Isolation and X-ray Crystal Structure of Tetrahydroisoquinoline Alkaloids from Calycotome Villosa Subsp. intermedias
Open Access
- 31 July 2004
- Vol. 9 (8) , 650-657
- https://doi.org/10.3390/90800650
Abstract
Two tetrahydroisoquinoline alkaloids were extracted from the alkaloid fraction of a methanol extract of the seeds of Calycotome Villosa Subsp. intermedia. Their structures were established as (R)-1-hydroxymethyl-7-8-dimethoxy-1,2,3,4-tetrahydro- isoquinoline (1) and (S)-7-hydroxymethyl-2-3-dimethoxy-7,8,9,10-tetrahydroisoquinoline chloride (2) by spectroscopic techniques and X-ray diffraction analysis.Keywords
This publication has 17 references indexed in Scilit:
- Flavone Glycosides from Calycotome Villosa Subsp. IntermediaMolecules, 2004
- Synthesis and Human β-Adrenoceptor Activity of 1-(3,5-Diiodo-4- methoxybenzyl)-1,2,3,4-tetrahydroisoquinolin-6-ol Derivatives in VitroJournal of Medicinal Chemistry, 2000
- A facile asymmetric synthesis of 1-substituted tetrahydroisoquinoline based on a chiral ligand-mediated addition of organolithium to imineTetrahedron: Asymmetry, 1999
- Synthesis of some N-methyl-1,2,3,4-tetrahydroisoquinolines by Friedel–Crafts cyclisation using benzotriazole auxiliaryJournal of the Chemical Society, Perkin Transactions 1, 1999
- Asymmetric Synthesis and Enantioselectivity of Binding of 1-Aryl-1,2,3,4-tetrahydroisoquinolines at thePCP Site of theNMDA Receptor ComplexEuropean Journal of Organic Chemistry, 1998
- Enantioselective synthesis of (S)-calycotomine employing catalytic asymmetric hydrogenation with an iridium(I)–(R)-BINAP–phthalimide complexTetrahedron: Asymmetry, 1998
- General asymmetric synthesis of isoquinoline alkaloids. Enantioselective hydrogenation of enamides catalyzed by BINAP-ruthenium(II) complexesThe Journal of Organic Chemistry, 1994
- Phencyclidine-like effects of tetrahydroisoquinolines and related compoundsJournal of Medicinal Chemistry, 1989
- Alkaloids ofGenista involucrataandGenista albidaPlanta Medica, 1987
- Synthesen in der Isochinolinreihe Zur Konfiguration von (−)‐1‐(p‐Chlorphenäthyl)‐2‐methyl‐6,7‐dimethoxy‐1,2,3,4‐tetrahydro‐isochinolinHelvetica Chimica Acta, 1961