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Structure Elucidation and Cholinesterase Inhibition Activity of Two New Minor Amaryllidaceae Alkaloids

Authors :
Jana Maříková
Abdullah Al Mamun
Latifah Al Shammari
Jan Korábečný
Tomáš Kučera
Daniela Hulcová
Jiří Kuneš
Milan Malaník
Michaela Vašková
Eliška Kohelová
Lucie Nováková
Lucie Cahlíková
Milan Pour
Source :
Molecules, Vol 26, Iss 5, p 1279 (2021)
Publication Year :
2021
Publisher :
MDPI AG, 2021.

Abstract

Two new minor Amaryllidaceae alkaloids were isolated from Hippeastrum × hybridum cv. Ferrari and Narcissus pseudonarcissus cv. Carlton. The chemical structures were identified by various spectroscopic (one- and two-dimensional (1D and 2D) NMR, circular dichroism (CD), high-resolution mass spectrometry (HRMS) and by comparison with literature data of similar compounds. Both isolated alkaloids were screened for their human acetylcholinesterase (hAChE) and butyrylcholinesterase (hBuChE) inhibition activity. One of the new compounds, a heterodimer alkaloid of narcikachnine-type, named narciabduliine (2), showed balanced inhibition potency for both studied enzymes, with IC50 values of 3.29 ± 0.73 µM for hAChE and 3.44 ± 0.02 µM for hBuChE. The accommodation of 2 into the active sites of respective enzymes was predicted using molecular modeling simulation.

Details

Language :
English
ISSN :
14203049
Volume :
26
Issue :
5
Database :
Directory of Open Access Journals
Journal :
Molecules
Publication Type :
Academic Journal
Accession number :
edsdoj.b9a347dd61454b02bc4a33e58d50cbc9
Document Type :
article
Full Text :
https://doi.org/10.3390/molecules26051279