Convenient synthesis of 18F-radiolabeled R-(-)-N-n-propyl-2-(3-fluoropropanoxy-11-hydroxynoraporphine.
Convenient synthesis of 18F-radiolabeled R-(-)-N-n-propyl-2-(3-fluoropropanoxy-11-hydroxynoraporphine.
复制标题
方便合成 18F-放射性标记的 R-(-)-N-正丙基-2-(3-氟丙氧基-11-羟基去甲吗啡)。
DOI：
10.1002/jlcr.3246
复制
发表时间：
2014
影响因子：
1.8
通讯作者：
Neumeyer,JohnL
中科院分区：
文献类型：
--
作者：
Sromek,AnnaW;Zhang,Shaohui;Akurathi,Vamsidhar;Packard,AlanB;Li,Wei;Alagille,David;Morley,ThomasJ;Baldwin,Ronald;Tamagnan,Gilles;Neumeyer,JohnL
阿朴啡是D2受体功能成像的有吸引力的候选者，因为作为激动剂而不是拮抗剂，它们对高亲和力状态的受体具有选择性。相反，D2拮抗剂不能区分高亲和力和低亲和力状态，体外研究表明，这种区分在研究以D2失调为特征的疾病（如精神分裂症和帕金森病）时可能很重要。因此，根据非放射性（19 F）化合物获得的体外数据，选择MCL-536（R-（-）-N-正丙基-2-（3-[18 F]氟丙氧基-11-羟基去甲阿朴啡）进行18 F标记。合成了氟-18-标记的MCL-536，放射化学产率为70%，放射化学纯度>99%，比活度为167 GBq/µmol（4.5 Ci/µmol），使用对甲苯磺酰基（甲苯磺酰基）作为苯酚的新保护基和放射性核素的离去基团。
Aporphines are attractive candidates for imaging D2receptor function because, as agonists rather than antagonists, they are selective for the receptor in the high affinity state. In contrast, D2antagonists do not distinguish between the high and low affinity states, andin vitrodata suggests that this distinction may be important in studying diseases characterized by D2dysregulation, such as schizophrenia and Parkinson's disease. Accordingly, MCL‐536 (R‐(−)‐N‐n‐propyl‐2‐(3‐[18F]fluoropropanoxy‐11‐hydroxynoraporphine) was selected for labeling with18F based onin vitrodata obtained for the non‐radioactive (19F) compound. Fluorine‐18‐labeled MCL‐536 was synthesized in 70% radiochemical yield, >99% radiochemical purity, and specific activity of 167 GBq/µmol (4.5 Ci/µmol) usingp‐toluenesulfonyl (tosyl) both as a novel protecting group for the phenol and a leaving group for the radiofluorination.