[18F]Fluoropyridine-losartan: A new approach toward human Positron Emission Tomography imaging of Angiotensin II Type 1 receptors

被引:1
|
作者
Diaz, Aida Mary Abreu [1 ,2 ,3 ,4 ]
Riera, Zalua Rodriguez [4 ]
Lee, Yanick [1 ,3 ]
Esteves, Luis Miguel [1 ,5 ]
Normandeau, Charles-Olivier [1 ]
Fezas, Baptiste [1 ]
Saiz, Alejandro Hernandez [1 ]
Tournoux, Francois [1 ,6 ]
Juneau, Daniel [1 ,7 ,8 ]
DaSilva, Jean N. N. [1 ,2 ,3 ,8 ]
机构
[1] Ctr Rech CHUM, Lab Radiochim & Cyclotron, Montreal, PQ, Canada
[2] Univ Montreal, Fac Med, Dept Pharmacol & Physiol, Pavillon Paul G Desmarais, Montreal, PQ, Canada
[3] Univ Montreal, Inst Genie Biomed, Fac Med, Pavillon Paul G Desmarais, Montreal, PQ, Canada
[4] Univ La Habana, Dept Radioquim, Inst Super Tecnol & Ciencias Aplicadas, Havana, Cuba
[5] CRCHUM Site, Isol Innovat Radiopharmaceut, Lachine, PQ, Canada
[6] Ctr Hosp Univ Montreal, Ctr Cardiovasc, Montreal, PQ, Canada
[7] Ctr Hosp Univ Montreal, Med Nucl, Montreal, PQ, Canada
[8] Univ Montreal, Fac medecine, Dept Radiol Radiooncol &Med Nucl, Pavillon Roger Gaudry,2900 Blvd Edouard Montpetit, Montreal, PQ H3T 1J4, Canada
来源
JOURNAL OF LABELLED COMPOUNDS & RADIOPHARMACEUTICALS | 2023年 / 66卷 / 03期
基金
加拿大健康研究院;
关键词
automation; Cu(I) stabilizing agent THPTA; CuAAC click chemistry; fluorine-18; RADIOLIGAND; F-18;
D O I
10.1002/jlcr.4014
中图分类号
Q5 [生物化学];
学科分类号
071010 ; 081704 ;
摘要
Angiotensin II type 1 receptors (AT(1)R) blocker losartan is used in patients with renal and cardiovascular diseases. [F-18]fluoropyridine-losartan has shown favorable binding profile for quantitative renal PET imaging of AT(1)R with selective binding in rats and pigs, low interference of radiometabolites and appropriate dosimetry for clinical translation. A new approach was developed to produce [F-18]fluoropyridine-losartan in very high molar activity. Automated radiosynthesis was performed in a three-step, two-pot, and two-HPLC-purification procedure within 2 h. Pure [F-18]FPyKYNE was obtained by radiofluorination of NO2PyKYNE and silica-gel-HPLC purification (40 +/- 9%), preventing the formation of nitropyridine-losartan in the second step. Conjugation with trityl-losartan azide via click chemistry, followed by acid hydrolysis, C18-HPLC purification and reformulation provided [F-18]fluoropyridine-losartan in 11 +/- 2% (decay-corrected from [F-18]fluoride, EOB). Using tris[(1-(3-hydroxypropyl)-1H-1,2,3-triazol-4-yl)methyl]-amine (THPTA) as a Cu(I)-stabilizing agent for coupling [F-18]FPyKYNE to the unprotected losartan azide afforded [F-18]fluoropyridine-losartan in similar yields (11 +/- 3%, decay-corrected from [F-18]fluoride, EOB). Reverse-phase HPLC was optimized by reducing the pH of the mobile phase to achieve complete purification and high molar activities (467 +/- 60 GBq/mu mol). The use of radioprotectants prevented tracer radiolysis for 10 h (RCP > 99%). The product passed the quality control testing. This reproducible automated radiosynthesis process will allow in vivo PET imaging of AT(1)R expression in several diseases.
引用
收藏
页码:73 / 85
页数:13
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