Synthesis and Dopamine Receptor Selectivity of the Benzyltetrahydroisoquinoline, (R)-(+)-nor-Roefractine
- 19 May 1998
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of Natural Products
- Vol. 61 (6) , 709-712
- https://doi.org/10.1021/np980008a
Abstract
(R)-(+)-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 [3H]-raclopride (a D2 dopamine receptor-selective ligand) from its specific binding sites in rat striatum with selectivity vs [3H]-SCH23390 (D1 dopamine receptor-selective ligand).Keywords
This publication has 7 references indexed in Scilit:
- Effects of Various Isoquinoline Alkaloids on In Vitro 3H-Dopamine Uptake by Rat Striatal SynaptosomesJournal of Natural Products, 1995
- Dopaminergic Isoquinoline Alkaloids from Roots ofXylopia papuanaNatural Product Letters, 1995
- High Affinity and Selectivity of Some Tetrahydroprotoberberine Alkaloids for Rat Striatal3H-raclopride Binding SitesNatural Product Letters, 1993
- Displacement activity of some natural cularine alkaloids at striatal3H-SCH 23 390 and3H-raclopride binding sitesCellular and Molecular Life Sciences, 1992
- The Asymmetric Total Synthesis of (+)-ReticulineHETEROCYCLES, 1989
- Interaction of catecholamine‐derived alkaloids with central neurotransmitter receptorsJournal of Neuroscience Research, 1982
- Die Konfiguration des natürlichen (+)‐Laudanosins sowie verwandter Tetrahydro‐isochinolin‐, Aporphin‐ und Tetrahydro‐berberin‐AlkaloideHelvetica Chimica Acta, 1956