Syntheses of 5-(2-radiohaloethyl)- and 5-(2-radiohalovinyl)-2?- deoxyuridines. Novel types of radiotracer for monitoring cancer gene therapy with PET

Autor: Franz Oberdorfer, Klaus Weber, Stephan Zeisler, Chung-Shan Yu, A. Runz, Joseph Eisenbarth
Rok vydání: 2003
Předmět:
Zdroj: Journal of Labelled Compounds and Radiopharmaceuticals. 46:421-439
ISSN: 1099-1344
0362-4803
Popis: Syntheses of 5-(2-[18F]fluoroethyl)- (1), 5-(2-[80Br]bromoethyl)- (2), un-deprotected (E)-5-(2-[18F]fluorovinyl)- (3) and (E)-5-(2-[80Br]bromovinyl)-2′-deoxyuridines (4) as the tracers for monitoring cancer gene therapy with positron emission tomography were described. Decay corrected radiochemical yield and synthesis time including labeling and HPLC purification from end of bombardment for 1 was 9.5% and 2 hours, respectively; yield and time for 2 was 16% and 2 hours, respectively. Chemical (approximate to radiochemical) yield and time for synthesis of 3 was 7.5% and 7 minutes, respectively. Radiochemical yield and synthesis time including labeling and HPLC purification of an analytical sample of 4 was 60% and 30 minutes, respectively. Both 2 and 4 received the side reactions during HPLC purification, i.e. ring closure and cleavage of glycosidic bond, respectively. Application of 2 and 4 needed to be confirmed by in vitro or in vivo experiments. Radiochemical yield of 1 could be optimized by employing a modified protocol for preparation of its precursor. The preparation of fluorovinyl counterparts had demonstrated the potential utility of the stannane, 3-tolyl-3′,5′-di-O-acetyl-(E)-5-(2-stannylvinyl)-2′-deoxyuridine 7. Copyright © 2003 John Wiley & Sons, Ltd.
Databáze: OpenAIRE
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