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Article

Hippeastrum reticulatum (Amaryllidaceae): Alkaloid Profiling, Biological Activities and Molecular Docking

1
Group of Natural Products, Faculty of Pharmacy, University of Barcelona, Av. Joan XXIII, 27-31, 08028-Barcelona, Spain
2
Department of Basic Sciences, Catholic University Luis Amigó, SISCO, Transversal 51 A No. 67B-90, Medellín, Colombia
3
Department of Chemistry, Federal University of Espírito Santo, Av. Fernando Ferrari 514, 29075-915 Vitória ES, Brazil
4
Medicinal Parasitology and Infection Biology, Swiss Tropical Institute, Socinstrasse 57, 4051 Basel, Switzerland
5
University of Basel, Petersplatz 1, 4001 Basel, Switzerland
6
Faculty of Pharmacy, Federal University of Rio Grande do Sul, Av. Ipiranga 2752, 90610-000 Porto Alegre RS, Brazil
*
Author to whom correspondence should be addressed.
Molecules 2017, 22(12), 2191; https://doi.org/10.3390/molecules22122191
Received: 24 October 2017 / Revised: 5 December 2017 / Accepted: 7 December 2017 / Published: 9 December 2017
(This article belongs to the Collection Herbal Medicine Research)
The Amaryllidaceae family has proven to be a rich source of active compounds, which are characterized by unique skeleton arrangements and a broad spectrum of biological activities. The aim of this work was to perform the first detailed study of the alkaloid constituents of Hippeastrum reticulatum (Amaryllidaceae) and to determine the anti-parasitological and cholinesterase (AChE and BuChE) inhibitory activities of the epimers (6α-hydroxymaritidine and 6β-hydroxymaritidine). Twelve alkaloids were identified in H. reticulatum: eight known alkaloids by GC-MS and four unknown (6α-hydroxymaritidine, 6β-hydroxymaritidine, reticulinine and isoreticulinine) by NMR. The epimer mixture (6α-hydroxymaritidine and 6β-hydroxymaritidine) showed low activity against all protozoan parasites tested and weak AChE-inhibitory activity. Finally, a molecular docking analysis of AChE and BuChE proteins showed that isoreticulinine may be classified as a potential inhibitory molecule since it can be stabilized in the active site through hydrogen bonds, π-π stacking and hydrophobic interactions. View Full-Text
Keywords: 6α-hydroxymaritidine; 6β-hydroxymaritidine; reticulinine; isoreticulinine; Hippeastrum reticulatum 6α-hydroxymaritidine; 6β-hydroxymaritidine; reticulinine; isoreticulinine; Hippeastrum reticulatum
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MDPI and ACS Style

Tallini, L.R.; Osorio, E.H.; Santos, V.D.d.; Borges, W.D.S.; Kaiser, M.; Viladomat, F.; Zuanazzi, J.A.S.; Bastida, J. Hippeastrum reticulatum (Amaryllidaceae): Alkaloid Profiling, Biological Activities and Molecular Docking. Molecules 2017, 22, 2191. https://doi.org/10.3390/molecules22122191

AMA Style

Tallini LR, Osorio EH, Santos VDd, Borges WDS, Kaiser M, Viladomat F, Zuanazzi JAS, Bastida J. Hippeastrum reticulatum (Amaryllidaceae): Alkaloid Profiling, Biological Activities and Molecular Docking. Molecules. 2017; 22(12):2191. https://doi.org/10.3390/molecules22122191

Chicago/Turabian Style

Tallini, Luciana R.; Osorio, Edison H.; Santos, Vanessa D.d.; Borges, Warley D.S.; Kaiser, Marcel; Viladomat, Francesc; Zuanazzi, José A.S.; Bastida, Jaume. 2017. "Hippeastrum reticulatum (Amaryllidaceae): Alkaloid Profiling, Biological Activities and Molecular Docking" Molecules 22, no. 12: 2191. https://doi.org/10.3390/molecules22122191

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