Radioligands for the study of brain 5-HT1A receptors in vivo–development of some new analogues of way

Pike, Victor W.; Halldin, Christer; Wikström, Håkan; Marchais, S.; McCarron, Julie A.; Sandell, Johan; Nowicki, Bartek; Swahn, Carl‐Gunnar; Osman, Safiye; Hume, Susan P.; Constantinou, Maria; Andrée, Bengt; Farde, Lars

doi:10.1016/s0969-8051(00)00110-4

Cited by 47 publications

(24 citation statements)

References 28 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…We had successfully synthesized a ligand containing dithiocarbamate moiety for incorporating 99m Tctricarboxyl core. 99m Tc(CO) 3 -MPPDTF showed moderate brain uptake with good retention [12]. The specific binding of this radiotracer to 5-HT 1A receptor was also confirmed partially by blocking experiment in mice.…”

Section: -Htmentioning

confidence: 59%

“…The (2-methoxyphenyl)piperazine (MPP) moiety, residue of WAY 100635, which is known to have high affinity to the 5-HT 1A receptor, was selected as the prototype structure for the design of potential radiotracers [2,3]. Many 99m Tc labeled complexes carrying MPP moiety with high affinity for the 5-HT 1A receptor have been reported [4][5][6][7][8].…”

Section: -Htmentioning

confidence: 99%

“…[ 99m Tc(CO) 3 3 -MPP3DTC complex were characterized by both TLC and HPLC, and purified with semi-preparative HPLC.…”

Section: Preparation Of 99m Tc(co) 3 -Mpp3dtcmentioning

confidence: 99%

See 2 more Smart Citations

Synthesis of several MPP derivatives for 99mTc-labelling and evaluated as potential 5-HT1A receptor imaging agents

et al. 2011

View full text Add to dashboard Cite

The (2-methoxyphenyl) piperazine (MPP) was selected as the functional group and conjugated to dithiocarbamate through different spacers. A series of new MPP derivatives (MPPnDTC, n = 2-6) were synthesized and radiolabelled with 99m Tc-nitrido core or 99m Tc-tricarboxyl core as potential 5-HT 1A receptor imaging agents. All the six 99m Tc-labelled complexes were lipophilic and neutral. Biodistribution results showed that those radiotracers had moderate initial brain and hippocampus uptake. There have no significant relation was observed between the biological properties of these tracers with the length of its carbon chain. The radioactivity concentrations of hippocampus of 99m TcN-MPP2DTC, 99m TcN-MPP3DTC, 99m TcN-MPP4DTC, 99m TcN-MPP5DTC, 99m TcN-MPP6DTC and 99m Tc(CO) 3 -MPP3DTC at 2 min post-injection time (p.i.) were 0.43, 1.15, 0.99, 1.04, 1.13 and 0.83 %ID/g, respectively.MPP, 99m Tc-nitrido core, 99m Tc-tricarboxyl core, 5-HT 1A receptor

show abstract

Section: -Htmentioning

confidence: 59%

Section: -Htmentioning

confidence: 99%

See 1 more Smart Citation

Synthesis of several MPP derivatives for 99mTc-labelling and evaluated as potential 5-HT1A receptor imaging agents

et al. 2011

View full text Add to dashboard Cite

show abstract

“…Specific radioligands and single-photon emission computer tomography (SPECT) or positron emission tomography (PET) allow for a quantitative imaging of brain 5-HT 1A receptor distribution in living animals and humans. In the past few years, PET agents for imaging 5-HT 1A receptor have been studied extensively [1,[6][7][8][9][10][11][12][13][14] , such as 11 Clabeled N- (2-[4-(2-methoxyphenyl) -1-piperazinyl] ethyl-N- (2-pyridinyl) cyclohexanecarboxamide [ 11 C-WAY-100635] [6,13] , 4-(2′-methoxyphenyl)-1-[2′-(N-2′′-pyridinyl) -p-18 F-fluorobenzamido] ethylpiperazine [ 18 F-MPPF] [9,15] , 18 F-labeled trans-4-fluoro-N- (2-[4-(2-methoxyphenyl) piperazin-1-yl)ethyl]-N-(2-pyridyl)cyclohexanecarboxam ide [ 18 F-FC WAY]) [14] , and N-{2- [4-(2-methoxyphenyl) piperazinyl]ethyl}-N-(2-pyridyl)-N-(4-18 F-fluoro-methylcyclohexane)carboxamide ( 18 F-MEFWAY) [16] . Among those PET tracers, a fluoro-analogue of WAY 100635 ([ 18 F]p-MPPF) has been investigated extensively and received the most concerns due to its positive results obtained in animals and human beings [1,11,[17][18][19] .…”

Section: N-(2-(1-(4-(2-methoxyphenyl)piperazinyl)-ethyl))-n-(2-mentioning

confidence: 99%

Synthesis and biological evaluation of 99mTc-HEDTA/HYNIC-MPP4 complex for 5-HT1A receptor imaging

Fan

Yan

Zhang

et al. 2009

Sci. China Ser. B-Chem.

View full text Add to dashboard Cite

5-HT 1A receptor is associated with a variety of pathophysiology of neuropsychiatric disorders. Accordingly, we have synthesized a new 5-HT 1A receptor ligand (HYNIC-MPP4) and labeled it with 99m Tc using N-(2-hydroxyethyl)ethylenediaminetriacetic acid (HEDTA) as coligand. 99m Tc-HEDTA/HYNIC-MPP4 was prepared under pH 6 at room temperature. Biodistribution of 99m Tc-HEDTA/HYNIC-MPP4 in normal mice showed that this complex had moderate brain uptake (0.60% ID·g −1 at 2 min p.i.) and good retention. The hippocampus had the highest radioactivity uptake at 2 min p.i. (1.84% ID·g −1 ). The ratio of Hipp/CB was 3.1 at 2 min p.i. and increased to 4.4 at 60 min p.i. After blocking with 8-hydroxy-2-(dipropylamino) tetralin, the uptake of hippocampus was decreased significantly from 1.84% ID·g −1 to 0.53% ID·g −1 at 2 min p.i., while the cerebellum had no significant decrease. This 99m Tc complex could be a potent agent for 5-HT 1A receptor imaging. 5-HT1A receptor, 99m Tc, N-{4-[4-(2-methoxyphenyl)piperazin-1-yl]butyl}-3-(6-hydrazinyl) pyridyl carboxamide (HYNIC-MPP4), biodistribution

show abstract

“…Consequently, the search for alternative radioligands which can be prepared more easily while showing improved metabolic resistance is still a relevant issue. 4,5,[11][12][13][14][15] Several studies highlighted the tolerance of the WAY-100635 lead structure to replacement of the pyridinyl amide group by other substituents, including bulky metallic fragments, such as [ 19,20 These building blocks were functionalized with piperazinyl fragments, which were incorporated at the 5-position of the azole ring. 21 Some of the resulting functionalized complexes displayed excellent sub-nanomolar affinities for 5-HT 1A receptors, and their biodistribution is currently under evaluation.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and biological evaluation ofS-[¹¹C]methylated mercaptoimidazole piperazinyl derivatives as potential radioligands for imaging 5-HT_1Areceptors by positron emission tomography (PET)

García¹,

Xavier²,

Paulo³

et al. 2005

J Label Compd Radiopharm

View full text Add to dashboard Cite

show abstract

Radioligands for the study of brain 5-HT1A receptors in vivo–development of some new analogues of way

Cited by 47 publications

References 28 publications

Synthesis of several MPP derivatives for 99mTc-labelling and evaluated as potential 5-HT1A receptor imaging agents

Synthesis of several MPP derivatives for 99mTc-labelling and evaluated as potential 5-HT1A receptor imaging agents

Synthesis and biological evaluation of 99mTc-HEDTA/HYNIC-MPP4 complex for 5-HT1A receptor imaging

Synthesis and biological evaluation ofS-[¹¹C]methylated mercaptoimidazole piperazinyl derivatives as potential radioligands for imaging 5-HT_1Areceptors by positron emission tomography (PET)

Contact Info

Product

Resources

About

Radioligands for the study of brain 5-HT1A receptors in vivo–development of some new analogues of way

Cited by 47 publications

References 28 publications

Synthesis of several MPP derivatives for 99mTc-labelling and evaluated as potential 5-HT1A receptor imaging agents

Synthesis of several MPP derivatives for 99mTc-labelling and evaluated as potential 5-HT1A receptor imaging agents

Synthesis and biological evaluation of 99mTc-HEDTA/HYNIC-MPP4 complex for 5-HT1A receptor imaging

Synthesis and biological evaluation ofS-[11C]methylated mercaptoimidazole piperazinyl derivatives as potential radioligands for imaging 5-HT1Areceptors by positron emission tomography (PET)

Contact Info

Product

Resources

About

Synthesis and biological evaluation ofS-[¹¹C]methylated mercaptoimidazole piperazinyl derivatives as potential radioligands for imaging 5-HT_1Areceptors by positron emission tomography (PET)