Synthesis and dopamine receptor selectivity of the benzyltetrahydroisoquinoline, (R)-(+)-nor-roefractine

被引:40
作者
Cabedo, N
Protais, P
Cassels, BK
Cortes, D [1 ]
机构
[1] Univ Valencia, Fac Farm, Dept Farmacol Farmacognosia & Farmacodinamia, E-46100 Valencia, Spain
[2] Univ Rouen, Fac Med & Pharm, Physiol Lab, F-76800 St Etienne Rouvray, France
[3] Univ Chile, Fac Ciencias, Dept Quim, Santiago, Chile
来源
JOURNAL OF NATURAL PRODUCTS | 1998年 / 61卷 / 06期
关键词
D O I
10.1021/np980008a
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
(R)-(f)-nor-Roefractine (1) was synthesized by the Bischler-Napieralski route, using asymmetric reduction of the 1,2-didehydro precursor imine with sodium (S)-N-CBZ-prolinyloxyborohydride. Compound 1 was able to displace [H-3]-raclopride (a D-2 dopamine receptor-selective ligand) from its specific binding sites in rat striatum with selectivity vs [H-3]-SCH23390 (D-1 dopamine receptor-selective ligand).
引用
收藏
页码:709 / 712
页数:4
相关论文
共 17 条
[1]  
AMMAR HA, 1983, HETEROCYCLES, V20, P451
[2]  
BERMEJO A, 1995, NAT PROD LETT, V6, P57, DOI DOI 10.1080/10575639508044088.
[3]   Synthesis of (+/-)-annonelliptine and (+/-)-anomoline [J].
Chen, CM ;
Fu, YF ;
Yang, TH .
JOURNAL OF NATURAL PRODUCTS, 1995, 58 (11) :1767-1771
[4]   DIE KONFIGURATION DES NATURLICHEN (+)-LAUDANOSINS SOWIE VERWANDTER TETRAHYDRO-ISOCHINOLIN, APORPHIN UND TETRAHYDRO-BERBERIN-ALKALOIDE [J].
CORRODI, H ;
HARDEGGER, E .
HELVETICA CHIMICA ACTA, 1956, 39 (03) :889-897
[5]  
CORTES D, 1993, NAT PROD LETT, V3, P233
[6]   2 NEW BENZYLTETRAHYDROISOQUINOLINE ALKALOIDS FROM ROEMERIA-REFRACTA [J].
GOZLER, B ;
KIVCAK, B ;
GOZLER, T ;
SHAMMA, M .
JOURNAL OF NATURAL PRODUCTS, 1990, 53 (03) :666-668
[7]  
HIBERT MF, 1991, MOL PHARMACOL, V40, P8
[8]  
MEYERS AI, 1989, HETEROCYCLES, V28, P295
[9]  
Neumeyer J.L., 1985, P146
[10]   INTERACTION OF CATECHOLAMINE-DERIVED ALKALOIDS WITH CENTRAL NEUROTRANSMITTER RECEPTORS [J].
NIMIT, Y ;
SCHULZE, I ;
CASHAW, JL ;
RUCHIRAWAT, S ;
DAVIS, VE .
JOURNAL OF NEUROSCIENCE RESEARCH, 1983, 10 (02) :175-189