N-methyl amine-substituted fluoxetine derivatives: New dopamine transporter inhibitors

Archives of Pharmacal Research

Volumn 32, Issue 12, 2009, Pages 1663-1671

  Yoon, Young Sil ^a,b   Cho, Taesup ^a,c   Yoon, Sung Hwa ^a   Min, Churl Ki ^a   Lee, Changho ^d  

^a Ajou University   (South Korea)

^b Sungkyunkwan University   (South Korea)

^c UNIVERSITY OF BRITISH COLUMBIA   (Canada)

^d Hanyang University   (South Korea)

Author keywords

Dopamine; Dopamine transporter; Dopamine transporter inhibitors; Fluoxetine analogues

Indexed keywords

3BETA (4 IODOPHENYL) 2BETA TROPANECARBOXYLIC ACID METHYL ESTER; COCAINE; DOPAMINE TRANSPORTER; FD 2; FD 4; FLUOXETINE; IODINE 125; N 3 TRIFLUOROPHENOXY 3 PHENYLPROPANE IMIDAZOLE; N ETHANOL 3 (4 TRIFLUOROPHENOXY) 3 PHENYL PROPANEAMINE; TRITIUM; UNCLASSIFIED DRUG;

ARTICLE; BINDING AFFINITY; BINDING ASSAY; CONTROLLED STUDY; DOPAMINE UPTAKE; DRUG BINDING; DRUG POTENCY; EMBRYO; HUMAN; HUMAN CELL; IC 50; KIDNEY CELL; LIGAND BINDING; PROTEIN EXPRESSION; VOLTAGE CLAMP;

ANTIDEPRESSIVE AGENTS, SECOND-GENERATION; CELL LINE; COCAINE; DOPAMINE; DOPAMINE PLASMA MEMBRANE TRANSPORT PROTEINS; ELECTROPHYSIOLOGY; ETHANOLAMINES; FLUOXETINE; HUMANS; IMIDAZOLES; PHENYL ETHERS; RECOMBINANT PROTEINS; REVERSE TRANSCRIPTASE POLYMERASE CHAIN REACTION; TRANSFECTION;

EID: 77249168661     PISSN: 02536269     EISSN: 19763786     Source Type: Journal    
DOI: 10.1007/s12272-009-2201-2     Document Type: Article

References (32)

1. +) via impairment of energy metabolism Neurochem. Int. 35 393 403 10.1016/S0197-0186(99)00083-2 (Pubitemid 29397666)
2. S. G. Amara M. J. Kuhar 1993 Neurotransmitter transporters: recent progress Annu. Rev. Neurosci. 16 73 93 10.1146/annurev.ne.16.030193.000445 1:CAS:528:DyaK3sXktVSqur8%3D 8096377
3. P. H. Andersen 1989 The dopamine uptake inhibitor GBR12909: Selectivity and molecular mechanism of action Eur. J. Pharmacol. 166 493 504 10.1016/0014-2999(89)90363-4 1:CAS:528:DyaL1MXls1OitL0%3D 2530094
4. 125I]RTI- 55 to dopamine and serotonin transporters in rat brain Synapse 12 27 36 10.1002/syn.890120104 1:CAS:528:DyaK3sXmtlI%3D 1411961
5. M. M. Bradford 1976 A rapid and sensitive method for the quantification of microgram quantities of protein utilizing the principle of protein-dye binding Anal. Biochem. 72 248 254 10.1016/0003-2697(76)90527-3 1:CAS:528:DyaE28XksVehtrY%3D 942051
6. Y.-M. Chae K.-K. Park.-K. Lee J.-K. Kim C.-H. Kim Y.-C. Chang 2006 Ring-Sp1 decoy oligonucleotide effectively suppresses extracellular matrix gene expression and fibrosis of rat kidney induced by unilateral ureteral obstruction Gene Ther. 13 430 439 10.1038/sj.gt.3302696 1:CAS:528:DC%2BD28Xhs1SrsLw%3D 16341057
7. C. Earles J. Schenk 1999 Multisubstrate mechanism for the inward transport of dopamine by the human dopamine transporter expressed in HEK cells and its inhibition by cocaine Synapse 33 230 238 10.1002/(SICI)1098- 2396(19990901)33:3<230::AID-SYN7>3.0.CO;2-K 1:CAS:528:DyaK1MXkvFaju7c%3D 10420170 (Pubitemid 29372849)
8. A. L. Eshleman M. Carmolli M. Cumbay C. R. Martens K. A. Neve A. Janowsky 1999 Characteristics of drug interactions with recombinant biogenic amine transporters expressed in the same cell type J. Pharmacol. Exp. Ther. 289 877 885 1:CAS:528:DyaK1MXislGisrg%3D 10215666
9. R. W. Fuller D. T. Wong D. W. Robertson 1991 Fluoxetine, a selective inhibitor of serotonin uptake Med. Res. Rev. 11 17 34 10.1002/med.2610110103 1:CAS:528:DyaK3MXpsVCqtA%3D%3D 1994152
10. A. Galli L. J. DeFelice B. J. Duke K. R. Moore R. D. Blaskely 1995 Sodium-dependent norepinephrine-induced currents in norepinephrine transporter transfected HEK-293 cells blocked by cocaine and antidepressants J. Exp. Biol. 198 2197 2212 1:CAS:528:DyaK2MXpsVCiu70%3D 7500004
11. B. Giros S. L. Mestikawy L. Bertrand M. G. Caron 1991 Cloning and functional characterization of a cocaine-sensitive dopamine transporter FEBS Lett. 295 149 154 10.1016/0014-5793(91)81406-X 1:CAS:528:DyaK3sXhtF2itr0%3D 1765147
12. O. P. Hamill A. Marty N. Neher B. Sakmann F. J. Sigworth 1981 Improved patch-clamp techniques for high-resolution current recording from cells and cell-free membrane patches Pflugers Arch. 391 85 100 10.1007/BF00656997 1:STN:280:DyaL38%2FjslWrug%3D%3D 6270629 (Pubitemid 11012976)
13. 3H] catecholamines by homogenates of rat corpus striatum and cerebral cortex: effects of amphetamine analogues Neuropharmacology 12 669 679 10.1016/0028-3908(73)90120-2 1:CAS:528:DyaE2cXjtlOluw%3D%3D 4730376
14. 3H] dopamine in rat brain tissue slices Biochem. Pharmacol. 103 241 248
15. A. V. Hill 1910 The possible effects of the aggregation of the molecules of haemoglobin on its dissociation curves J. Physiol. (Lond.) 138 190 194
16. M. Inazu N. Kubota H. Takeda J. Zhang Y. Kiuchi K. Oguchi T. Matsumiya 1999 Pharmacological characterization of dopamine transport in cultured astrocytes Life Sci. 64 2239 2245 10.1016/S0024-3205(99)00175-7 1:CAS:528:DyaK1MXjt1Oqsbc%3D 10374914 (Pubitemid 29254044)
17. Iversen L. L., Uptake processes for biogenic amines, In Iversen L. L., Iversen, S. D., and Snyder, S. H. (Eds). Handbook of psychopharmacology. Plenum Press, New York, vol 3, pp 381-442 (1975).
18. J. E. Kilty D. Lorang S. G. Amara 1991 Cloning and expression of a cocaine-sensitive rat dopamine transporter Science 254 578 579 10.1126/science.1948035 1:CAS:528:DyaK3sXhslahtQ%3D%3D 1948035
19. M. J. Kuhar M. C. Ritz J. W. Boja 1991 The dopamine hypothesis of the reinforcing properties of cocaine Trends Neurosci. 14 299 302 10.1016/0166-2236(91)90141-G 1:CAS:528:DyaK3MXlvFOnu7k%3D 1719677
20. M. J. Kuhar R. H. Roth G. K. Aghajanian 1972 Synaptosome from forebrains of rats with midbrain raphe lesion: selective reduction of serotonin uptake J. Pharmacol. Exp. Ther. 181 36 45 1:CAS:528:DyaE38XktFertrg%3D 4552069
21. - with the binding of amphetamine, octopamine, and tyramine to the human dopamine transporter J. Neurochem. 74 1538 1552 10.1046/j.1471-4159.2000.0741538.x 1:CAS:528:DC%2BD3cXitVegtLg%3D 10737611 (Pubitemid 30163975)
22. 3H] WIN35,428 to the human dopamine transporter J. Neurochem. 72 1095 1109 10.1046/j.1471-4159.1999.0721095.x 1:CAS:528:DyaK1MXhsFWgs7c%3D 10037481 (Pubitemid 29085024)
23. L. Norregaard D. Frederiksen E. Nielsen U. Gether 1998 Delineation of an endogenous zinc-binding site in the human dopamine transporter EMBO J. 17 4266 4273 10.1093/emboj/17.15.4266 1:CAS:528:DyaK1cXlsFOltL4%3D 9687495 (Pubitemid 28362617)
24. Y. Qian A. Galli S. Ramamoorthy S. Risso L. J. DeFelico R. D. Blakely 1997 Protein Kinase C activation regulates human serotonin transporters in HEK-293 cells via altered cell surface expression J. Neurosci. 17 45 57 1:CAS:528:DyaK2sXmsVGi 8987735
25. M. E. A. Reith L. L. Costa 1992 Evidence for mutually exclusive binding of cocaine, BTCP, GBR12909, and dopamine to the dopamine transporter Eur. J. Pharmacol. 227 417 425 10.1016/0922-4106(92)90160-W 1:CAS:528: DyaK3sXntlGjtg%3D%3D 1446712
26. M. C. Ritz R. J. Lamb S. R. Goldberg M. J. Kuhar 1987 Cocaine receptors on dopamine transporters are related to self-administration of cocaine Science 237 1219 1223 10.1126/science.2820058 1:CAS:528:DyaL2sXls1yisr4%3D 2820058
27. S. Shimada S. Kitayama C. L. Lin A. Patel E. Nanthakumar P. Gregor M. Kuhar G. Uhl 1991 Cloning and expression of a cocaine-sensitive dopamine transporter complementary DNA Science 254 576 578 10.1126/science.1948034 1:CAS:528:DyaK3sXhtFOkuro%3D 1948034
28. H. H. Sitte S. Huck H. Reither S. Boethm E. A. Singer C. Pifl 1998 Carrier-mediated release, transport rates, and charge transfer induced by amphetamine, tyramine, and dopamine in mammalian cells transfected with the human dopamine transporter J. Neurochem. 71 1289 1297 1:CAS:528: DyaK1cXls1Khtbs%3D 9721755
29. M. S. Sonders S. J. Zhu N. R. Zahniser M. P. Kavanaugh S. G. Amara 1997 Multiple ionic conductances of the human dopamine transporter: The actions of dopamine and psychostimulants J. Neurosci. 17 960 974 1:CAS:528: DyaK2sXos1yksQ%3D%3D 8994051
30. M. Tatsumi K. Groshan R. D. Blakely E. Richelson 1997 Pharmacological profile of antidepressants and related compounds at human monoamine transporters Eur. J. Pharmacol. 340 249 258 10.1016/S0014-2999(97)01393-9 1:CAS:528:DyaK2sXotVyjsbo%3D 9537821 (Pubitemid 28022649)
31. D. R. Tomas D. R. Nelson A. M. Johnson 1987 Biochemical effects of the antidepressant paroxetine, a specific 5-hydroxytryptamine uptake inhibitor Psychopharmacology 93 193 200
32. S. Zhu M. P. Kavanaugh M. S. Sonders S. G. Amara N. R. Zahniser 1997 Activation of protein kinase C inhibits uptakes, currents and binding associated with the human dopamine transporter expressed in Xenopus oocytes J. Pharmacol. Exp. Ther. 282 1358 1365 1:CAS:528:DyaK2sXmsVGltLo%3D 9316847