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Structure Elucidation and Cholinesterase Inhibition Activity of Two New Minor Amaryllidaceae Alkaloids.
- Source :
-
Molecules (Basel, Switzerland) [Molecules] 2021 Feb 26; Vol. 26 (5). Date of Electronic Publication: 2021 Feb 26. - Publication Year :
- 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 ( h AChE) and butyrylcholinesterase ( h BuChE) 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 IC <subscript>50</subscript> values of 3.29 ± 0.73 µM for h AChE and 3.44 ± 0.02 µM for h BuChE. The accommodation of 2 into the active sites of respective enzymes was predicted using molecular modeling simulation.
- Subjects :
- Alkaloids pharmacology
Alzheimer Disease
Amaryllidaceae Alkaloids pharmacology
Butyrylcholinesterase chemistry
Butyrylcholinesterase ultrastructure
Catalytic Domain drug effects
Cholinesterase Inhibitors pharmacology
Cholinesterases chemistry
Circular Dichroism
Humans
Molecular Docking Simulation
Molecular Structure
Structure-Activity Relationship
Alkaloids chemistry
Amaryllidaceae Alkaloids chemistry
Cholinesterase Inhibitors chemistry
Cholinesterases ultrastructure
Subjects
Details
- Language :
- English
- ISSN :
- 1420-3049
- Volume :
- 26
- Issue :
- 5
- Database :
- MEDLINE
- Journal :
- Molecules (Basel, Switzerland)
- Publication Type :
- Academic Journal
- Accession number :
- 33652925
- Full Text :
- https://doi.org/10.3390/molecules26051279