title: [(E)-1-[123I]Iodo-1-penten-5-yl]triphenylphosphonium iodide: convenient preparation of a potentially useful myocardial perfusion agent.
abstract: A rapid iodination method has been developed for the synthesis of the new 123I-labeled phosphonium cation [(E)-1-iodo-1-penten-5-yl]triphenylphosphonium iodide by I+ treatment of the corresponding trans-vinylboronic acid. This new model myocardial perfusion agent is obtained after purification in 25-50% yield in less than 1 h. High myocardial uptake (5 min, 2.38% dose/g) with prolonged retention (3 h, 2.21% dose/g) was observed in rats. In addition, heart/blood ratios were high and continued to increase over a 1-day period (5 min, 17:1; 60 min, 23:1; 3 h, 27:1; 1 day, 158:1). In rats, the liver uptake was moderate (5 min, 1.40% dose/g; 60 min; 0.25% dose/g). Excellent myocardial images were obtained in a dog.
mesh_terms: D000818:Animals; D003326:Coronary Circulation; D004285:Dogs; D006321:Heart / Q000000981:diagnostic imaging*; D008297:Male; D009943:Organophosphorus Compounds / Q000138:chemical synthesis*; D010477:Perfusion; D011877:Radionuclide Imaging
chemical_list: D009943:Organophosphorus Compounds; C042340:(1-iodo-1-penten-5-yl)triphenylphosphonium