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Molecules 2017, 22(12), 2191; https://doi.org/10.3390/molecules22122191

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.
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)
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Abstract

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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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).
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Tallini, L.R.; Osorio, E.H.; Santos, V.D.; Borges, W.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.

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