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Structure Elucidation and Cholinesterase Inhibition Activity of Two New Minor Amaryllidaceae Alkaloids
- 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.
- Subjects :
- Circular dichroism
Stereochemistry
Pharmaceutical Science
01 natural sciences
Article
Analytical Chemistry
lcsh:QD241-441
Structure-Activity Relationship
03 medical and health sciences
chemistry.chemical_compound
Alkaloids
Hippeastrum
lcsh:Organic chemistry
Alzheimer Disease
Catalytic Domain
Drug Discovery
Cholinesterases
Humans
Physical and Theoretical Chemistry
9-O-demethyllycorenine
Amaryllidaceae Alkaloids
Butyrylcholinesterase
030304 developmental biology
chemistry.chemical_classification
0303 health sciences
Molecular Structure
biology
Circular Dichroism
Alkaloid
Organic Chemistry
Amaryllidaceae
biology.organism_classification
Acetylcholinesterase
0104 chemical sciences
Molecular Docking Simulation
010404 medicinal & biomolecular chemistry
Enzyme
chemistry
Chemistry (miscellaneous)
Molecular Medicine
Cholinesterase Inhibitors
Alzheimer’s disease
narciabduliine
Subjects
Details
- Language :
- English
- ISSN :
- 14203049
- Volume :
- 26
- Issue :
- 1279
- Database :
- OpenAIRE
- Journal :
- Molecules
- Accession number :
- edsair.doi.dedup.....64e7ee193e9755524370ca30bc22c220