
  • 15
    • 0026737678 scopus 로고
    • 3′-spiro nucleosides, a new class of specific human immunodeficiency virus type I inhibitors: Synthesis and antiviral activity of [2′,5′-bis-O-(tert-butyldimethylsilyl)-β-D-xylo and ribofuranose]-3′-spiro-5″-(4″-amino-l″,2″- oxathiole-2″,2″-dioxide) pyrimidine and pyrimidine modified nucleosides
    • Camarasa MJ, Pérez-Pérez MJ, San-Felix A, Balzarini J & De Clercq E (1992) 3′-spiro nucleosides, a new class of specific human immunodeficiency virus type I inhibitors: synthesis and antiviral activity of [2′,5′-bis-O-(tert-butyldimethylsilyl)-β-D-xylo and ribofuranose]-3′-spiro-5″-[(4″-amino-l″,2″- oxathiole-2″,2″-dioxide) pyrimidine and pyrimidine modified nucleosides. Journal of Medicinal Chemistry 35:2988-2995.
    • (1992) Journal of Medicinal Chemistry , vol.35 , pp. 2988-2995
    • Camarasa, M.J.1    Pérez-Pérez, M.J.2    San-Felix, A.3    Balzarini, J.4    De Clercq, E.5
  • 17
    • 0003617762 scopus 로고
    • A facile preparation of 2′,3′-unsaturated nucleoside and hexopyranosides from acetylated halohydrins by reductive elimination
    • Classon B, Per J & Garegg B (1982) A facile preparation of 2′,3′-unsaturated nucleoside and hexopyranosides from acetylated halohydrins by reductive elimination. Acta Chemica Scandanavica B 36:251-253.
    • (1982) Acta Chemica Scandanavica B , vol.36 , pp. 251-253
    • Classon, B.1    Per, J.2    Garegg, B.3
  • 18
    • 0026071379 scopus 로고
    • Catabolism of 3′-azido-3′-deoxythymidine in hepatocytes and liver microsomes with evidence of formation of 3′-amino-3′-deoxythymidine, a highly toxic catabolite for human bone marrow cells
    • Cretton EM, Xie MY, Bevan RJ, Goodgaon NM, Schinazi RF & Sommadossi JP (1991) Catabolism of 3′-azido-3′-deoxythymidine in hepatocytes and liver microsomes with evidence of formation of 3′-amino-3′-deoxythymidine, a highly toxic catabolite for human bone marrow cells. Molecular Pharmacology 39:258-266.
    • (1991) Molecular Pharmacology , vol.39 , pp. 258-266
    • Cretton, E.M.1    Xie, M.Y.2    Bevan, R.J.3    Goodgaon, N.M.4    Schinazi, R.F.5    Sommadossi, J.P.6
  • 19
    • 0026523623 scopus 로고
    • HIV inhibitors targeted at the reverse transcriptase
    • De Clercq E (1992) HIV inhibitors targeted at the reverse transcriptase. AIDS Research and Human Retroviruses 8:119-134.
    • (1992) AIDS Research and Human Retroviruses , vol.8 , pp. 119-134
    • De Clercq, E.1
  • 20
    • 0028120730 scopus 로고
    • HIV resistance to reverse transcriptase inhibitors
    • De Clercq E (1994) HIV resistance to reverse transcriptase inhibitors. Biochemical Pharmacology 47:155-169.
    • (1994) Biochemical Pharmacology , vol.47 , pp. 155-169
    • De Clercq, E.1
  • 21
    • 0026721522 scopus 로고
    • Resistance of human immunodeficiency virus type 1 reverse transcriptase to TIBO derivatives induced by site-directed mutagenesis
    • De Vreese K, Debyser Z, Vandamme AM, Pauwels R, Desmyter J & De Clercq E (1992) Resistance of human immunodeficiency virus type 1 reverse transcriptase to TIBO derivatives induced by site-directed mutagenesis. Journal of Virology 188:900-904.
    • (1992) Journal of Virology , vol.188 , pp. 900-904
    • De Vreese, K.1    Debyser, Z.2    Vandamme, A.M.3    Pauwels, R.4    Desmyter, J.5    De Clercq, E.6
  • 25
    • 0026542755 scopus 로고
    • In vitro selection of variants of human immunodeficiency virus type 1 resistant to 3′-azido-3′-deoxythymidine
    • Gao Q, Gu Z, Parniak MA, Lin X & Wainberg MA (1992) In vitro selection of variants of human immunodeficiency virus type 1 resistant to 3′-azido-3′-deoxythymidine. Journal of Virology 66:12-19.
    • (1992) Journal of Virology , vol.66 , pp. 12-19
    • Gao, Q.1    Gu, Z.2    Parniak, M.A.3    Lin, X.4    Wainberg, M.A.5
  • 29
    • 0027225174 scopus 로고
    • Specific inhibition of the reverse transcriptase of human immunodeficiency virus type I and the chimeric enzymes of human immunodeficiency virus type I and type II by nonnucleoside inhibitors
    • Hizi A, Tal R, Shahabany M, Currens MJ, Hugues SH & McMahon JB (1993) Specific inhibition of the reverse transcriptase of human immunodeficiency virus type I and the chimeric enzymes of human immunodeficiency virus type I and type II by nonnucleoside inhibitors. Antimicrobial Agents & Chemotherapy 37:1037-1042.
    • (1993) Antimicrobial Agents & Chemotherapy , vol.37 , pp. 1037-1042
    • Hizi, A.1    Tal, R.2    Shahabany, M.3    Currens, M.J.4    Hugues, S.H.5    McMahon, J.B.6
  • 31
    • 0016588593 scopus 로고
    • Syntheses of 5-carbomethoxymethyl- And 5-methylamino-methyl-2-thiouridine (the 'first letters' of some anticodons) and closely related nucleosides from uridine
    • Ikeda K, Tanaka S & Mizuno Y (1975) Syntheses of 5-carbomethoxymethyl- and 5-methylamino-methyl-2-thiouridine (the 'first letters' of some anticodons) and closely related nucleosides from uridine. Chemical and Pharmaceutical Bulletin 23:2958-2964.
    • (1975) Chemical and Pharmaceutical Bulletin , vol.23 , pp. 2958-2964
    • Ikeda, K.1    Tanaka, S.2    Mizuno, Y.3
  • 32
    • 0026356064 scopus 로고
    • Detection of human immunodeficiency virus type I clinical isolates with reduced sensitivity to zidovudine and dideoxyinosine by RNA-RNA hybridation
    • Japour AJ, Chatis PA, Eigenrauch HA & Crumpaker CS (1991) Detection of human immunodeficiency virus type I clinical isolates with reduced sensitivity to zidovudine and dideoxyinosine by RNA-RNA hybridation. Proceedings of the National Academy of Sciences, USA 88:3092-3096.
    • (1991) Proceedings of the National Academy of Sciences, USA , vol.88 , pp. 3092-3096
    • Japour, A.J.1    Chatis, P.A.2    Eigenrauch, H.A.3    Crumpaker, C.S.4
  • 33
    • 0026565278 scopus 로고
    • Fifth mutation in human immunodeficiency virus type 1 reverse transcriptase contributes to development of high-level resistance to zidovudine
    • Kellam P, Boucher CAB & Larder BA (1992) Fifth mutation in human immunodeficiency virus type 1 reverse transcriptase contributes to development of high-level resistance to zidovudine. Proceedings of the National Academy of Sciences, USA 89:1934-1938.
    • (1992) Proceedings of the National Academy of Sciences, USA , vol.89 , pp. 1934-1938
    • Kellam, P.1    Boucher, C.A.B.2    Larder, B.A.3
  • 34
    • 0026693137 scopus 로고
    • Crystal structure at 3.5Å of HIV-1 reverse transcriptase complexed with an inhibitor
    • Kohlstaedt LA, Wang J, Friedman JM, Rice PA & Steizt TA (1992) Crystal structure at 3.5Å of HIV-1 reverse transcriptase complexed with an inhibitor. Science 256:1783-1790.
    • (1992) Science , vol.256 , pp. 1783-1790
    • Kohlstaedt, L.A.1    Wang, J.2    Friedman, J.M.3    Rice, P.A.4    Steizt, T.A.5
  • 36
    • 0024508058 scopus 로고
    • HIV with reduced sensitivity to zidovudine (AZT) isolated during prolonged therapy
    • Larder BA, Darby G & Richman DD (1989) HIV with reduced sensitivity to zidovudine (AZT) isolated during prolonged therapy. Science 243:1731.
    • (1989) Science , vol.243 , pp. 1731
    • Larder, B.A.1    Darby, G.2    Richman, D.D.3
  • 37
    • 0024310253 scopus 로고
    • Multiple mutation in HIV-1 reverse transcriptase confer high level resistance to zidovudine (AZT)
    • Larder BA & Kemp SD (1989) Multiple mutation in HIV-1 reverse transcriptase confer high level resistance to zidovudine (AZT). Science 246:1155.
    • (1989) Science , vol.246 , pp. 1155
    • Larder, B.A.1    Kemp, S.D.2
  • 38
    • 0026454435 scopus 로고
    • 3′-azido-3′-deoxythymidine resistance suppressed by a mutation conferring human immunodeficiency virus type 1 resistance to non-nucleoside reverse transcriptase inhibitors
    • Larder BA (1992) 3′-azido-3′-deoxythymidine resistance suppressed by a mutation conferring human immunodeficiency virus type 1 resistance to non-nucleoside reverse transcriptase inhibitors. Antimicrobial Agents & Chemotherapy 36:2664-2669.
    • (1992) Antimicrobial Agents & Chemotherapy , vol.36 , pp. 2664-2669
    • Larder, B.A.1
  • 39
    • 0028819889 scopus 로고
    • Mononucleoside phosphotriester derivatives with S-acyl-2-thioethyl bioreversible phosphate-protecting groups: Intracellular delivery of 3′-azido-2′,3′-dideoxythymidine 5′-monophosphate
    • Lefebvre I, Périgaud C, Pompon A, Aubertin AM, Girardet JL, Kirn A, Gosselin G & Imbach JL (1995) Mononucleoside phosphotriester derivatives with S-acyl-2-thioethyl bioreversible phosphate-protecting groups: intracellular delivery of 3′-azido-2′,3′-dideoxythymidine 5′-monophosphate. Journal of Medicinal Chemistry 38:3941-3950.
    • (1995) Journal of Medicinal Chemistry , vol.38 , pp. 3941-3950
    • Lefebvre, I.1    Périgaud, C.2    Pompon, A.3    Aubertin, A.M.4    Girardet, J.L.5    Kirn, A.6    Gosselin, G.7    Imbach, J.L.8
  • 40
    • 0023196616 scopus 로고
    • Potent and selective in vitro activity of 3′-deoxythymidin-2-ene (3′-deoxy-2′,3′-didehydrothymidine) against human immunodeficiency virus
    • Lin T, Schinazi RF & Prusoff WH (1987) Potent and selective in vitro activity of 3′-deoxythymidin-2-ene (3′-deoxy-2′,3′-didehydrothymidine) against human immunodeficiency virus. Biochemical Pharmacology 36:2713-2718.
    • (1987) Biochemical Pharmacology , vol.36 , pp. 2713-2718
    • Lin, T.1    Schinazi, R.F.2    Prusoff, W.H.3
  • 43
    • 0024418643 scopus 로고
    • Preparation of 1-(2,3-dideoxy-β-D-glycero-pent-2-enofuranosyl) thymine d4T and 2′,3′-dideoxyadenosine (ddA): General methods for the synthesis of 2′,3′-olefinic and 2′,3′-dideoxy nucleoside analogues active against HIV
    • Mansuri MM, Starrett JE Jr, Wos JA, Tortolani DR, Brodfuehrer PR, Howell HG & Martin JC (1989B) Preparation of 1-(2,3-dideoxy-β-D-glycero-pent-2-enofuranosyl) thymine d4T and 2′,3′-dideoxyadenosine (ddA): general methods for the synthesis of 2′,3′-olefinic and 2′,3′-dideoxy nucleoside analogues active against HIV. Journal of Organic Chemistry 4780-4785.
    • (1989) Journal of Organic Chemistry , pp. 4780-4785
    • Mansuri, M.M.1    Starrett Jr, J.E.2    Wos, J.A.3    Tortolani, D.R.4    Brodfuehrer, P.R.5    Howell, H.G.6    Martin, J.C.7
  • 45
    • 2642710364 scopus 로고
    • Les progrès récents dans la connaissance de la structure de la transcriptase inverse du virus d'immunodéficience humaine suggèrent-ils la conception et la synthèse de nouveaux inhibiteurs de l'enzyme et de nouvelles drogues anti-SIDA
    • Maury G & Divita G (1995) Les progrès récents dans la connaissance de la structure de la transcriptase inverse du virus d'immunodéficience humaine suggèrent-ils la conception et la synthèse de nouveaux inhibiteurs de l'enzyme et de nouvelles drogues anti-SIDA. Bulletin de la Societe Chimique de France 132:1095-1102.
    • (1995) Bulletin de la Societe Chimique de France , vol.132 , pp. 1095-1102
    • Maury, G.1    Divita, G.2
  • 47
    • 0026579394 scopus 로고
    • In vitro selection and molecular characterization of human immunodeficiency virus-1 resistant to non nucleoside inhibitors of reverse transcriptase
    • Mellors JW, Dutschman GE, Im GJ, Tramontano E, Winkler SR & Cheuq YC (1992) In vitro selection and molecular characterization of human immunodeficiency virus-1 resistant to non nucleoside inhibitors of reverse transcriptase. Molecular Pharmacology 41:446-451.
    • (1992) Molecular Pharmacology , vol.41 , pp. 446-451
    • Mellors, J.W.1    Dutschman, G.E.2    Im, G.J.3    Tramontano, E.4    Winkler, S.R.5    Cheuq, Y.C.6
  • 50
    • 0025186450 scopus 로고
    • Molecular targets for Aids therapy
    • Mitsuya H, Yarchoan R & Broder S (1990) Molecular targets for Aids therapy. Science 249:1533-1544.
    • (1990) Science , vol.249 , pp. 1533-1544
    • Mitsuya, H.1    Yarchoan, R.2    Broder, S.3
  • 52
    • 0028124660 scopus 로고
    • Bicyclic imidazo derivatives, a new class of highly selective inhibitors for the human immunodeficiency virus type 1
    • Moog C, Wick A, Le Ber P, Kirn A & Aubertin AM (1994) Bicyclic imidazo derivatives, a new class of highly selective inhibitors for the human immunodeficiency virus type 1. Antiviral Research 24:275-288.
    • (1994) Antiviral Research , vol.24 , pp. 275-288
    • Moog, C.1    Wick, A.2    Le Ber, P.3    Kirn, A.4    Aubertin, A.M.5
  • 53
    • 0021061819 scopus 로고
    • Rapid colorimetric assay for cellular growth and survival: Application to proliferation and cytotoxicity assays
    • Mosmann T (1983) Rapid colorimetric assay for cellular growth and survival: application to proliferation and cytotoxicity assays. Journal of Immunological Methods 65:55-63.
    • (1983) Journal of Immunological Methods , vol.65 , pp. 55-63
    • Mosmann, T.1
  • 54
    • 0025830803 scopus 로고
    • Interaction of fluorescently labelled dideoxynucleotides with HIV-1 reverse transcriptase
    • Müller B, Restle T, Reinstein J & Goody RS (1991) Interaction of fluorescently labelled dideoxynucleotides with HIV-1 reverse transcriptase. Biochemistry 30:3709-3715.
    • (1991) Biochemistry , vol.30 , pp. 3709-3715
    • Müller, B.1    Restle, T.2    Reinstein, J.3    Goody, R.S.4
  • 64
    • 0029086438 scopus 로고
    • Antiretroviral activity of stavudine (2′,3′-didehydro-3′-deoxythymidine d4T)
    • Riddler SA, Anderson RE & Mellors JW (1995) Antiretroviral activity of stavudine (2′,3′-didehydro-3′-deoxythymidine d4T). Antiviral Research 27:189-203.
    • (1995) Antiviral Research , vol.27 , pp. 189-203
    • Riddler, S.A.1    Anderson, R.E.2    Mellors, J.W.3
  • 65
    • 0000903234 scopus 로고
    • A mild conversion of vicinal diols to alkenes. Efficient transformation of ribonucleosides into 2′-ene and 2′,3′-dideoxynucleosides
    • Robbins MJ, Hansske F, Low NH & Park JI (1984) A mild conversion of vicinal diols to alkenes. Efficient transformation of ribonucleosides into 2′-ene and 2′,3′-dideoxynucleosides. Tetrahedron Letters 25:367.
    • (1984) Tetrahedron Letters , vol.25 , pp. 367
    • Robbins, M.J.1    Hansske, F.2    Low, N.H.3    Park, J.I.4
  • 67
    • 0027278282 scopus 로고
    • Bis(heteroaryl)piperazine (BHAP) reverse transcriptase inhibitors: Structure-activity relationships of novel substituted indole analogues and the identification of 1-[(5-methanesulfonamido- 1H-indol-2-yl)-carbonyl]-4-[3-(1-methylethyl)amino]-pyridinyl piperazine monomethane sulfonate (U-90152S) a second-generation clinical candidate
    • Romero DL, Morge RA, Gerrin MJ, Biles C, Basso M, Resnick L, Althaus IW, Reusser F, Thomas RC & Tarpley WG (1993) Bis(heteroaryl)piperazine (BHAP) reverse transcriptase inhibitors: structure-activity relationships of novel substituted indole analogues and the identification of 1-[(5-methanesulfonamido-1H-indol-2-yl)-carbonyl]-4-[3-(1-methylethyl)amino]- pyridinyl piperazine monomethane sulfonate (U-90152S) a second-generation clinical candidate. Journal of Medicinal Chemistry 36:1505-1508.
    • (1993) Journal of Medicinal Chemistry , vol.36 , pp. 1505-1508
    • Romero, D.L.1    Morge, R.A.2    Gerrin, M.J.3    Biles, C.4    Basso, M.5    Resnick, L.6    Althaus, I.W.7    Reusser, F.8    Thomas, R.C.9    Tarpley, W.G.10
  • 68
    • 0028077759 scopus 로고
    • Synthesis of 5-tethered carborane-containing pyrimidine nucleosides as potential agents for DNA incorporation
    • Rong FG & Soloway AH (1994) Synthesis of 5-tethered carborane-containing pyrimidine nucleosides as potential agents for DNA incorporation. Nucleosides and Nucleotides 13:2021-2034.
    • (1994) Nucleosides and Nucleotides , vol.13 , pp. 2021-2034
    • Rong, F.G.1    Soloway, A.H.2
  • 69
    • 0029621956 scopus 로고
    • Synthesis and biochemical activity of 5-tethered carborane-containing pyrimidine nucleosides as potential agents for DNA incorporation
    • Rong FG, Soloway AH, Ikeda S & Ives DH (1995) Synthesis and biochemical activity of 5-tethered carborane-containing pyrimidine nucleosides as potential agents for DNA incorporation. Nucleosides & Nucleotides 14:1873-1887.
    • (1995) Nucleosides & Nucleotides , vol.14 , pp. 1873-1887
    • Rong, F.G.1    Soloway, A.H.2    Ikeda, S.3    Ives, D.H.4
  • 70
    • 0019413608 scopus 로고
    • Nucleoside analogues with clinical potential in anti-virus chemotherapy. The effect of several thymidine and 2′-deoxycytidine analogue 5′-triphosphates on purified human (α, β) and herpes simplex virus (type 1, 2) DNA polymerases
    • Ruth JL & Cheng YC (1981) Nucleoside analogues with clinical potential in anti-virus chemotherapy. The effect of several thymidine and 2′-deoxycytidine analogue 5′-triphosphates on purified human (α, β) and herpes simplex virus (type 1, 2) DNA polymerases. Molecular Pharmacology 20:415-422.
    • (1981) Molecular Pharmacology , vol.20 , pp. 415-422
    • Ruth, J.L.1    Cheng, Y.C.2
  • 71
    • 0020373043 scopus 로고
    • Selective antiviral agents. The metabolism of 5-propyl-2′-deoxyuridine and effects on DNA synthesis in herpes simplex virus type 1 infections
    • Ruth JL & Cheng YC (1982) Selective antiviral agents. The metabolism of 5-propyl-2′-deoxyuridine and effects on DNA synthesis in herpes simplex virus type 1 infections. Journal of Biological Chemistry 257:10261-10266.
    • (1982) Journal of Biological Chemistry , vol.257 , pp. 10261-10266
    • Ruth, J.L.1    Cheng, Y.C.2
  • 72
    • 24444480659 scopus 로고
    • Inhibition of T-cell lymphotropic virus type III in vitro by phosphonoformate
    • Sandström EG, Byinton RE, Kaplan JC & Hirsch MS (1985) Inhibition of T-cell lymphotropic virus type III in vitro by phosphonoformate. Lancet i:4075-4079.
    • (1985) Lancet , vol.1 , pp. 4075-4079
    • Sandström, E.G.1    Byinton, R.E.2    Kaplan, J.C.3    Hirsch, M.S.4
  • 73
    • 84981760318 scopus 로고
    • Die synthese der 5′-diphosphate von 5-methyl-uridin, 5-hydroxy methyl-uridin und 3,5-dimethyl-uridin
    • Scheit KH (1966) Die synthese der 5′-diphosphate von 5-methyl-uridin, 5-hydroxy methyl-uridin und 3,5-dimethyl-uridin. Chemische Berichte 99:3884-3891.
    • (1966) Chemische Berichte , vol.99 , pp. 3884-3891
    • Scheit, K.H.1
  • 75
    • 0027195916 scopus 로고
    • Synthesis of uridylyl (3′-5′) uridine derivatives containing 5-(methylamino-methyl) uridine as a modified nucleoside found from E. Coli minor tRNA
    • Sekine M, Seio K, Satoh T, Sakamoto K & Yokoyama S (1993) Synthesis of uridylyl (3′-5′) uridine derivatives containing 5-(methylamino-methyl) uridine as a modified nucleoside found from E. Coli minor tRNA. Nucleosides & Nucleotides 12:305-321.
    • (1993) Nucleosides & Nucleotides , vol.12 , pp. 305-321
    • Sekine, M.1    Seio, K.2    Satoh, T.3    Sakamoto, K.4    Yokoyama, S.5
  • 76
    • 0023113366 scopus 로고
    • Toxicity of 3′-azido-3′-deoxythymidine and 9-(1,3 dihydroxy-2-propoxymethyl) guanine for normal human hematopoietic progenitor cells in vitro
    • Sommadossi JP & Carlisle R (1987) Toxicity of 3′-azido-3′-deoxythymidine and 9-(1,3 dihydroxy-2-propoxymethyl) guanine for normal human hematopoietic progenitor cells in vitro. Antimicrobial Agents & Chemotherapy 31:452-454.
    • (1987) Antimicrobial Agents & Chemotherapy , vol.31 , pp. 452-454
    • Sommadossi, J.P.1    Carlisle, R.2
  • 77
    • 0025866982 scopus 로고
    • Anti-human immunodeficiency virus type 1 activity and in vitro toxicity of 2′-deoxy-3′-thiacytidine BCH-189, a novel heterocyclic nucleoside analog
    • Sonders H, Yao Q, Belleau B, Kraus JL, Nguyen-Ba N, Spira B & Wainberg MA (1991) Anti-human immunodeficiency virus type 1 activity and in vitro toxicity of 2′-deoxy-3′-thiacytidine BCH-189, a novel heterocyclic nucleoside analog. Antimicrobial Agents & Chemotherapy 35:1386-1390.
    • (1991) Antimicrobial Agents & Chemotherapy , vol.35 , pp. 1386-1390
    • Sonders, H.1    Yao, Q.2    Belleau, B.3    Kraus, J.L.4    Nguyen-Ba, N.5    Spira, B.6    Wainberg, M.A.7
  • 78
    • 0026635104 scopus 로고
    • Clinical pharmacokinetics of 3′-azido-3′-deoxythymidine (zidovudine) and catabolites with formation of a toxic catabolite 3′-amino-3′-deoxythymidine
    • Stagg MP, Cretton EM & Kidd L (1992) Clinical pharmacokinetics of 3′-azido-3′-deoxythymidine (zidovudine) and catabolites with formation of a toxic catabolite 3′-amino-3′-deoxythymidine. Clinical Pharmacology and Therapeutics 51:668-676.
    • (1992) Clinical Pharmacology and Therapeutics , vol.51 , pp. 668-676
    • Stagg, M.P.1    Cretton, E.M.2    Kidd, L.3
  • 82
  • 86
    • 34250073329 scopus 로고
    • Non-nucleoside inhibitors of HIV-1 reverse transcriptase
    • Young SD (1993) Non-nucleoside inhibitors of HIV-1 reverse transcriptase. Perpectives in Drug Discovery and Design 1:181-192.
    • (1993) Perpectives in Drug Discovery and Design , vol.1 , pp. 181-192
    • Young, S.D.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.