Abstract

JULIAN, Aníbal  and  DELGADO, Guillermo. (±)-Bocconarborines A and B, Novel 1,3-Bis-Benzo[c]phenanthridinyl Acetone Alkaloids from Bocconia arborea. Rev. Soc. Quím. Méx [online]. 2001, vol.45, n.4, pp.189-194. ISSN 0583-7693.

Chemical examination of the aerial parts of Bocconia arborea (Papaveraceae), a plant used in traditional medicine, led to the characterization of (±)-6-acetonyldihydrosanguinarine (1), (±)-6-acetonyldihydrochelerythrine (2), (±)-6-methoxydihydrochelerythrine (3), (±)-sanguidimerine (4), chelidimerine (5), and the novel constituents (±)-bocconarborine A ((6R,6'S + 6S,6'R)-13-(6-hydrosanguinarinyl)-15-(6'-hydrochelerythrinyl)-acetone, 6) and (±)-bocconarborine B ((6R,6'R + 6S,6'S)-13-(6-hydrosanguinarinyl)-15-(6'-hydrochelerythrinyl)-acetone, 7). The structure and stereochemistry of the novel structures were determined by analyzing the preferred conformations and the spectroscopic data. Antimicrobial evaluations revealed that 3 exhibited activity against S. aureus, S. faecalis and C. albicans.

Keywords : Bocconia arborea; medicinal plant; Papaveraceae; alkaloids; benzophenanthridine; bocconarborines A and B; antimicrobial activity.