Synthesis and 18F-radiolabeling of thymidine AMBF3 conjugates

Antonio A W L Wong; Jerome Lozada; Mathieu L Lepage; Chengcheng Zhang; Helen Merkens; Jutta Zeisler; Kuo-Shyan Lin; François Bénard; David M Perrin

doi:10.1039/d0md00054j

Synthesis and ¹⁸F-radiolabeling of thymidine AMBF₃ conjugates

RSC Med Chem. 2020 Apr 23;11(5):569-576. doi: 10.1039/d0md00054j. eCollection 2020 May 1.

Authors

Antonio A W L Wong¹, Jerome Lozada¹, Mathieu L Lepage¹, Chengcheng Zhang², Helen Merkens², Jutta Zeisler², Kuo-Shyan Lin², François Bénard², David M Perrin¹

Affiliations

¹ Department of Chemistry , University of British Columbia (UBC) , 2036 Main Mall , Vancouver , BC , V6T 1Z1 Canada . Email: dperrin@chem.ubc.ca.
² Department of Molecular Oncology , B.C. Cancer Research Centre (BCCRC) , 675 West 10th Avenue , Vancouver , BC , V5Z 1L3 Canada.

Abstract

In pursuit of ¹⁸F-labeled nucleosides for positron emission tomography (PET) imaging, we report on the chemical and radiochemical synthesis of two thymidine (dT) analogs, dT-C⁵-AMBF₃ and dT-N³-AMBF₃, that are radiofluorinated by isotope exchange (IEX) and studied as PET imaging agents in mice with tumor xenografts. dT-C⁵-AMBF₃ shows preferential, and tumor-specific, uptake over dT-N³-AMBF₃. This work provides a new synthetic method in order to access new nucleoside tracers for PET imaging.