Bioactive montanine derivatives from halide-induced rearrangements of haemanthamine-type alkaloids. Absolute configuration by VCD

Juan C. Cedrón, Ana Estévez-Braun, Ángel G. Ravelo, David Gutiérrez, Esther Ninoska Flores Quisbert Flores Quisbert, María A. Bucio, Nury Pérez-Hernández, Pedro Joseph-Nathan

Resultado de la investigación: Contribución a una revistaArtículorevisión exhaustiva

43 Citas (Scopus)

Resumen

An unexpected rearrangement of haemanthamine-type alkaloids in the presence of halogenating agents has been found. Rearranged compounds present the 5,11-methanomorphantridine framework characteristic of montanine-type alkaloids. These compounds are difficult to obtain because of their scarcity in natural sources and because the synthetic approaches developed so far require numerous steps. Vibrational circular dichroism (VCD) spectroscopy was used to determine the absolute configuration of one of the rearranged compounds. Several rearranged alkaloids showed antimalarial activity.

Idioma originalInglés
Páginas (desde-hasta)1491-1494
Número de páginas4
PublicaciónOrganic Letters
Volumen11
N.º7
DOI
EstadoPublicada - 2 abr. 2009

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