Synthesis and binding affinities of 2β-(3-iodoallyloxycarbonyl)3β-(4-substituted-aryl)tropane analogues as ligands for the dopamine transporter studies

被引：3

作者：

Chung, KH

Lim, CH

Lee, DR

Jin, CB

Chi, DY

机构：

[1] Inha Univ, Dept Chem, Nam Gu, Inchon 402751, South Korea

[2] Future Chem Co, Nam Gu, Inchon 402751, South Korea

[3] Korea Inst Sci & Technol, Bioanalysis & Biotransformat Res Ctr, Seoul 130650, South Korea

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2001年 / 11卷 / 23期

关键词：

D O I：

10.1016/S0960-894X(01)00625-4

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Tropane analogues from cocaine, which is known to be one of the most reinforcing and addictive compounds, were designed, synthesized, and characterized for inhibition of presynaptic uptake of dopamine (DA) in brain. Eight new derivatives of 3 beta -aryl-2 beta-(3-iodoallyloxycarbonyl)tropanes were synthesized and tested for their potential abilities to displace [H-3]2 beta -carbomethoxy-3 beta-(4-fluorophenyl)tropane (WIN 35,428) binding to the rat striatal membranes. (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

页码：3077 / 3080

页数：4

共 50 条

[21] Novel 3-aminomethyl- and 4-aminopiperidine analogues of 1-[2-(diphenylmethoxy)ethyl]-4-(3-phenylpropyl)piperazines: Synthesis and evaluation as dopamine transporter ligands
Choi, SW
Elmaleh, DR
Hanson, RN
Fischman, AJ
JOURNAL OF MEDICINAL CHEMISTRY, 2000, 43 (02) : 205 - 213
[22] Rhodamine-labeled 2β-carbomethoxy-3β-(3,4-dichlorophenyl)- tropane analogues as high-affinity fluorescent probes for the dopamine transporter
Cha, JH
Zou, MF
Adkins, EM
Rasmussen, SGF
Loland, CJ
Schoenenberger, B
Gether, U
Newman, AH
JOURNAL OF MEDICINAL CHEMISTRY, 2005, 48 (24) : 7513 - 7516
[23] Synthesis and monoamine transporter affinity of 3'-analogs of 2-β-carbomethoxy-3-β-(4'-iodophenyl)tropane (β-CIT)
Bois, F
Baldwin, RM
Kula, NS
Baldessarini, RJ
Innis, RB
Tamagnan, G
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2004, 14 (09) : 2117 - 2120
[24] SYNTHESIS AND DOPAMINE RECEPTOR AFFINITIES OF 2-(4-FLUORO-3-HYDROXYPHENYL)ETHYLAMINE AND N-SUBSTITUTED DERIVATIVES
CLAUDI, F
CARDELLINI, M
CINGOLANI, GM
PIERGENTILI, A
PERUZZI, G
BALDUINI, W
JOURNAL OF MEDICINAL CHEMISTRY, 1990, 33 (09) : 2408 - 2412
[25] Cationic interactions at the human dopamine transporter reveal binding conformations for dopamine distinguishable from those for the cocaine analog 2α-carbomethoxy-3α-(4-fluorophenyl)tropane
Chen, NH
Sun, LL
Reith, MEA
JOURNAL OF NEUROCHEMISTRY, 2002, 81 (06) : 1383 - 1393
[26] Synthesis and biological activity of new 6- and 7-substituted 2β-butyl-3-phenyltropanes as ligands for the dopamine transporter
Prakash, KRC
Araldi, GL
Smith, MP
Zhang, M
Johnson, KM
Kozikowski, AP
MEDICINAL CHEMISTRY RESEARCH, 1998, 8 (1-2) : 43 - 58
[27] Highly selective chiral N-substituted 3α-[bis(4′-fluorophenyl)methoxy]tropane analogs for the dopamine transporter:: Synthesis and comparative molecular field analysis.
Robarge, MJ
Agoston, GE
Izenwasser, S
Kopajtic, T
George, C
Newman, AH
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1999, 218 : U952 - U952
[28] Synthesis and monoamine transporter affinity of 3-aryl substituted trop-2-enes
Krunic, A
Mariappan, SVS
Reith, MEA
Dunn, WJ
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2005, 15 (24) : 5488 - 5493
[29] Synthesis, structure, dopamine transporter affinity, and dopamine uptake inhibition of 6-alkyl-3-benzyl-2-[(methoxycarbonyl)methyl]tropane derivatives
Lomenzo, SA
Izenwasser, S
Katz, JL
Terry, PD
Zhu, NJ
Klein, CL
Trudell, ML
JOURNAL OF MEDICINAL CHEMISTRY, 1997, 40 (26) : 4406 - 4414
[30] Synthesis of 3 beta-aryl-8-azabicyclo[3.2.1]octanes with high binding affinities and selectivities for the serotonin transporter site
Davies, HML
Kuhn, LA
Thornley, C
Matasi, JJ
Sexton, T
Childers, SR
JOURNAL OF MEDICINAL CHEMISTRY, 1996, 39 (13) : 2554 - 2558

← 1 2 3 4 5 →