메뉴 건너뛰기




Volumn 20, Issue 6, 2015, Pages 9591-9615

Synthesis,18 F-Radiolabelling and Biological Characterization of Novel Fluoroalkylated Triazine Derivatives for in Vivo Imaging of Phosphodiesterase 2A in Brain via Positron Emission Tomography

Author keywords

Alzheimer's disease; Micellar hplc; PDE2A; Pet imaging in brain

Indexed keywords

CYCLIC NUCLEOTIDE PHOSPHODIESTERASE 2; FLUORINE; PDE2A PROTEIN, HUMAN; PHOSPHODIESTERASE INHIBITOR; RADIOPHARMACEUTICAL AGENT; TRIAZINE DERIVATIVE;

EID: 84938342534     PISSN: None     EISSN: 14203049     Source Type: Journal    
DOI: 10.3390/molecules20069591     Document Type: Article
Times cited : (14)

References (48)
  • 2
    • 33748686575 scopus 로고    scopus 로고
    • Cyclic nucleotide phosphodiesterases: Molecular regulation to clinical use
    • Bender, A.T.; Beavo, J.A. Cyclic nucleotide phosphodiesterases: Molecular regulation to clinical use. Pharmacol. Rev. 2006, 58, 488-520.
    • (2006) Pharmacol. Rev. , vol.58 , pp. 488-520
    • Bender, A.T.1    Beavo, J.A.2
  • 3
    • 84888876598 scopus 로고    scopus 로고
    • PDE2 inhibition: Potential for the treatment of cognitive disorders
    • Gomez, L.; Breitenbucher, J.G. PDE2 inhibition: Potential for the treatment of cognitive disorders. Bioorg. Med. Chem. Lett. 2013, 23, 6522-6527.
    • (2013) Bioorg. Med. Chem. Lett. , vol.23 , pp. 6522-6527
    • Gomez, L.1    Breitenbucher, J.G.2
  • 5
    • 84895529193 scopus 로고    scopus 로고
    • The role of cyclic nucleotide signaling pathways in cancer: Targets for prevention and treatment
    • Fajardo, A.; Piazza, G.; Tinsley, H. The role of cyclic nucleotide signaling pathways in cancer: Targets for prevention and treatment. Cancers 2014, 6, 436-458.
    • (2014) Cancers , vol.6 , pp. 436-458
    • Fajardo, A.1    Piazza, G.2    Tinsley, H.3
  • 6
    • 31144433061 scopus 로고    scopus 로고
    • Cyclic nucleotide phosphodiesterase (PDE) superfamily: A new target for the development of specific therapeutic agents
    • Lugnier, C. Cyclic nucleotide phosphodiesterase (PDE) superfamily: A new target for the development of specific therapeutic agents. Pharmacol. Ther. 2006, 109, 366-398.
    • (2006) Pharmacol. Ther. , vol.109 , pp. 366-398
    • Lugnier, C.1
  • 7
    • 84857080656 scopus 로고    scopus 로고
    • Cyclic nucleotide phosphodiesterase (PDE) isozymes as targets of the intracellular signalling network: Benefits of PDE inhibitors in various diseases and perspectives for future therapeutic developments
    • Keravis, T.; Lugnier, C. Cyclic nucleotide phosphodiesterase (PDE) isozymes as targets of the intracellular signalling network: Benefits of PDE inhibitors in various diseases and perspectives for future therapeutic developments. Br. J. Pharmacol. 2012, 165, 1288-1305.
    • (2012) Br. J. Pharmacol. , vol.165 , pp. 1288-1305
    • Keravis, T.1    Lugnier, C.2
  • 8
    • 84925840511 scopus 로고    scopus 로고
    • Phosphodiesterase: An interface connecting cognitive deficits to neuropsychiatric and neurodegenerative diseases
    • Wang, Z.Z.; Zhang, Y.; Zhang, H.T.; Li, Y.F. Phosphodiesterase: An interface connecting cognitive deficits to neuropsychiatric and neurodegenerative diseases. Curr. Pharm. Des. 2015, 21, 303-316.
    • (2015) Curr. Pharm. Des. , vol.21 , pp. 303-316
    • Wang, Z.Z.1    Zhang, Y.2    Zhang, H.T.3    Li, Y.F.4
  • 9
    • 77956925425 scopus 로고    scopus 로고
    • Quantitative comparison of phosphodiesterase mRNA distribution in human brain and peripheral tissues
    • Lakics, V.; Karran, E.H.; Boess, F.G. Quantitative comparison of phosphodiesterase mRNA distribution in human brain and peripheral tissues. Neuropharmacology 2010, 59, 367-374.
    • (2010) Neuropharmacology , vol.59 , pp. 367-374
    • Lakics, V.1    Karran, E.H.2    Boess, F.G.3
  • 13
    • 0035847253 scopus 로고    scopus 로고
    • The effects of phosphodiesterase inhibition on cyclic GMP and cyclic AMP accumulation in the hippocampus of the rat
    • Van Staveren, W.C.G.; Markerink-van Ittersum, M.; Steinbusch, H.W.M.; de Vente, J. The effects of phosphodiesterase inhibition on cyclic GMP and cyclic AMP accumulation in the hippocampus of the rat. Brain Res. 2001, 888, 275-286.
    • (2001) Brain Res. , vol.888 , pp. 275-286
    • Van Staveren, W.C.G.1    Markerink-van Ittersum, M.2    Steinbusch, H.W.M.3    De Vente, J.4
  • 14
    • 0036088736 scopus 로고    scopus 로고
    • Hydrolysis of N-methyl-D-aspartate receptor-stimulated cAMP and cGMP by PDE4 and PDE2 phosphodiesterases in primary neuronal cultures of rat cerebral cortex and hippocampus
    • Suvarna, N.U.; O'Donnell, J.M. Hydrolysis of N-methyl-D-aspartate receptor-stimulated cAMP and cGMP by PDE4 and PDE2 phosphodiesterases in primary neuronal cultures of rat cerebral cortex and hippocampus. J. Pharmacol. Exp. Ther. 2002, 302, 249-256.
    • (2002) J. Pharmacol. Exp. Ther. , vol.302 , pp. 249-256
    • Suvarna, N.U.1    O'Donnell, J.M.2
  • 15
  • 17
    • 84865984857 scopus 로고    scopus 로고
    • Inhibition of phoshodiesterase type 2 or type 10 reverses object memory deficits induced by scopolamine or MK-801
    • Reneerkens, O.A.; Rutten, K.; Bollen, E.; Hage, T.; Blokland, A.; Steinbusch, H.W.; Prickaerts, J. Inhibition of phoshodiesterase type 2 or type 10 reverses object memory deficits induced by scopolamine or MK-801. Behav. Brain Res. 2013, 236, 16-22.
    • (2013) Behav. Brain Res. , vol.236 , pp. 16-22
    • Reneerkens, O.A.1    Rutten, K.2    Bollen, E.3    Hage, T.4    Blokland, A.5    Steinbusch, H.W.6    Prickaerts, J.7
  • 18
    • 84874719688 scopus 로고    scopus 로고
    • Characterization of phosphodiesterase 2A in human malignant melanoma PMP cells
    • Morita, H.; Murata, T.; Shimizu, K.; Okumura, K.; Inui, M.; Tagawa, T. Characterization of phosphodiesterase 2A in human malignant melanoma PMP cells. Oncol. Rep. 2013, 29, 1275-1284.
    • (2013) Oncol. Rep. , vol.29 , pp. 1275-1284
    • Morita, H.1    Murata, T.2    Shimizu, K.3    Okumura, K.4    Inui, M.5    Tagawa, T.6
  • 19
    • 0027172155 scopus 로고
    • 3?,5?-Cyclic nucleotide phosphodiesterase in tumor cells as potential target for tumor growth inhibition
    • Drees, M.; Zimmermann, R.; Eisenbrand, G. 3?,5?-Cyclic nucleotide phosphodiesterase in tumor cells as potential target for tumor growth inhibition. Cancer Res. 1993, 53, 3058-3061.
    • (1993) Cancer Res. , vol.53 , pp. 3058-3061
    • Drees, M.1    Zimmermann, R.2    Eisenbrand, G.3
  • 20
    • 84922450469 scopus 로고    scopus 로고
    • Tumour growth inhibition and anti-angiogenic effects using curcumin correspond to combined PDE2 and PDE4 inhibition
    • Abusnina, A.; Keravis, T.; Zhou, Q.; Justiniano, H.; Lobstein, A.; Lugnier, C. Tumour growth inhibition and anti-angiogenic effects using curcumin correspond to combined PDE2 and PDE4 inhibition. Thromb. Haemost. 2015, 113, 319-328.
    • (2015) Thromb. Haemost. , vol.113 , pp. 319-328
    • Abusnina, A.1    Keravis, T.2    Zhou, Q.3    Justiniano, H.4    Lobstein, A.5    Lugnier, C.6
  • 21
    • 84908032811 scopus 로고    scopus 로고
    • PDE2 is a novel target for attenuating tumor formation in a mouse model of UVB-induced skin carcinogenesis
    • Bernard, J.J.; Lou, Y.R.; Peng, Q.Y.; Li, T.; Lu, Y.P. PDE2 is a novel target for attenuating tumor formation in a mouse model of UVB-induced skin carcinogenesis. PLoS ONE 2014, 9, e109862.
    • (2014) PLoS ONE , vol.9 , pp. e109862
    • Bernard, J.J.1    Lou, Y.R.2    Peng, Q.Y.3    Li, T.4    Lu, Y.P.5
  • 22
    • 0029088562 scopus 로고
    • Isozyme selective inhibition of cGMP-stimulated cyclic nucleotide phosphodiesterases by erythro-9-(2-hydroxy-3-nonyl)adenine
    • Podzuweit, T.; Nennstiel, P.; Müller, A. Isozyme selective inhibition of cGMP-stimulated cyclic nucleotide phosphodiesterases by erythro-9-(2-hydroxy-3-nonyl)adenine. Cell Signal. 1995, 7, 733-738.
    • (1995) Cell Signal. , vol.7 , pp. 733-738
    • Podzuweit, T.1    Nennstiel, P.2    Müller, A.3
  • 23
    • 0036513937 scopus 로고    scopus 로고
    • Erythro- and threo-2-hydroxynonyl substituted 2-phenyladenines and 2-phenyl-8-azaadenines: Ligands for A1 adenosine receptors and adenosine deaminase
    • Biagi, G.; Giorgi, I.; Livi, O.; Pacchini, F.; Rum, P.; Scartoni, V.; Costa, B.; Mazzoni, M.R.; Giusti, L. Erythro- and threo-2-hydroxynonyl substituted 2-phenyladenines and 2-phenyl-8-azaadenines: Ligands for A1 adenosine receptors and adenosine deaminase. Farmaco 2002, 57, 221-233.
    • (2002) Farmaco , vol.57 , pp. 221-233
    • Biagi, G.1    Giorgi, I.2    Livi, O.3    Pacchini, F.4    Rum, P.5    Scartoni, V.6    Costa, B.7    Mazzoni, M.R.8    Giusti, L.9
  • 26
    • 84875732694 scopus 로고    scopus 로고
    • Phosphodiesterase-2 inhibitor reverses corticosterone-induced neurotoxicity and related behavioural changes via cGMP/PKG dependent pathway
    • Xu, Y.; Pan, J.; Chen, L.; Zhang, C.; Sun, J.; Li, J.; Nguyen, L.; Nair, N.; Zhang, H.; O'Donnell, J.M. Phosphodiesterase-2 inhibitor reverses corticosterone-induced neurotoxicity and related behavioural changes via cGMP/PKG dependent pathway. Int. J. Neuropsychopharmacol. 2013, 16, 835-847.
    • (2013) Int. J. Neuropsychopharmacol. , vol.16 , pp. 835-847
    • Xu, Y.1    Pan, J.2    Chen, L.3    Zhang, C.4    Sun, J.5    Li, J.6    Nguyen, L.7    Nair, N.8    Zhang, H.9    O'Donnell, J.M.10
  • 27
    • 46549084175 scopus 로고    scopus 로고
    • The effect of selective inhibition of cyclic GMP hydrolyzing phosphodiesterases 2 and 5 on learning and memory processes and nitric oxide synthase activity in brain during aging
    • Domek-Łopacińska, K.; Strosznajder, J.B. The effect of selective inhibition of cyclic GMP hydrolyzing phosphodiesterases 2 and 5 on learning and memory processes and nitric oxide synthase activity in brain during aging. Brain Res. 2008, 1216, 68-77.
    • (2008) Brain Res. , vol.1216 , pp. 68-77
    • Domek-Łopacińska, K.1    Strosznajder, J.B.2
  • 28
    • 33847305401 scopus 로고    scopus 로고
    • Time-dependent involvement of cAMP and cGMP in consolidation of object memory: Studies using selective phosphodiesterase type 2, 4 and 5 inhibitors
    • Rutten, K.; Prickaerts, J.; Hendrix, M.; van der Staay, F.J.; Şik, A.; Blokland, A. Time-dependent involvement of cAMP and cGMP in consolidation of object memory: Studies using selective phosphodiesterase type 2, 4 and 5 inhibitors. Eur. J. Pharmacol. 2007, 558, 107-112.
    • (2007) Eur. J. Pharmacol. , vol.558 , pp. 107-112
    • Rutten, K.1    Prickaerts, J.2    Hendrix, M.3    Van Der Staay, F.J.4    Şik, A.5    Blokland, A.6
  • 31
    • 84872327016 scopus 로고    scopus 로고
    • Discovery of a new series of [1,2,4]triazolo[4,3-A]quinoxalines as dual phosphodiesterase 2/phosphodiesterase 10 (PDE2/PDE10) inhibitors
    • Andres, J.I.; Buijnsters, P.; de Angelis, M.; Langlois, X.; Rombouts, F.; Trabanco, A.A.; Vanhoof, G. Discovery of a new series of [1,2,4]triazolo[4,3-a]quinoxalines as dual phosphodiesterase 2/phosphodiesterase 10 (PDE2/PDE10) inhibitors. Bioorg. Med. Chem. Lett. 2013, 23, 785-790.
    • (2013) Bioorg. Med. Chem. Lett. , vol.23 , pp. 785-790
    • Andres, J.I.1    Buijnsters, P.2    De Angelis, M.3    Langlois, X.4    Rombouts, F.5    Trabanco, A.A.6    Vanhoof, G.7
  • 37
    • 84879040833 scopus 로고    scopus 로고
    • Design and selection parameters to accelerate the discovery of novel central nervous system positron emission tomography (PET) ligands and their application in the development of a novel phosphodiesterase 2A PET ligand
    • Zhang, L.; Villalobos, A.; Beck, E.M.; Bocan, T.; Chappie, T.A.; Chen, L.; Grimwood, S.; Heck, S.D.; Helal, C.J.; Hou, X.; et al. Design and selection parameters to accelerate the discovery of novel central nervous system positron emission tomography (PET) ligands and their application in the development of a novel phosphodiesterase 2A PET ligand. J. Med. Chem. 2013, 56, 4568-4579.
    • (2013) J. Med. Chem. , vol.56 , pp. 4568-4579
    • Zhang, L.1    Villalobos, A.2    Beck, E.M.3    Bocan, T.4    Chappie, T.A.5    Chen, L.6    Grimwood, S.7    Heck, S.D.8    Helal, C.J.9    Hou, X.10
  • 39
    • 84919832051 scopus 로고    scopus 로고
    • 18F-labeled radiotracers for neuroreceptor imaging with positron emission tomography
    • 18F-labeled radiotracers for neuroreceptor imaging with positron emission tomography. Neurosci. Bull. 2014, 30, 777-811.
    • (2014) Neurosci. Bull. , vol.30 , pp. 777-811
    • Brust, P.1    Van Den Hoff, J.2    Steinbach, J.3
  • 42
    • 84882258057 scopus 로고    scopus 로고
    • X-ray crystal structure of phosphodiesterase 2 in complex with a highly selective, nanomolar inhibitor reveals a binding-induced pocket important for selectivity
    • Zhu, J.; Yang, Q.; Dai, D.; Huang, Q. X-ray crystal structure of phosphodiesterase 2 in complex with a highly selective, nanomolar inhibitor reveals a binding-induced pocket important for selectivity. J. Am. Chem. Soc. 2013, 135, 11708-11711.
    • (2013) J. Am. Chem. Soc. , vol.135 , pp. 11708-11711
    • Zhu, J.1    Yang, Q.2    Dai, D.3    Huang, Q.4
  • 44
    • 84859396090 scopus 로고    scopus 로고
    • Direct plasma metabolite analysis of positron emission tomography radioligands by micellar liquid chromatography with radiometric detection
    • Nakao, R.; Schou, M.; Halldin, C. Direct plasma metabolite analysis of positron emission tomography radioligands by micellar liquid chromatography with radiometric detection. Anal. Chem. 2012, 84, 3222-3230.
    • (2012) Anal. Chem. , vol.84 , pp. 3222-3230
    • Nakao, R.1    Schou, M.2    Halldin, C.3
  • 48
    • 0034714479 scopus 로고    scopus 로고
    • Synthesis, modification, and characterization of a family of homologues of exo-calix[4]arene: Exo-[N.M.N.M]metacyclophanes, n,m ≥ 3
    • Burns, D.H.; Chan, H.K.; Miller, J.D.; Jayne, C.L.; Eichhorn, D.M. Synthesis, modification, and characterization of a family of homologues of exo-calix[4]arene: Exo-[n.m.n.m]metacyclophanes, n,m ≥ 3. J. Org. Chem. 2000, 65, 5185-5196.
    • (2000) J. Org. Chem. , vol.65 , pp. 5185-5196
    • Burns, D.H.1    Chan, H.K.2    Miller, J.D.3    Jayne, C.L.4    Eichhorn, D.M.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.