Brazilian Amaryllidaceae as a source of acetylcholinesterase inhibitory alkaloids

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...

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Published in:Phytochemistry reviews 2016-02, Vol.15 (1), p.147-160
Main Authors: de Andrade, Jean Paulo, Giordani, Raquel B, Torras-Claveria, Laura, Pigni, Natalia Belén, Berkov, Strahil, Font-Bardia, Mercè, Calvet, Teresa, Konrath, Eduardo, Bueno, Kelly, Sachett, Liana G, Dutilh, Julie H, de Souza Borges, Warley, Viladomat, Francesc, Henriques, Amelia T, Nair, Jerald J, Zuanazzi, José Angelo S, Bastida, Jaume
Format: Article
Language:English
Subjects:
Acetylcholinesterase
Alkaloids
Amaryllidaceae
Biochemistry
Biomedical and Life Sciences
Chemistry/Food Science
Crystallography
gas chromatography-mass spectrometry
Hippeastrum vittatum
inhibitory concentration 50
Life Sciences
Organic Chemistry
Plant Genetics and Genomics
Plant Sciences
Rhodophiala bifida
X-ray diffraction
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Summary: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.
ISSN:1568-7767
1572-980X
DOI:10.1007/s11101-015-9411-7