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Volumn 39, Issue 8, 2012, Pages 1182-1188

An improved strategy for the synthesis of [18F]-labeled arabinofuranosyl nucleosides

Author keywords

18F FIAU; Fluorine 18; Lewis acid; Microwave; Nucleosides

Indexed keywords

2' DEOXY 2' FLUORO 1 ALPHA,BETA DEXTRO ARABINOFURANOSYL 5 ETHYLURACIL; 2' DEOXY 2' FLUORO 1 ALPHA,BETA DEXTRO ARABINOFURANOSYL 5 IODOURACIL; 2' DEOXY 2' FLUORO 1 ALPHA,BETA DEXTRO ARABINOFURANOSYL 5 METHYLURACIL; 2' FLUORO 2' DEOXY 3',5' DI O BENZOYL 1 ALPHA,BETA DEXTRO ARABINOFURANOSYL 5 ETHYLURACIL; 2' FLUORO 2' DEOXY 3',5' DI O BENZOYL 1 ALPHA,BETA DEXTRO ARABINOFURANOSYL 5 IODOURACIL; 2' FLUORO 2' DEOXY 3',5' DI O BENZOYL 1 ALPHA,BETA DEXTRO ARABINOFURANOSYL 5 METHYLURACIL; 5 ETHYL 2' FLUOROURACIL ARABINOSIDE DERIVATIVE F 18; RADIOPHARMACEUTICAL AGENT; TRIFLUOROMETHANESULFONIC ACID; TRIFLUOROMETHANESULFONIC ACID TRIMETHYLSILYL ESTER; UNCLASSIFIED DRUG; URACIL DERIVATIVE;

EID: 84867876323     PISSN: 09698051     EISSN: 18729614     Source Type: Journal    
DOI: 10.1016/j.nucmedbio.2012.06.008     Document Type: Article
Times cited : (12)

References (36)
  • 1
    • 1542509657 scopus 로고    scopus 로고
    • In vivo imaging of molecular-genetic targets for cancer therapy
    • Gelovani Tjuvajev J., Blasberg R.G. In vivo imaging of molecular-genetic targets for cancer therapy. Cancer Cell 2003, 3:327-332.
    • (2003) Cancer Cell , vol.3 , pp. 327-332
    • Gelovani Tjuvajev, J.1    Blasberg, R.G.2
  • 2
    • 7644228639 scopus 로고    scopus 로고
    • Noninvasive imaging of reporter gene expression in living subjects
    • Herschman H.R. Noninvasive imaging of reporter gene expression in living subjects. Adv Cancer Res 2004, 92:29-80.
    • (2004) Adv Cancer Res , vol.92 , pp. 29-80
    • Herschman, H.R.1
  • 3
    • 27144509160 scopus 로고    scopus 로고
    • Reporter gene imaging: potential impact on therapy
    • Serganova I., Blasberg R. Reporter gene imaging: potential impact on therapy. Nucl Med Biol 2005, 32:763-780.
    • (2005) Nucl Med Biol , vol.32 , pp. 763-780
    • Serganova, I.1    Blasberg, R.2
  • 4
    • 0035979208 scopus 로고    scopus 로고
    • Imaging transcriptional regulation of p53-dependent genes with positron emission tomography in vivo
    • Doubrovin M., Ponomarev V., Beresten T., Balatoni J., Bornmann W., Finn R., et al. Imaging transcriptional regulation of p53-dependent genes with positron emission tomography in vivo. Proc Natl Acad Sci USA 2001, 98:9300-9305.
    • (2001) Proc Natl Acad Sci USA , vol.98 , pp. 9300-9305
    • Doubrovin, M.1    Ponomarev, V.2    Beresten, T.3    Balatoni, J.4    Bornmann, W.5    Finn, R.6
  • 5
    • 0035216077 scopus 로고    scopus 로고
    • Imaging TCR-dependent NFAT-mediated T-cell activation with positron emission tomography in vivo
    • Ponomarev V., Doubrovin M., Lyddane C., Beresten T., Balatoni J., Bornman W., et al. Imaging TCR-dependent NFAT-mediated T-cell activation with positron emission tomography in vivo. Neoplasia 2001, 3:480-488.
    • (2001) Neoplasia , vol.3 , pp. 480-488
    • Ponomarev, V.1    Doubrovin, M.2    Lyddane, C.3    Beresten, T.4    Balatoni, J.5    Bornman, W.6
  • 6
    • 12244310130 scopus 로고    scopus 로고
    • Serial in vivo imaging of the targeted migration of human HSV-TK-transduced antigen-specific lymphocytes
    • Koehne G., Doubrovin M., Doubrovina E., Zanzonico P., Gallardo H.F., Ivanova A., et al. Serial in vivo imaging of the targeted migration of human HSV-TK-transduced antigen-specific lymphocytes. Nat Biotechnol 2003, 21:405-413.
    • (2003) Nat Biotechnol , vol.21 , pp. 405-413
    • Koehne, G.1    Doubrovin, M.2    Doubrovina, E.3    Zanzonico, P.4    Gallardo, H.F.5    Ivanova, A.6
  • 7
    • 14644408765 scopus 로고    scopus 로고
    • Imaging progress of herpes simplex virus type 1 thymidine kinase suicide gene therapy in living subjects with positron emission tomography
    • Yaghoubi S.S., Barrio J.R., Namavari M., Satyamurthy N., Phelps M.E., Herschman H.R., et al. Imaging progress of herpes simplex virus type 1 thymidine kinase suicide gene therapy in living subjects with positron emission tomography. Cancer Gene Ther 2005, 12:329-339.
    • (2005) Cancer Gene Ther , vol.12 , pp. 329-339
    • Yaghoubi, S.S.1    Barrio, J.R.2    Namavari, M.3    Satyamurthy, N.4    Phelps, M.E.5    Herschman, H.R.6
  • 8
    • 0025444099 scopus 로고
    • Lymphoma regression induced by ganciclovir in mice bearing a herpes thymidine kinase transgene
    • Moolten F.L., Wells J.M., Heyman R.A., Evans R.M. Lymphoma regression induced by ganciclovir in mice bearing a herpes thymidine kinase transgene. Hum Gene Ther 1990, 1:125-134.
    • (1990) Hum Gene Ther , vol.1 , pp. 125-134
    • Moolten, F.L.1    Wells, J.M.2    Heyman, R.A.3    Evans, R.M.4
  • 9
    • 0026772206 scopus 로고
    • In vivo gene transfer with retroviral vector-producer cells for treatment of experimental brain tumors
    • Culver K.W., Ram Z., Wallbridge S., Ishii H., Oldfield E.H., Blaese R.M. In vivo gene transfer with retroviral vector-producer cells for treatment of experimental brain tumors. Science 1992, 256:1550-1552.
    • (1992) Science , vol.256 , pp. 1550-1552
    • Culver, K.W.1    Ram, Z.2    Wallbridge, S.3    Ishii, H.4    Oldfield, E.H.5    Blaese, R.M.6
  • 10
    • 0034666192 scopus 로고    scopus 로고
    • 2'-Deoxy-2'-fluoro-beta-D-arabinonucleosides and oligonucleotides (2'F-ANA): synthesis and physicochemical studies
    • Wilds C.J., Damha M.J. 2'-Deoxy-2'-fluoro-beta-D-arabinonucleosides and oligonucleotides (2'F-ANA): synthesis and physicochemical studies. Nucleic Acids Res 2000, 28:3625-3635.
    • (2000) Nucleic Acids Res , vol.28 , pp. 3625-3635
    • Wilds, C.J.1    Damha, M.J.2
  • 12
    • 77957983402 scopus 로고    scopus 로고
    • Radiolabeled nucleoside analogues for PET imaging of HSV1-tk gene expression
    • Alauddin M.M., Gelovani J.G. Radiolabeled nucleoside analogues for PET imaging of HSV1-tk gene expression. Curr Top Med Chem 2010, 10:1617-1632.
    • (2010) Curr Top Med Chem , vol.10 , pp. 1617-1632
    • Alauddin, M.M.1    Gelovani, J.G.2
  • 14
    • 0028088920 scopus 로고
    • The in vitro anti-hepatitis B virus activity of FIAU [1-(2'-deoxy-2'-fluoro-1-beta-D-arabinofuranosyl-5-iodo)uracil] is selective, reversible, and determined, at least in part, by the host cell
    • Staschke K.A., Colacino J.M., Mabry T.E., Jones C.D. The in vitro anti-hepatitis B virus activity of FIAU [1-(2'-deoxy-2'-fluoro-1-beta-D-arabinofuranosyl-5-iodo)uracil] is selective, reversible, and determined, at least in part, by the host cell. Antiviral Res 1994, 23:45-61.
    • (1994) Antiviral Res , vol.23 , pp. 45-61
    • Staschke, K.A.1    Colacino, J.M.2    Mabry, T.E.3    Jones, C.D.4
  • 22
    • 79959684879 scopus 로고    scopus 로고
    • 18F]FIAU) using a multistep one-pot strategy
    • 18F]FIAU) using a multistep one-pot strategy. Nucl Med Biol 2011, 38:659-666.
    • (2011) Nucl Med Biol , vol.38 , pp. 659-666
    • Cai, H.1    Li, Z.2    Conti, P.S.3
  • 23
    • 79651471152 scopus 로고    scopus 로고
    • 18F]-FMAU) using a one reactor radiosynthesis module
    • 18F]-FMAU) using a one reactor radiosynthesis module. Nucl Med Biol 2011, 38:201-206.
    • (2011) Nucl Med Biol , vol.38 , pp. 201-206
    • Li, Z.1    Cai, H.2    Conti, P.S.3
  • 24
    • 44849086821 scopus 로고    scopus 로고
    • Synthesis and potency of novel uracil nucleotides and derivatives as P2Y2 and P2Y6 receptor agonists
    • Ko H., Carter R.L., Cosyn L., Petrelli R., de Castro S., Besada P., et al. Synthesis and potency of novel uracil nucleotides and derivatives as P2Y2 and P2Y6 receptor agonists. Bioorg Med Chem 2008, 16:6319-6332.
    • (2008) Bioorg Med Chem , vol.16 , pp. 6319-6332
    • Ko, H.1    Carter, R.L.2    Cosyn, L.3    Petrelli, R.4    de Castro, S.5    Besada, P.6
  • 25
    • 25444516855 scopus 로고    scopus 로고
    • Synthesis of 2'-C-difluoromethylribonucleosides and their enzymatic incorporation into oligonucleotides
    • Ye J.D., Liao X., Piccirilli J.A. Synthesis of 2'-C-difluoromethylribonucleosides and their enzymatic incorporation into oligonucleotides. J Org Chem 2005, 70:7902-7910.
    • (2005) J Org Chem , vol.70 , pp. 7902-7910
    • Ye, J.D.1    Liao, X.2    Piccirilli, J.A.3
  • 26
    • 0041507115 scopus 로고    scopus 로고
    • Synthesis of the phosphoramidite derivative of 2'-deoxy-2'-C-beta-methylcytidine
    • Li N.S., Piccirilli J.A. Synthesis of the phosphoramidite derivative of 2'-deoxy-2'-C-beta-methylcytidine. J Org Chem 2003, 68:6799-6802.
    • (2003) J Org Chem , vol.68 , pp. 6799-6802
    • Li, N.S.1    Piccirilli, J.A.2
  • 27
    • 3042698503 scopus 로고    scopus 로고
    • Synthesis of the phosphoramidite derivatives of 2'-deoxy-2'-C-alpha-methylcytidine and 2'-deoxy-2'-C-alpha-hydroxymethylcytidine: analogues for chemical dissection of RNA's 2'-hydroxyl group
    • Li N.S., Piccirilli J.A. Synthesis of the phosphoramidite derivatives of 2'-deoxy-2'-C-alpha-methylcytidine and 2'-deoxy-2'-C-alpha-hydroxymethylcytidine: analogues for chemical dissection of RNA's 2'-hydroxyl group. J Org Chem 2004, 69:4751-4759.
    • (2004) J Org Chem , vol.69 , pp. 4751-4759
    • Li, N.S.1    Piccirilli, J.A.2
  • 34
    • 0042473079 scopus 로고    scopus 로고
    • Evaluation of 2'-deoxy-2'-flouro-5-methyl-1-beta-D-arabinofuranosyluracil as a potential gene imaging agent for HSV-tk expression in vivo
    • Alauddin M.M., Shahinian A., Gordon E.M., Conti P.S. Evaluation of 2'-deoxy-2'-flouro-5-methyl-1-beta-D-arabinofuranosyluracil as a potential gene imaging agent for HSV-tk expression in vivo. Mol Imaging 2002, 1:74-81.
    • (2002) Mol Imaging , vol.1 , pp. 74-81
    • Alauddin, M.M.1    Shahinian, A.2    Gordon, E.M.3    Conti, P.S.4
  • 35
    • 0016468366 scopus 로고
    • Nucleosides LXXXIX. Synthesis of 1-(2-chloro-2-deoxy-alpha- and -beta-D-arabinofuranosyl)cytosines
    • Ritzmann G., Klein R.S., Hollenberg D.H., Fox J.J. Nucleosides LXXXIX. Synthesis of 1-(2-chloro-2-deoxy-alpha- and -beta-D-arabinofuranosyl)cytosines. Carbohydr Res 1975, 39:227-236.
    • (1975) Carbohydr Res , vol.39 , pp. 227-236
    • Ritzmann, G.1    Klein, R.S.2    Hollenberg, D.H.3    Fox, J.J.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.