Phytochemistry Reviews

, Volume 15, Issue 1, pp 147–160 | Cite as

The Brazilian Amaryllidaceae as a source of acetylcholinesterase inhibitory alkaloids

  • Jean Paulo de Andrade
  • Raquel B. Giordani
  • Laura Torras-Claveria
  • Natalia Belén Pigni
  • Strahil Berkov
  • Mercè Font-Bardia
  • Teresa Calvet
  • Eduardo Konrath
  • Kelly Bueno
  • Liana G. Sachett
  • Julie H. Dutilh
  • Warley de Souza Borges
  • Francesc Viladomat
  • Amelia T. Henriques
  • Jerald J. Nair
  • José Angelo S. Zuanazzi
  • Jaume Bastida
Article
First Online:
Received:
Accepted:

Abstract

Nine Brazilian Amaryllidaceae species were studied for their alkaloid composition and acetylcholinesterase (AChE) inhibitory activity via GC–MS and a modified Ellman assay, respectively. A total of thirty-six alkaloids were identified in these plants, of which Hippeastrum papilio and H. glaucescens exhibited the highest galanthamine content and the best IC50 values against AChE. Furthermore, Hippeastrum vittatum and Rhodophiala bifida also showed notable AChE inhibitory effects. X-ray crystallographic data for four galanthamine-type compounds revealed significant differences in the orientation of the N-methyl group, which are shown to be related to AChE inhibition.

Keywords

Galanthamine GC–MS Hippeastrum Sanguinine X-ray crystallography 
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Copyright information

© Springer Science+Business Media Dordrecht 2015

Authors and Affiliations

  • Jean Paulo de Andrade
    • 1
    • 2
    • 7
  • Raquel B. Giordani
    • 2
  • Laura Torras-Claveria
    • 1
  • Natalia Belén Pigni
    • 1
  • Strahil Berkov
    • 1
    • 3
  • Mercè Font-Bardia
    • 4
  • Teresa Calvet
    • 5
  • Eduardo Konrath
    • 2
  • Kelly Bueno
    • 2
  • Liana G. Sachett
    • 2
  • Julie H. Dutilh
    • 6
  • Warley de Souza Borges
    • 7
  • Francesc Viladomat
    • 1
  • Amelia T. Henriques
    • 2
  • Jerald J. Nair
    • 1
  • José Angelo S. Zuanazzi
    • 2
  • Jaume Bastida
    • 1
  1. 1.Departament de Productes Naturals, Biologia Vegetal i Edafologia, Facultat de FarmàciaUniversitat de BarcelonaBarcelonaSpain
  2. 2.Faculdade de FarmáciaUniversidade Federal do Rio Grande do SulPorto AlegreBrazil
  3. 3.AgroBioInstituteSofiaBulgaria
  4. 4.Centres Cientifics i TecnologicsUniversitat de BarcelonaBarcelonaSpain
  5. 5.Cristal.lografia, Mineralogia i Dipòsits Minerals, Facultat de GeologiaUniversitat de BarcelonaBarcelonaSpain
  6. 6.Departamento de BotânicaUniversidade de CampinasCampinasBrazil
  7. 7.Departamento de QuímicaUniversidade do Espírito SantoVitoriaBrazil

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