Synthesis and evaluation of [18F] labeled pyrimidine nucleosides for positron emission tomography imaging of herpes simplex virus 1 thymidine kinase gene expression

被引：19

作者：

Pillarsetty, Nagavarakishore

Cai, Shangde

Ageyeva, Lyudmila

Finn, Ronald D.

Blasberg, Ronald G.

机构：

[1] Mem Sloan Kettering Canc Ctr, Dept Neurol, New York, NY 10021 USA

[2] Mem Sloan Kettering Canc Ctr, Radiochem & Cyclotron Core Facil, New York, NY 10021 USA

[3] Mem Sloan Kettering Canc Ctr, Dept Radiol, New York, NY 10021 USA

来源：

JOURNAL OF MEDICINAL CHEMISTRY | 2006年 / 49卷 / 17期

关键词：

D O I：

10.1021/jm0512847

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Synthesis of three novel 2'-deoxy-2'-[F-18]fluoro-1-beta-D-arabinofuranosyluracil derivatives [F-18] FPAU, [F-18]-FBrVAU, and [F-18] FTMAU is reported. The compounds were synthesized by coupling of 1-bromo-2-deoxy-2- fluoro sugars with corresponding silylated uracil derivatives. In vitro cell uptake indicated that all three compounds are taken up selectively in RG2TK+ cells with negligible uptake in RG2 cells. The results indicate that [F-18]FBrVAU and [F-18]FTMAU have better uptake profiles in comparison to [F-18]FPAU and have potential as PET probes for imaging HSV1-tk gene expression.

引用

页码：5377 / 5381

页数：5

共 35 条

[1] Evaluation of 2′-Deoxy-2′-Flouro-5-Methyl-1-β-D-Arabinofuranosyluracil as a Potential Gene Imaging Agent for HSV-tk Expression In Vivo
Alauddin, Mian M.
Shahinian, Atranik
Gordon, Erlinda M.
Conti, Peter S.
[J]. MOLECULAR IMAGING, 2002, 1 (02): : 74 - 81
[2] Direct Comparison of Radiolabeled Probes FMAU, FHBG, and FHPG as PET Imaging Agents for HSV1-tk Expression in a Human Breast Cancer Model
Alauddin, Mian M.
Shahinian, Atranik
Gordon, Erlinda M.
Conti, Peter S.
[J]. MOLECULAR IMAGING, 2004, 3 (02): : 76 - 84
[3] A general synthesis of 2′-deoxy-2′-[18F]fluoro-1-β-D-arabinofuranosyluracil and its 5-substituted nucleosides
Alauddin, MM
Conti, PS
Fissekis, JD
[J]. JOURNAL OF LABELLED COMPOUNDS & RADIOPHARMACEUTICALS, 2003, 46 (04) : 285 - 289
[4] Evaluation of 9-[(3-18F-fluoro-1-hydroxy-2-propoxy)methyl]guanine ([18F]-FHPG) in vitro and in vivo as a probe for PET imaging of gene incorporation and expression in tumors
Alauddin, MM
Shahinian, A
Kundu, RK
Gordon, EM
Conti, PS
[J]. NUCLEAR MEDICINE AND BIOLOGY, 1999, 26 (04) : 371 - 376
[5] Imaging herpes viral thymidine kinase-1 reporter gene expression with a new 18F-labeled probe:: 2′-fluoro-2′-deoxy-5-[18F]fluoroethyl-1-β-D-arabinofuranosyl uracil
Balatoni, JA
Doubrovin, M
Ageyeva, L
Pillarsetty, N
Finn, RD
Gelovani, JG
Blasberg, RG
[J]. NUCLEAR MEDICINE AND BIOLOGY, 2005, 32 (08) : 811 - 819
[6] SYNTHESIS OF 2'-FLUORO-5-[C-11]-METHYL-1-BETA-D-ARABINOFURANOSYLURACIL ([C-11]-FMAU) - A POTENTIAL NUCLEOSIDE ANALOG FOR IN-VIVO STUDY OF CELLULAR PROLIFERATION WITH PET
CONTI, PS
ALAUDDIN, MM
FISSEKIS, JR
SCHMALL, B
WATANABE, KA
[J]. NUCLEAR MEDICINE AND BIOLOGY, 1995, 22 (06) : 783 - 789
[7] Antivirals and antiviral strategies
De Clercq, E
[J]. NATURE REVIEWS MICROBIOLOGY, 2004, 2 (09) : 704 - 720
[8] 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
Humm, J
Larson, S
Sadelain, M
Blasberg, R
Tjuvajev, JG
[J]. PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2001, 98 (16) : 9300 - 9305
[9] A mutant herpes simplex virus type 1 thymidine kinase reporter gene shows improved sensitivity for imaging reporter gene expression with positron emission tomography
Gambhir, SS
Bauer, E
Black, ME
Liang, QW
Kokoris, MS
Barrio, JR
Iyer, M
Namavari, M
Phelps, ME
Herschman, HR
[J]. PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2000, 97 (06) : 2785 - 2790
[10] Gambhir SS, 1998, J NUCL MED, V39, P2003

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