
Twenty-one known Amaryllidaceae alkaloids of various structural types and one undescribed alkaloid, named narcimatuline, have been isolated from fresh bulbs of Narcissus pseudonarcissus L. cv. Dutch Master. The chemical structures were elucidated by combination of MS, HRMS, 1D and 2D NMR spectroscopic techniques, and by comparison with literature data. Narcimatuline amalgamates two basic scaffolds of Amaryllidaceae alkaloids in its core, namely galanthamine and galanthindole. All isolated compounds were evaluated for their in vitro acetylcholinesterase (AChE), butyrylcholinesterase (BuChE), prolyl oligopeptidase (POP), and glycogen synthase kinase-3β (GSK-3β) inhibitory activities. The most interesting biological profile was demonstrated by newly isolated alkaloid narcimatuline.
Liliopsida, Asparagales, Structure-Activity Relationship, Alzheimer Disease, Humans, Plantae, Alkaloids; Alzheimer's disease; Amaryllidaceae; Cholinesterase inhibition; Glycogen synthase kinase-3β inhibition; Narcimatuline; Narcissus pseudonarcissus L. cv. Dutch master; Prolyl oligopeptidase; Acetylcholinesterase; Alzheimer Disease; Amaryllidaceae Alkaloids; Butyrylcholinesterase; Cholinesterase Inhibitors; Dose-Response Relationship, Drug; Glycogen Synthase Kinase 3 beta; Humans; Molecular Structure; Narcissus; Neuroprotective Agents; Serine Endopeptidases; Structure-Activity Relationship, Taxonomy, Glycogen Synthase Kinase 3 beta, Dose-Response Relationship, Drug, Molecular Structure, Amaryllidaceae, Serine Endopeptidases, Narcissus, Biodiversity, Tracheophyta, Neuroprotective Agents, Butyrylcholinesterase, Acetylcholinesterase, Amaryllidaceae Alkaloids, Cholinesterase Inhibitors, Prolyl Oligopeptidases
Liliopsida, Asparagales, Structure-Activity Relationship, Alzheimer Disease, Humans, Plantae, Alkaloids; Alzheimer's disease; Amaryllidaceae; Cholinesterase inhibition; Glycogen synthase kinase-3β inhibition; Narcimatuline; Narcissus pseudonarcissus L. cv. Dutch master; Prolyl oligopeptidase; Acetylcholinesterase; Alzheimer Disease; Amaryllidaceae Alkaloids; Butyrylcholinesterase; Cholinesterase Inhibitors; Dose-Response Relationship, Drug; Glycogen Synthase Kinase 3 beta; Humans; Molecular Structure; Narcissus; Neuroprotective Agents; Serine Endopeptidases; Structure-Activity Relationship, Taxonomy, Glycogen Synthase Kinase 3 beta, Dose-Response Relationship, Drug, Molecular Structure, Amaryllidaceae, Serine Endopeptidases, Narcissus, Biodiversity, Tracheophyta, Neuroprotective Agents, Butyrylcholinesterase, Acetylcholinesterase, Amaryllidaceae Alkaloids, Cholinesterase Inhibitors, Prolyl Oligopeptidases
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