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Volumn 23, Issue 11, 2004, Pages 1707-1721

Synthesis, 18F-radiolabelling and biological evaluations of C-6 alkylated pyrimidine nucleoside analogues

Author keywords

18F radiolabelling; Binding affinity; HSV 1 TK; Phosphorylation; Pyrimidine nucleoside analogues

Indexed keywords

6 (2 ACETOXY 3 BENZYLOXYPROPYL) 5 METHYL (1H,3H) PYRIMIDINE 2,4 DIONE; 6 (2 FLUORO 3 HYDROXYPROPYL) 5 METHYL (1H,3H) PYRIMIDINE 2,4 DIONE; 6 (2,3 DIHYDROPROPYL) 5 METHYL (1H,3H) PYRIMIDINE 2,4 DIONE; 6 (2,3 DIHYDROXYPROPYL) 2,4 DIMETHOXY 5 METHYLPYRIMIDINE; 6 (3 ACETOXY 2 HYDROXYPROPYL) 2,4 DIMETHOXY 5 METHYLPYRIMIDINE; 6 (3 ACETOXY 2 MESYLPROPYL) 2,4 DIMETHOXY 5 METHYLPYRIMIDINE; 6 (3 BENZYLOXY 2 FLUOROPROPYL) 2,4 DIMETHOXY 5 METHYLPYRIMIDINE; 6 (3 BENZYLOXY 2 FLUOROPROPYL) 5 METHYL (1H,3H) PYRIMIDINE 2,4 DIONE; 6 (3 BENZYLOXY 2 HYDROXYPROPYL) 2,4 DIMETHOXY 5 METHYLPYRIMIDINE; ACICLOVIR; FLUORINE 18; GANCICLOVIR; PYRIMIDINE NUCLEOSIDE DERIVATIVE; TETRABUTYLAMMONIUM FLUORIDE F 18; THYMIDINE KINASE; UNCLASSIFIED DRUG; ANTIVIRUS AGENT; FLUORINE; PYRIMIDINE NUCLEOSIDE;

EID: 9644289379     PISSN: 15257770     EISSN: None     Source Type: Journal    
DOI: 10.1081/NCN-200033914     Document Type: Article
Times cited : (27)

References (28)
  • 2
    • 0022483442 scopus 로고
    • Synthesis and anti-herpes-virus activity of acyclic 2′- deoxyguanosine analogues related to 9-(1,3-dihydroxy-2-propoxymethyl)guanine
    • Martin, J.C.; McGee, D.P.; Jeffrey, G.A.; Hobbs, D.W.; Smee, D.F.; Matthews, T.R.; Verheyden, J.P. Synthesis and anti-herpes-virus activity of acyclic 2′-deoxyguanosine analogues related to 9-(1,3-dihydroxy-2- propoxymethyl)guanine. J. Med. Chem. 1986, 29, 1384.
    • (1986) J. Med. Chem. , vol.29 , pp. 1384
    • Martin, J.C.1    McGee, D.P.2    Jeffrey, G.A.3    Hobbs, D.W.4    Smee, D.F.5    Matthews, T.R.6    Verheyden, J.P.7
  • 4
    • 0020614981 scopus 로고
    • Anti-herpesvirus activity of the acyclic nucleoside 9-(1,3-dihydroxy-2- propoxymethyl)guanine
    • Smee, D.F.; Martin, J.C.; Verheyden, J.P.H.; Matthews, T.R. Anti-herpesvirus activity of the acyclic nucleoside 9-(1,3-dihydroxy-2- propoxymethyl)guanine. Antimicrob. Agents Chemother. 1983, 23, 676.
    • (1983) Antimicrob. Agents Chemother. , vol.23 , pp. 676
    • Smee, D.F.1    Martin, J.C.2    Verheyden, J.P.H.3    Matthews, T.R.4
  • 5
    • 0021860994 scopus 로고
    • Intracellular metabolism and enzymatic phosphorylation of 9-(1,3-dihydroxy-2-propoxymethyl)-guanine and acyclovir in herpes simplex virus-infected and uninfected cells
    • Smee, D.F.; Boehme, R.; Chernow, M.; Binko, B.P.; Matthews, T.R. Intracellular metabolism and enzymatic phosphorylation of 9-(1,3-dihydroxy-2- propoxymethyl)-guanine and acyclovir in herpes simplex virus-infected and uninfected cells. Biochem. Pharmacol. 1985, 34, 1049.
    • (1985) Biochem. Pharmacol. , vol.34 , pp. 1049
    • Smee, D.F.1    Boehme, R.2    Chernow, M.3    Binko, B.P.4    Matthews, T.R.5
  • 6
    • 18244428952 scopus 로고    scopus 로고
    • 18F]-fluoro-3- hydroxymethylbutyl)guanine: A new potential imaging agent for viral infection and gene therapy using PET
    • 18F]-fluoro-3-hydroxymethylbutyl)guanine: a new potential imaging agent for viral infection and gene therapy using PET. Nucl. Med. Biol. 1998, 25, 175.
    • (1998) Nucl. Med. Biol. , vol.25 , pp. 175
    • Alauddin, M.M.1    Conti, P.S.2
  • 10
  • 11
    • 0035104129 scopus 로고    scopus 로고
    • The effect of substrate binding on the conformation and structural stability of herpes simplex type 1 thymidine kinase
    • Wurth, C.; Kessler, U.; Vogt, J.; Schulz, O.E.; Folkers, G.; Scapozza, L. The effect of substrate binding on the conformation and structural stability of herpes simplex type 1 thymidine kinase. Protein Sci. 2001, 10, 63.
    • (2001) Protein Sci. , vol.10 , pp. 63
    • Wurth, C.1    Kessler, U.2    Vogt, J.3    Schulz, O.E.4    Folkers, G.5    Scapozza, L.6
  • 12
    • 9644305088 scopus 로고
    • Über 4,5-dimethylpyrimidin
    • Schlenker, J. Über 4,5-Dimethylpyrimidin. Berichte 1899, 32, 2812.
    • (1899) Berichte , vol.32 , pp. 2812
    • Schlenker, J.1
  • 13
    • 0342765572 scopus 로고    scopus 로고
    • Synthesis and biological evaluation of 3-hydroxymethylpyrimido(1,6-c] [1,3]oxazine derivatives
    • Hsu, L.Y.; Lin, C.H. Synthesis and biological evaluation of 3-hydroxymethylpyrimido(1,6-c] [1,3]oxazine derivatives. Heterocycles 1996, 43, 2687.
    • (1996) Heterocycles , vol.43 , pp. 2687
    • Hsu, L.Y.1    Lin, C.H.2
  • 15
    • 33847800447 scopus 로고
    • New fluorinating reagents. Dialkylaminosulfur fluorides
    • Middleton, W.J. New fluorinating reagents. Dialkylaminosulfur fluorides. J. Org. Chem. 1975, 40, 574.
    • (1975) J. Org. Chem. , vol.40 , pp. 574
    • Middleton, W.J.1
  • 16
    • 0032474487 scopus 로고    scopus 로고
    • Rapid synthesis of a 5′-fluorinated oligodeoxynucleotide: A model antisense probe for use in imaging with positron emission tomography (PET)
    • Pan, D.; Gambhir, S.S.; Toyokuni, T.; Iyer, M.R.; Acharya, N.; Phelps, M.E.; Barrio, J.R. Rapid synthesis of a 5′-fluorinated oligodeoxynucleotide: a model antisense probe for use in imaging with positron emission tomography (PET). Bioorg. Med. Chem. Lett. 1998, 8, 1317.
    • (1998) Bioorg. Med. Chem. Lett. , vol.8 , pp. 1317
    • Pan, D.1    Gambhir, S.S.2    Toyokuni, T.3    Iyer, M.R.4    Acharya, N.5    Phelps, M.E.6    Barrio, J.R.7
  • 18
    • 0032820255 scopus 로고    scopus 로고
    • Enhancement of tumor ablation by a selected HSV-1 thymidine kinase mutant
    • Kokoris, M.S.; Sabo, P.; Adman, E.T.; Black, M.E. Enhancement of tumor ablation by a selected HSV-1 thymidine kinase mutant. Gene Ther. 1999, 6, 1415.
    • (1999) Gene Ther. , vol.6 , pp. 1415
    • Kokoris, M.S.1    Sabo, P.2    Adman, E.T.3    Black, M.E.4
  • 19
    • 0033527750 scopus 로고    scopus 로고
    • Substrate diversity of herpes simplex virus thymidine kinase - Impact of the kinematics of the enzyme
    • Pilger, B.D.; Perozzo, R.; Alber, F.; Wurth, C.; Folkers, G.; Scapozza, L. Substrate diversity of herpes simplex virus thymidine kinase - impact of the kinematics of the enzyme. J. Biol. Chem. 1999, 274, 31967.
    • (1999) J. Biol. Chem. , vol.274 , pp. 31967
    • Pilger, B.D.1    Perozzo, R.2    Alber, F.3    Wurth, C.4    Folkers, G.5    Scapozza, L.6
  • 20
    • 0030570781 scopus 로고    scopus 로고
    • A new method for quantitative determination of tritium-labeled nucleoside kinase products adsorbed on DEAE-cellulose
    • Gerber, S.; Folkers, G. A new method for quantitative determination of tritium-labeled nucleoside kinase products adsorbed on DEAE-cellulose. Biochem. Biophys. Res. Commun. 1996, 225, 263.
    • (1996) Biochem. Biophys. Res. Commun. , vol.225 , pp. 263
    • Gerber, S.1    Folkers, G.2
  • 21
    • 0032894781 scopus 로고    scopus 로고
    • Interaction of the recombinant herpes simplex virus type 1 thymidine kinase with thymidine and acyclovir: A kinetic study
    • Kussmann-Gerber, S.; Wurth, C.; Scapozza, L.; Pilger, B.D.; Pliska, V.; Folkers, G. Interaction of the recombinant herpes simplex virus type 1 thymidine kinase with thymidine and acyclovir: a kinetic study. Nucleosides Nucleotides 1999, 18, 311.
    • (1999) Nucleosides Nucleotides , vol.18 , pp. 311
    • Kussmann-Gerber, S.1    Wurth, C.2    Scapozza, L.3    Pilger, B.D.4    Pliska, V.5    Folkers, G.6
  • 25
    • 0026596330 scopus 로고
    • Improved short- and long-term XTT-based colorimetric cellular cytotoxicity assay for melanoma and other tumor cells
    • Jost, L.M.; Kirkwood, J.M.; Whiteside, T.L. Improved short- and long-term XTT-based colorimetric cellular cytotoxicity assay for melanoma and other tumor cells. J. Immunol. Methods 1992, 147, 153.
    • (1992) J. Immunol. Methods , vol.147 , pp. 153
    • Jost, L.M.1    Kirkwood, J.M.2    Whiteside, T.L.3
  • 26
    • 0025799991 scopus 로고
    • An improved colorimetric assay for cell proliferation and viability utilizing the tetrazolium salt XTT
    • Roehm, N.W.; Rodgers, G.H.; Hatfield, S.M.; Glasebrook, A.L. An improved colorimetric assay for cell proliferation and viability utilizing the tetrazolium salt XTT. J. Immunol. Methods 1991, 142, 257.
    • (1991) J. Immunol. Methods , vol.142 , pp. 257
    • Roehm, N.W.1    Rodgers, G.H.2    Hatfield, S.M.3    Glasebrook, A.L.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.