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

Authors :
Daniela Hulcová
Lucie Cahlíková
Milan Pour
Jan Korábečný
Eliška Kohelová
Jana Maříková
Michaela Vaskova
Milan Malaník
Abdullah Al Mamun
Tomas Kucera
Jiří Kuneš
Latifah Al Shammari
Lucie Nováková
Source :
Molecules, Vol 26, Iss 1279, p 1279 (2021), Molecules, Volume 26, Issue 5
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 :
1279
Database :
OpenAIRE
Journal :
Molecules
Accession number :
edsair.doi.dedup.....64e7ee193e9755524370ca30bc22c220