The majority of benzylisoquinoline alkaloids isolated from plants of the CIS flora have oxygen substituents in the 6- and 7-positions. This is characteristic of a large group of isoquinolines that arise biogenetically from benzylisoquinoline precursors.
Benzylisoquinoline alkaloids have been observed in 43 species of ten genera of plants from the families Berberidaceae, Fumariaceae, Papaveraceae, Ranunculaceae, and Rhamnaceae. A total of 37 benzylisoquinolines typical of 1-benzyltetrahydroisoquinoline, 1-methyl-N-benzyltetrahydroisoquinoline, N-benzyltetrahydroisoquinoline, and 1-beyzylisoquinoline alkaloids has been isolated.
Hofmann degradation of benzyltetrahydroisoquinoline derivatives proceeds smoothly and forms the N-free compound.
Distinguishing features observed in the UV, mass, and 1H NMR spectra of benzylisoquinoline alkaloids are mainly due to the structural type or the location of the oxygen substitutents and can be used to establish the structure of a new representative...