Alkaloids from Hippeastrum papilio

Galanthamine, an acetylcholinesterase inhibitor marketed as a hydrobromide salt (Razadyne®, Reminyl®) for the treatment of Alzheimer’s disease (AD), is obtained from Amaryllidaceae plants, especially those belonging to the genera Leucojum, Narcissus, Lycoris and Ungernia. The growing demand for gala...

Full description

Bibliographic Details
Main Authors: Jaume Bastida, Jean Paulo de Andrade, José Angelo S. Zuanazzi, Carles Codina, Francesc Viladomat, Strahil Berkov
Format: Article
Language:English
Published: MDPI AG 2011-08-01
Series:Molecules
Subjects:
Online Access:http://www.mdpi.com/1420-3049/16/8/7097/
_version_ 1818153691863056384
author Jaume Bastida
Jean Paulo de Andrade
José Angelo S. Zuanazzi
Carles Codina
Francesc Viladomat
Strahil Berkov
author_facet Jaume Bastida
Jean Paulo de Andrade
José Angelo S. Zuanazzi
Carles Codina
Francesc Viladomat
Strahil Berkov
author_sort Jaume Bastida
collection DOAJ
description Galanthamine, an acetylcholinesterase inhibitor marketed as a hydrobromide salt (Razadyne®, Reminyl®) for the treatment of Alzheimer’s disease (AD), is obtained from Amaryllidaceae plants, especially those belonging to the genera Leucojum, Narcissus, Lycoris and Ungernia. The growing demand for galanthamine has prompted searches for new sources of this compound, as well as other bioactive alkaloids for the treatment of AD. In this paper we report the isolation of the new alkaloid 11β-hydroxygalanthamine, an epimer of the previously isolated alkaloid habranthine, which was identified using NMR techniques. It has been shown that 11β-hydroxygalanthamine has an important in vitro acetylcholinesterase inhibitory activity. Additionally, Hippeastrum papilio yielded substantial quantities of galanthamine.
first_indexed 2024-12-11T14:14:39Z
format Article
id doaj.art-b586f1f083a14bba8ed575cbb0e63264
institution Directory Open Access Journal
issn 1420-3049
language English
last_indexed 2024-12-11T14:14:39Z
publishDate 2011-08-01
publisher MDPI AG
record_format Article
series Molecules
spelling doaj.art-b586f1f083a14bba8ed575cbb0e632642022-12-22T01:03:14ZengMDPI AGMolecules1420-30492011-08-011687097710410.3390/molecules16087097Alkaloids from Hippeastrum papilioJaume BastidaJean Paulo de AndradeJosé Angelo S. ZuanazziCarles CodinaFrancesc ViladomatStrahil BerkovGalanthamine, an acetylcholinesterase inhibitor marketed as a hydrobromide salt (Razadyne®, Reminyl®) for the treatment of Alzheimer’s disease (AD), is obtained from Amaryllidaceae plants, especially those belonging to the genera Leucojum, Narcissus, Lycoris and Ungernia. The growing demand for galanthamine has prompted searches for new sources of this compound, as well as other bioactive alkaloids for the treatment of AD. In this paper we report the isolation of the new alkaloid 11β-hydroxygalanthamine, an epimer of the previously isolated alkaloid habranthine, which was identified using NMR techniques. It has been shown that 11β-hydroxygalanthamine has an important in vitro acetylcholinesterase inhibitory activity. Additionally, Hippeastrum papilio yielded substantial quantities of galanthamine.http://www.mdpi.com/1420-3049/16/8/7097/11β-hydroxygalanthamineHippeastrum papilio2D NMR
spellingShingle Jaume Bastida
Jean Paulo de Andrade
José Angelo S. Zuanazzi
Carles Codina
Francesc Viladomat
Strahil Berkov
Alkaloids from Hippeastrum papilio
Molecules
11β-hydroxygalanthamine
Hippeastrum papilio
2D NMR
title Alkaloids from Hippeastrum papilio
title_full Alkaloids from Hippeastrum papilio
title_fullStr Alkaloids from Hippeastrum papilio
title_full_unstemmed Alkaloids from Hippeastrum papilio
title_short Alkaloids from Hippeastrum papilio
title_sort alkaloids from hippeastrum papilio
topic 11β-hydroxygalanthamine
Hippeastrum papilio
2D NMR
url http://www.mdpi.com/1420-3049/16/8/7097/
work_keys_str_mv AT jaumebastida alkaloidsfromhippeastrumpapilio
AT jeanpaulodeandrade alkaloidsfromhippeastrumpapilio
AT joseangeloszuanazzi alkaloidsfromhippeastrumpapilio
AT carlescodina alkaloidsfromhippeastrumpapilio
AT francescviladomat alkaloidsfromhippeastrumpapilio
AT strahilberkov alkaloidsfromhippeastrumpapilio