title: Synthesis and Evaluation of [(18) F]-Ammonium BODIPY Dyes as Potential Positron Emission Tomography Agents for Myocardial Perfusion Imaging.
abstract: Recently, we demonstrated the potential of a [(18) F]-trimethylammonium BODIPY dye for cardiac imaging. This is the first example of the use of the [(18) F]-ammonium BODIPY dye for positron emission tomography (PET) myocardial perfusion imaging (MPI). In this report, we extend our study to other ammonium BODIPY dyes with different nitrogen substituents. These novel ammonium BODIPY dyes were successfully prepared and radiolabeled by the SnCl4 -assisted (18) F-(19) F isotopic exchange method. The microPET results and the biodistribution data reveal that nitrogen substituent changes have a significant effect on the in vivo and pharmacological properties of the tracers. Of the novel [(18) F]-ammonium BODIPY dyes prepared in this work, the [(18) F]-dimethylethylammonium BODIPY is superior in terms of myocardium uptake and PET imaging contrast. These results support our hypothesis that the ammonium BODIPY dyes have a great potential for use as PET/optical dual-modality MPI probes.
authors.affiliation: Biomedical Research Imaging Center, Department of Radiology, University of North Carolina, Chapel Hill, North Carolina, 27514, USA.
authors.forename: Kantapat
authors.initials: K
authors.lastname: Chansaenpak
authors.affiliation: Biomedical Research Imaging Center, Department of Radiology, University of North Carolina, Chapel Hill, North Carolina, 27514, USA.
authors.forename: Hui
authors.initials: H
authors.lastname: Wang
authors.affiliation: Biomedical Research Imaging Center, Department of Radiology, University of North Carolina, Chapel Hill, North Carolina, 27514, USA.
authors.forename: Mengzhe
authors.initials: M
authors.lastname: Wang
authors.affiliation: Biomedical Research Imaging Center, Department of Radiology, University of North Carolina, Chapel Hill, North Carolina, 27514, USA.
authors.forename: Benjamin
authors.initials: B
authors.lastname: Giglio
authors.affiliation: Biomedical Research Imaging Center, Department of Radiology, University of North Carolina, Chapel Hill, North Carolina, 27514, USA.
authors.forename: Xiaofeng
authors.initials: X
authors.lastname: Ma
authors.affiliation: Biomedical Research Imaging Center, Department of Radiology, University of North Carolina, Chapel Hill, North Carolina, 27514, USA.
authors.forename: Hong
authors.initials: H
authors.lastname: Yuan
authors.affiliation: PET Center of Xiangya Hospital, Central South University, Changsha, 410008, China. 402411@csu.edu.cn.
authors.forename: Shuo
authors.initials: S
authors.lastname: Hu
authors.affiliation: Biomedical Research Imaging Center, Department of Radiology, University of North Carolina, Chapel Hill, North Carolina, 27514, USA. zhanhong_wu@med.unc.edu.
authors.forename: Zhanhong
authors.initials: Z
authors.lastname: Wu
authors.affiliation: Biomedical Research Imaging Center, Department of Radiology, University of North Carolina, Chapel Hill, North Carolina, 27514, USA.
authors.forename: Zibo
authors.initials: Z
authors.lastname: Li
mesh_terms: D064751:Ammonium Compounds / Q000737:chemistry*; D001896:Boron Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D004396:Coloring Agents / Q000737:chemistry* / Q000378:metabolism; D055414:Myocardial Perfusion Imaging / Q000379:methods*; D009206:Myocardium / Q000737:chemistry*; D061848:Optical Imaging / Q000379:methods*; D049268:Positron-Emission Tomography / Q000379:methods*; D014018:Tissue Distribution / Q000187:drug effects* / Q000502:physiology
chemical_list: C095489:4,4-difluoro-4-bora-3a,4a-diaza-s-indacene; D064751:Ammonium Compounds; D001896:Boron Compounds; D004396:Coloring Agents
keywords: BODIPY; dual-modality imaging; fluorine-18; medicinal chemistry; radiopharmaceuticals