114622-14-9Relevant articles and documents
Biomimetic formation of macrocyclic spermine alkaloids
Dimitrov, Vladimir,Geneste, Herve,Guggisberg, Armin,Hesse, Manfred
, p. 2108 - 2118 (2007/10/03)
Dihydroxyverbacine (10), a precursor for oxidative phenol coupling, was obtained via (±)-buchnerine (14), whose synthesis is described. The oxidizing system hemin (ferriprotoporphyrin IX chloride)/H2O2 promoted intramolecular coupling of 10 to give the alkaloids aphelandrine (1), orantine (2), and chaenorpine (7). The alkaloids were identified by on-line coupled HPLC and atmospheric-pressure chemical-ionization (APCI) mass spectrometry.