用于成像单胺转运体（多巴胺、5-羟色胺和去甲肾上腺素）的氟-18放射性标记正电子发射断层显像剂
Fluorine-18 Radiolabeled PET Tracers for Imaging Monoamine Transporters: Dopamine, Serotonin, and Norepinephrine.
作者信息
Stehouwer Jeffrey S, Goodman Mark M
出版信息
PET Clin. 2009 Jan;4(1):101-28. doi: 10.1016/j.cpet.2009.05.006.
Abstract
This review focuses on the development of fluorine-18 radiolabeled PET tracers for imaging the dopamine transporter (DAT), serotonin transporter (SERT), and norepinephrine transporter (NET). All successful DAT PET tracers reported to date are members of the 3β-phenyl tropane class and are synthesized from cocaine. Currently available carbon-11 SERT PET tracers come from both the diphenylsulfide and 3β-phenyl nortropane class, but so far only the nortropanes have found success with fluorine-18 derivatives. NET imaging has so far employed carbon-11 and fluorine-18 derivatives of reboxetine but due to defluorination of the fluorine-18 derivatives further research is still necessary.
摘要
本综述聚焦于用于成像多巴胺转运体（DAT）、5-羟色胺转运体（SERT）和去甲肾上腺素转运体（NET）的氟-18放射性标记正电子发射断层显像（PET）示踪剂的研发。迄今为止报道的所有成功的DAT PET示踪剂均为3β-苯基托烷类成员，且由可卡因合成。目前可用的碳-11 SERT PET示踪剂来自二苯硫醚类和3β-苯基去甲托烷类，但到目前为止，只有去甲托烷类在氟-18衍生物方面取得了成功。NET成像目前采用了瑞波西汀的碳-11和氟-18衍生物，但由于氟-18衍生物的脱氟作用，仍需进一步研究。
相似文献
1
Fluorine-18 Radiolabeled PET Tracers for Imaging Monoamine Transporters: Dopamine, Serotonin, and Norepinephrine.用于成像单胺转运体（多巴胺、5-羟色胺和去甲肾上腺素）的氟-18放射性标记正电子发射断层显像剂
PET Clin. 2009 Jan;4(1):101-28. doi: 10.1016/j.cpet.2009.05.006.
2
Synthesis and in vivo evaluation of fluorine-18 and iodine-123 labeled 2beta-carbo(2-fluoroethoxy)-3beta-(4'-((Z)-2-iodoethenyl)phenyl)nortropane as a candidate serotonin transporter imaging agent.作为一种潜在的血清素转运体显像剂的氟-18和碘-123标记的2β-碳（2-氟乙氧基）-3β-（4'-（（Z）-2-碘乙烯基）苯基）降托烷的合成及体内评价
J Med Chem. 2007 Sep 20;50(19):4553-60. doi: 10.1021/jm061303s. Epub 2007 Aug 17.
3
18F-labeled FECNT: a selective radioligand for PET imaging of brain dopamine transporters.18F标记的FECNT：用于脑多巴胺转运体PET成像的选择性放射性配体。
Nucl Med Biol. 2000 Jan;27(1):1-12. doi: 10.1016/s0969-8051(99)00080-3.
5
Synthesis, radiosynthesis, and biological evaluation of fluorine-18-labeled 2beta-carbo(fluoroalkoxy)-3beta-(3'-((Z)-2-haloethenyl)phenyl)nortropanes: candidate radioligands for in vivo imaging of the serotonin transporter with positron emission tomography.氟-18标记的2β-碳（氟代烷氧基）-3β-（3'-（（Z）-2-卤代乙烯基）苯基）降托烷的合成、放射性合成及生物学评价：用于正电子发射断层扫描体内成像5-羟色胺转运体的候选放射性配体
J Med Chem. 2008 Dec 25;51(24):7788-99. doi: 10.1021/jm800781a.
6
Synthesis and transporter binding properties of 3beta-[4'-(phenylalkyl, -phenylalkenyl, and -phenylalkynyl)phenyl]tropane-2beta-carboxylic acid methyl esters: evidence of a remote phenyl binding domain on the dopamine transporter.3β-[4'-(苯基烷基、-苯基烯基和-苯基炔基)苯基]托烷-2β-羧酸甲酯的合成及转运体结合特性：多巴胺转运体上远程苯基结合域的证据
J Med Chem. 2002 Aug 29;45(18):4029-37. doi: 10.1021/jm020098n.
7
Synthesis and characterization of iodine-123 labeled 2beta-carbomethoxy-3beta-(4'-((Z)-2-iodoethenyl)phenyl)nortropane. A ligand for in vivo imaging of serotonin transporters by single-photon-emission tomography.碘-123标记的2β-甲氧羰基-3β-(4'-((Z)-2-碘乙烯基)phenyl)去甲托烷的合成与表征。一种用于单光子发射断层扫描体内5-羟色胺转运体成像的配体。
J Med Chem. 2003 Mar 13;46(6):925-35. doi: 10.1021/jm0100180.
9
Synthesis, radiosynthesis, and biological evaluation of carbon-11 labeled 2beta-carbomethoxy-3beta-(3'-((Z)-2-haloethenyl)phenyl)nortropanes: candidate radioligands for in vivo imaging of the serotonin transporter with positron emission tomography.碳-11标记的2β-甲氧羰基-3β-(3'-((Z)-2-卤乙烯基)phenyl)降莨菪烷的合成、放射性合成及生物学评价：用于正电子发射断层扫描体内成像5-羟色胺转运体的候选放射性配体
J Med Chem. 2006 Nov 16;49(23):6760-7. doi: 10.1021/jm060641q.
10
Synthesis and ligand binding of nortropane derivatives: N-substituted 2beta-carbomethoxy-3beta-(4'-iodophenyl)nortropane and N-(3-iodoprop-(2E)-enyl)-2beta-carbomethoxy-3beta-(3',4'-disubstituted phenyl)nortropane. New high-affinity and selective compounds for the dopamine transporter.降莨烷衍生物的合成及配体结合：N-取代的2β-甲氧羰基-3β-(4'-碘苯基)降莨烷和N-(3-碘丙-(2E)-烯基)-2β-甲氧羰基-3β-(3',4'-二取代苯基)降莨烷。新型高亲和力和选择性多巴胺转运体化合物。
J Med Chem. 1997 Apr 25;40(9):1366-72. doi: 10.1021/jm960795d.
引用本文的文献
1
Development of F-Labeled Deuterated Tropane Derivatives with High Metabolic Stability for PET Imaging of the Dopamine Transporter.用于多巴胺转运体PET成像的具有高代谢稳定性的F标记氘代托烷衍生物的研发。
Mol Imaging Biol. 2025 May 14. doi: 10.1007/s11307-025-02018-z.
2
Strained Ammonium Precursors for Radiofluorinations.用于放射性氟代反应的应变铵前体。
ChemistryOpen. 2022 Jun;11(6):e202200039. doi: 10.1002/open.202200039.
3
Brainstem Imaging in Alzheimer's Disease: Potential for Biomarker Development.阿尔茨海默病的脑干成像：生物标志物开发潜力
Front Aging Neurosci. 2018 Sep 11;10:266. doi: 10.3389/fnagi.2018.00266. eCollection 2018.
4
Compartmental modeling of [(11)C]MENET binding to the norepinephrine transporter in the healthy human brain.[(11)C]MENET与健康人脑中去甲肾上腺素转运体结合的房室模型
Nucl Med Biol. 2016 May;43(5):318-23. doi: 10.1016/j.nucmedbio.2016.02.008. Epub 2016 Feb 28.
5
Quantification of dopamine transporter density with [18F]FECNT PET in healthy humans.在健康人体中用[18F]FECNT正电子发射断层显像（PET）定量多巴胺转运体密度
Nucl Med Biol. 2014 Mar;41(3):217-22. doi: 10.1016/j.nucmedbio.2013.12.013. Epub 2013 Dec 26.
6
Synthesis and evaluation of novel tropane derivatives as potential PET imaging agents for the dopamine transporter.新型托烷衍生物的合成与评价作为多巴胺转运体的潜在 PET 成像剂。
Bioorg Med Chem Lett. 2012 Jul 1;22(13):4303-6. doi: 10.1016/j.bmcl.2012.05.030. Epub 2012 May 15.
7
Imaging of the brain serotonin transporters (SERT) with 18F-labelled fluoromethyl-McN5652 and PET in humans.用 18F 标记的氟甲基-McN5652 和 PET 对人脑 5-羟色胺转运体（SERT）进行成像。
Eur J Nucl Med Mol Imaging. 2012 Jun;39(6):1001-11. doi: 10.1007/s00259-012-2078-z. Epub 2012 Feb 17.
8
[18F]CFT synthesis and binding to monoamine transporters in rats.[18F]CFT 的合成及其在大鼠单胺转运体上的结合。
EJNMMI Res. 2012 Jan 25;2(1):3. doi: 10.1186/2191-219X-2-3.
9
Synthesis, fluorine-18 radiolabeling, and biological evaluation of N-((E)-4-fluorobut-2-en-1-yl)-2beta-carbomethoxy-3beta-(4'-halophenyl)nortropanes: candidate radioligands for in vivo imaging of the brain dopamine transporter with positron emission tomography.N-((E)-4-氟丁-2-烯-1-基)-2β-羧酸甲酯-3β-(4′-卤代苯基)去甲托品的合成、氟-18 标记及生物学评价：正电子发射断层扫描脑多巴胺转运体体内成像的候选放射性配体。
J Med Chem. 2010 Aug 12;53(15):5549-57. doi: 10.1021/jm100269c.
本文引用的文献
1
Tracer Kinetic Modeling in PET.正电子发射断层扫描中的示踪动力学建模
PET Clin. 2007 Apr;2(2):267-77. doi: 10.1016/j.cpet.2007.08.003. Epub 2008 Feb 15.
2
Cocaine and serotonin neurochemistry.可卡因与血清素神经化学
Neurochem Int. 1991;18(1):33-8. doi: 10.1016/0197-0186(91)90032-9.
3
The locus coeruleus and noradrenergic modulation of cognition.蓝斑与认知的去甲肾上腺素能调节
Nat Rev Neurosci. 2009 Mar;10(3):211-23. doi: 10.1038/nrn2573. Epub 2009 Feb 4.
4
Biomarkers for Parkinson's [corrected] disease: tools to assess Parkinson's disease onset and progression.帕金森病的生物标志物：评估帕金森病发病和进展的工具。 [已修正]
Ann Neurol. 2008 Dec;64 Suppl 2:S111-21. doi: 10.1002/ana.21602.
5
Synthesis, radiosynthesis, and biological evaluation of carbon-11 and fluorine-18 labeled reboxetine analogues: potential positron emission tomography radioligands for in vivo imaging of the norepinephrine transporter.碳-11和氟-18标记的瑞波西汀类似物的合成、放射性合成及生物学评价：用于去甲肾上腺素转运体体内成像的潜在正电子发射断层显像放射性配体
J Med Chem. 2009 Jan 8;52(1):62-73. doi: 10.1021/jm800817h.
6
Synthesis, radiosynthesis, and biological evaluation of fluorine-18-labeled 2beta-carbo(fluoroalkoxy)-3beta-(3'-((Z)-2-haloethenyl)phenyl)nortropanes: candidate radioligands for in vivo imaging of the serotonin transporter with positron emission tomography.氟-18标记的2β-碳（氟代烷氧基）-3β-（3'-（（Z）-2-卤代乙烯基）苯基）降托烷的合成、放射性合成及生物学评价：用于正电子发射断层扫描体内成像5-羟色胺转运体的候选放射性配体
J Med Chem. 2008 Dec 25;51(24):7788-99. doi: 10.1021/jm800781a.
7
Development of 3-phenyltropane analogues with high affinity for the dopamine and serotonin transporters and low affinity for the norepinephrine transporter.对多巴胺和5-羟色胺转运体具有高亲和力且对去甲肾上腺素转运体具有低亲和力的3-苯基托烷类似物的研发。
J Med Chem. 2008 Dec 25;51(24):8048-56. doi: 10.1021/jm801162z.
8
Fluorous synthesis of 18F radiotracers with the [18F]fluoride ion: nucleophilic fluorination as the detagging process.利用[18F]氟离子进行18F放射性示踪剂的氟相合成：亲核氟化作为脱标记过程。
Angew Chem Int Ed Engl. 2009;48(3):586-9. doi: 10.1002/anie.200803897.
9
Compartmental modeling of 11C-HOMADAM binding to the serotonin transporter in the healthy human brain.健康人脑中11C-HOMADAM与5-羟色胺转运体结合的房室模型
J Nucl Med. 2008 Dec;49(12):2018-25. doi: 10.2967/jnumed.108.054262.
10
Peripheral metabolism of [(18)F]FDDNP and cerebral uptake of its labelled metabolites.[(18)F]FDDNP的外周代谢及其标记代谢物的脑摄取。
Nucl Med Biol. 2008 Nov;35(8):869-74. doi: 10.1016/j.nucmedbio.2008.09.002.
Zotero 插件