Synthesis and biological evaluation of two novel DAT-binding technetium complexes containing a piperidine based analogue of cocaine

被引：16

作者：

Hoepping, A

Babich, J

Zubieta, JA

Johnson, KM

Machill, S

Kozikowski, AP

机构：

[1] Georgetown Univ, Med Ctr, Drug Discovery Program, Washington, DC 20007 USA

[2] Biostream Inc, Wellesley, MA 02181 USA

[3] Syracuse Univ, Dept Chem, Syracuse, NY 13244 USA

[4] Univ Texas, Med Branch, Dept Pharmacol & Toxicol, Galveston, TX 77555 USA

[5] Tech Univ Dresden, Inst Analyt Chem, D-01062 Dresden, Germany

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 1999年 / 9卷 / 22期

关键词：

D O I：

10.1016/S0960-894X(99)00562-4

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Two new technetium complexes containing a piperidine template have been synthesized and evaluated as possible leads for the development of dopamine transporter (DAT) imaging agents. Binding data for the corresponding rhenium complexes containing either a monoaminomonoamide (MAMA') or a diaminodithiol (DADT) chelating unit exhibited significant affinity for the DAT. Initial biodistribution studies in rats revealed only a low brain uptake. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

收藏

页码：3211 / 3216

页数：6

相关论文

共 11 条

[1] POSITRON EMISSION TOMOGRAPHIC IMAGING OF THE DOPAMINE TRANSPORTER WITH C-11 WIN 35,428 REVEALS MARKED DECLINES IN MILD PARKINSONS-DISEASE [J].

FROST, JJ ;

ROSIER, AJ ;

REICH, SG ;

SMITH, JS ;

EHLERS, MD ;

SNYDER, SH ;

RAVERT, HT ;

DANNALS, RF .

ANNALS OF NEUROLOGY, 1993, 34 (03) :423-431

[2] TROTEC-1: A new high-affinity ligand for labeling of the dopamine transporter [J].

Hoepping, A ;

Reisgys, M ;

Brust, P ;

Seifert, S ;

Spies, H ;

Alberto, R ;

Johannsen, B .

JOURNAL OF MEDICINAL CHEMISTRY, 1998, 41 (23) :4429-4432

[3] Chemistry and pharmacology of the piperidine-based analogues of cocaine. Identification of potent DAT inhibitors lacking the tropane skeleton [J].

Kozikowski, AP ;

Araldi, GL ;

Boja, J ;

Meil, WM ;

Johnson, KM ;

Flippen-Anderson, JL ;

George, C ;

Saiah, E .

JOURNAL OF MEDICINAL CHEMISTRY, 1998, 41 (11) :1962-1969

[4] [Tc-99m]TRODAT-1: A novel technetium-99m complex as a dopamine transporter imaging agent [J].

Kung, MP ;

Stevenson, DA ;

Plossl, K ;

Meegalla, SK ;

Beckwith, A ;

Essman, WD ;

Mu, M ;

Lucki, I ;

Kung, HF .

EUROPEAN JOURNAL OF NUCLEAR MEDICINE, 1997, 24 (04) :372-380

[5]

Madras BK, 1996, SYNAPSE, V22, P239, DOI 10.1002/(SICI)1098-2396(199603)22:3<239::AID-SYN6>3.0.CO

[6]

2-D

[7] Specificity of diastereomers of [99mTc]TRODAT-1 as dopamine transporter imaging agents [J].

Meegalla, SK ;

Plössl, K ;

Kung, MP ;

Stevenson, DA ;

Mu, M ;

Kushner, S ;

Liable-Sands, LM ;

Reingold, AL ;

Kung, HF .

JOURNAL OF MEDICINAL CHEMISTRY, 1998, 41 (04) :428-436

[8] A technetium-99m SPECT imaging agent which targets the dopamine transporter in primate brain [J].

Meltzer, PC ;

Blundell, P ;

Jones, AG ;

Mahmood, A ;

Garada, B ;

Zimmerman, RE ;

Davison, A ;

Holman, BL ;

Madras, BK .

JOURNAL OF MEDICINAL CHEMISTRY, 1997, 40 (12) :1835-1844

[9] Small and neutral TcvO BAT, bisaminoethanethiol (N2S2) complexes for developing new brain imaging agents [J].

Oya, S ;

Plossl, K ;

Kung, MP ;

Stevenson, DA ;

Kung, HF .

NUCLEAR MEDICINE AND BIOLOGY, 1998, 25 (02) :135-140

[10] TECHNETIUM RADIOPHARMACEUTICALS - FUNDAMENTALS, SYNTHESIS, STRUCTURE, AND DEVELOPMENT [J].

SCHWOCHAU, K .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1994, 33 (22) :2258-2267