FACILE RADIOLABELING AND PURIFICATION OF 2-BETA-[O-(CH3)-C-11]-CARBOMETHOXY-3-BETA-ARYLTROPANES - RADIOTRACERS FOR THE DOPAMINE TRANSPORTER

被引：30

作者：

WILSON, AA

DASILVA, JN

HOULE, S

机构：

[1] PET Centre, Clarke Institute of Psychiatry, Toronto, Ontario

来源：

JOURNAL OF LABELLED COMPOUNDS & RADIOPHARMACEUTICALS | 1994年 / 34卷 / 08期

关键词：

C-11; POSITRON EMISSION TOMOGRAPHY; DOPAMINE UPTAKE SITES; RADIOTRACER; TROPANE;

D O I：

10.1002/jlcr.2580340809

中图分类号：

Q5 [生物化学];

学科分类号：

071010 ; 081704 ;

摘要：

Two potent dopamine transporter ligands, 2beta-[O-(CH3)-C-11]-carbomethoxy-3-beta-(4-methylphenyl)tropane and its 4-chlorophenyl analogue, were synthesized by O-alkylation at the 2beta-carboxy position with [C-11]-iodomethane. Separation of the [C-11]-labelled tropane from excess carboxylic acid precursor was readily achieved by semipreparative HPLC providing pure radiotracers at high specific activities (800-3000 mCi/mumole) suitable for in vivo PET studies. Radiosynthesis of this class of compounds by [O-(CH3)-C-11]-methylation offers advantages over previously reported [N-(CH3)-C-11]-methylation methods.

引用

收藏

页码：759 / 765

页数：7

相关论文

共 28 条

[1] NEUROTRANSMITTER TRANSPORTERS - RECENT PROGRESS [J].

AMARA, SG ;

KUHAR, MJ .

ANNUAL REVIEW OF NEUROSCIENCE, 1993, 16 :73-93

[2] INVIVO EVALUATION OF STRIATAL DOPAMINE REUPTAKE SITES USING C-11 NOMIFENSINE AND POSITRON EMISSION TOMOGRAPHY [J].

AQUILONIUS, SM ;

BERGSTROM, K ;

ECKERNAS, SA ;

HARTVIG, P ;

LEENDERS, KL ;

LUNDQUIST, H ;

ANTONI, G ;

GEE, A ;

RIMLAND, A ;

UHLIN, J ;

LANGSTROM, B .

ACTA NEUROLOGICA SCANDINAVICA, 1987, 76 (04) :283-287

[3] NEW, POTENT COCAINE ANALOGS - LIGAND-BINDING AND TRANSPORT STUDIES IN RAT STRIATUM [J].

BOJA, JW ;

CARROLL, FI ;

RAHMAN, MA ;

PHILIP, A ;

LEWIN, AH ;

KUHAR, MJ .

EUROPEAN JOURNAL OF PHARMACOLOGY, 1990, 184 (2-3) :329-332

[4] 3-ARYL-2-(3'-SUBSTITUTED-1',2',4'-OXADIAZOL-5'-YL)TROPANE ANALOGS OF COCAINE - AFFINITIES AT THE COCAINE BINDING-SITE AT THE DOPAMINE, SEROTONIN, AND NOREPINEPHRINE TRANSPORTERS [J].

CARROLL, FI ;

GRAY, JL ;

ABRAHAM, P ;

KUZEMKO, MA ;

LEWIN, AH ;

BOJA, JW ;

KUHAR, MJ .

JOURNAL OF MEDICINAL CHEMISTRY, 1993, 36 (20) :2886-2890

[5] COCAINE RECEPTOR - BIOCHEMICAL-CHARACTERIZATION AND STRUCTURE-ACTIVITY-RELATIONSHIPS OF COCAINE ANALOGS AT THE DOPAMINE TRANSPORTER [J].

CARROLL, FI ;

LEWIN, AH ;

BOJA, JW ;

KUHAR, MJ .

JOURNAL OF MEDICINAL CHEMISTRY, 1992, 35 (06) :969-981

[6] ISOPROPYL AND PHENYL-ESTERS OF 3-BETA-(4-SUBSTITUTED PHENYL)TROPAN-2-BETA-CARBOXYLIC ACIDS - POTENT AND SELECTIVE COMPOUNDS FOR THE DOPAMINE TRANSPORTER [J].

CARROLL, FI ;

ABRAHAM, P ;

LEWIN, AH ;

PARHAM, KA ;

BOJA, JW ;

KUHAR, MJ .

JOURNAL OF MEDICINAL CHEMISTRY, 1992, 35 (13) :2497-2500

[7] COMPOUNDS AFFECTING CENTRAL NERVOUS-SYSTEM .4. 3BETA-PHENYLTROPANE-2-CARBOXYLIC ESTERS AND ANALOGS [J].

CLARKE, RL ;

DAUM, SJ ;

GAMBINO, AJ ;

ACETO, MD ;

PEARL, J ;

LEVITT, M ;

CUMISKEY, WR ;

BOGADO, EF .

JOURNAL OF MEDICINAL CHEMISTRY, 1973, 16 (11) :1260-1267

[8]

CROUZEL C, 1987, APPL RADIAT ISOTOPES, V38, P601

[9] SYNTHESIS OF A RADIOTRACER FOR STUDYING DOPAMINE UPTAKE SITES INVIVO USING PET - 2-BETA-CARBOMETHOXY-3-BETA-(4-FLUOROPHENYL)-[N-C-11-METHYL]TROPANE ([C-11]CFT OR [C-11] WIN-35,428) [J].

DANNALS, RF ;

NEUMEYER, JL ;

MILIUS, RA ;

RAVERT, HT ;

WILSON, AA ;

WAGNER, HN .

JOURNAL OF LABELLED COMPOUNDS & RADIOPHARMACEUTICALS, 1993, 33 (02) :147-152

[10]

DANNALS RF, 1986, APPL RADIAT ISOTOPES, V37, P433