From Wikipedia, the free encyclopedia
Chemical compound
Nifene is a high affinity, selective nicotinic α4β2* receptor partial agonist used in medical research for
nicotinic acetylcholine receptors , usually in the form of nifene (
18 F )
[1]
[2] as a
positron emission tomography (PET)
radiotracer .
[3]
[4]
Nifene has been used to assess the efficacy of acetylcholinesterase inhibitors in animal models, because the neurotransmitter acetylcholine competes with the binding of nifene at the nicotinic receptor site.
[5]
[6] Learning and behavior studies in animal models using nifene have suggested a potential role of the nicotinic receptors located in distinct white matter tracts.
[7] Nifene studies in animal models of lung cancer have suggested an upregulation of the nicotinic receptor in the lung tumors.
[8]
[9] Novel PET and SPECT imaging agents as potential
receptor antagonists have been developed based on the structure of nifene; niodene for SPECT,
[10] nifrolene for PET
[11] and niofene for PET/SPECT.
[12] These new derivatives take advantage of the unique in vivo imaging properties of nifene.
[13] Human studies with (
18 F )-nifene make it a promising nicotinic α4β2* receptor PET radiotracer for scientific research and has exhibited reliable test-retest reproducibility.
[14] Human white matter thalamic radiations (or tracts) were well demarcated and quantified using (
18 F )-nifene.
[15]
References
^ Pichika R, Easwaramoorthy B, Collins D, Christian BT, Shi B, Narayanan TK, et al. (April 2006). "Nicotinic alpha4beta2 receptor imaging agents: part II. Synthesis and biological evaluation of 2-[18F]fluoro-3-[2-((S)-3-pyrrolinyl)methoxy]pyridine (18F-nifene) in rodents and imaging by PET in nonhuman primate". Nuclear Medicine and Biology . 33 (3): 295–304.
doi :
10.1016/j.nucmedbio.2005.12.017 .
PMID
16631077 .
^ Leung K (2004). "2-18 FFluoro-3-2-((S )-3-pyrrolinyl)methoxypyridine".
PMID
20641387 .
^ Kant R, Constantinescu CC, Parekh P, Pandey SK, Pan ML, Easwaramoorthy B, Mukherjee J (June 2011).
"Evaluation of F-nifene binding to α4β2 nicotinic receptors in the rat brain using microPET imaging" . EJNMMI Research . 1 : 6.
doi :
10.1186/2191-219X-1-6 .
PMC
3203019 .
PMID
22039577 .
^ Hillmer AT, Wooten DW, Slesarev MS, Ahlers EO, Barnhart TE, Murali D, et al. (September 2012).
"PET imaging of α4β2* nicotinic acetylcholine receptors: quantitative analysis of 18F-nifene kinetics in the nonhuman primate" . Journal of Nuclear Medicine . 53 (9): 1471–80.
doi :
10.2967/jnumed.112.103846 .
PMC
3580212 .
PMID
22851633 .
^ Easwaramoorthy B, Pichika R, Collins D, Potkin SG, Leslie FM, Mukherjee J (January 2007). "Effect of acetylcholinesterase inhibitors on the binding of nicotinic alpha4beta2 receptor PET radiotracer, (18)F-nifene: A measure of acetylcholine competition". Synapse . 61 (1): 29–36.
doi :
10.1002/syn.20338 .
PMID
17068780 .
S2CID
85303757 .
^ Hillmer AT, Wooten DW, Farhoud M, Higgins AT, Lao PJ, Barnhart TE, et al. (December 2013).
"PET imaging of acetylcholinesterase inhibitor-induced effects on α4β2 nicotinic acetylcholine receptor binding" . Synapse . 67 (12): 882–6.
doi :
10.1002/syn.21698 .
PMC
3806056 .
PMID
23913347 .
^ Bieszczad KM, Kant R, Constantinescu CC, Pandey SK, Kawai HD, Metherate R, et al. (May 2012).
"Nicotinic acetylcholine receptors in rat forebrain that bind 18 F-nifene: relating PET imaging, autoradiography, and behavior" . Synapse . 66 (5): 418–34.
doi :
10.1002/syn.21530 .
PMC
3292694 .
PMID
22213342 .
^
Galitovskiy V, Kuruvilla SA, Sevriokov E, Corches A, Pan ML, Kalantari-Dehaghi M, et al. (June 2013).
"18F-Nifene PET/CT using A/J mice treated with NNK" . Journal of Cancer Research & Therapy . 1 (4): 128–137.
doi :
10.14312/2052-4994.2013-20 .
PMC
5443253 .
PMID
28553544 .
^ Tang W, Kuruvilla SA, Galitovskiy V, Pan ML, Grando SA, Mukherjee J (2014).
"Targeting histone deacetylase in lung cancer for early diagnosis: (18)F-FAHA PET/CT imaging of NNK-treated A/J mice model" . American Journal of Nuclear Medicine and Molecular Imaging . 4 (4): 324–32.
PMC
4074498 .
PMID
24982818 .
^ Pandey SK, Pan S, Kant R, Kuruvilla SA, Pan ML, Mukherjee J (December 2012).
"Synthesis and evaluation of 3-123 I-iodo-5-[2-(S)-3-pyrrolinylmethoxy]-pyridine (niodene) as a potential nicotinic α4β2 receptor imaging agent" . Bioorganic & Medicinal Chemistry Letters . 22 (24): 7610–4.
doi :
10.1016/j.bmcl.2012.10.012 .
PMC
3508149 .
PMID
23116890 .
^ Pichika R, Kuruvilla SA, Patel N, Vu K, Sinha S, Easwaramoorthy B, et al. (January 2013).
"Nicotinic α4β2 receptor imaging agents. Part IV. Synthesis and biological evaluation of 3-(2-(S)-3,4-dehydropyrrolinyl methoxy)-5-(3'-18 F-fluoropropyl)pyridine (18 F-Nifrolene) using PET" . Nuclear Medicine and Biology . 40 (1): 117–25.
doi :
10.1016/j.nucmedbio.2012.09.009 .
PMC
3514651 .
PMID
23141552 .
^ Kuruvilla SA, Hillmer AT, Wooten DW, Patel A, Christian BT, Mukherjee J (2014).
"Synthesis and evaluation of 2-(18)F-fluoro-5-iodo-3-[2-(S)-3,4-dehydropyrrolinylmethoxy]pyridine ((18)F-Niofene) as a potential imaging agent for nicotinic α4β2 receptors" . American Journal of Nuclear Medicine and Molecular Imaging . 4 (4): 354–64.
PMC
4074501 .
PMID
24982821 .
^ Hillmer AT, Wooten DW, Slesarev MS, Ahlers EO, Barnhart TE, Schneider ML, et al. (November 2013).
"Measuring α4β2* nicotinic acetylcholine receptor density in vivo with [(18)F]nifene PET in the nonhuman primate" . Journal of Cerebral Blood Flow and Metabolism . 33 (11): 1806–14.
doi :
10.1038/jcbfm.2013.136 .
PMC
3824181 .
PMID
23942367 .
^ Lao PJ, Betthauser TJ, Tudorascu DL, Barnhart TE, Hillmer AT, Stone CK, Mukherjee J, Christian BT (August 2017).
"[18 F]Nifene test-retest reproducibility in first-in-human imaging of α4β2* nicotinic acetylcholine receptors" . Synapse . 71 (8). New York, N.Y.: e21981.
doi :
10.1002/syn.21981 .
PMC
5541262 .
PMID
28420041 .
^ Mukherjee J, Lao PJ, Betthauser TJ, Samra GK, Pan ML, Patel IH, Liang C, Metherate R, Christian BT (January 2018).
"Human brain imaging of nicotinic acetylcholine α4β2* receptors using [18 F]Nifene: Selectivity, functional activity, toxicity, aging effects, gender effects, and extrathalamic pathways" . The Journal of Comparative Neurology . 526 (1): 80–95.
doi :
10.1002/cne.24320 .
PMC
5788574 .
PMID
28875553 .
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