Alkaloids from Narcissus poeticus cv. Pink Parasol of various structural types and their biological activity
Language English Country Korea (South) Media print-electronic
Document type Journal Article
PubMed
29243039
DOI
10.1007/s12272-017-1000-4
PII: 10.1007/s12272-017-1000-4
Knihovny.cz E-resources
- Keywords
- Alzheimer’s disease, Amaryllidaceae, Antiplasmodial activity, Cytotoxicity, Narcissus poeticus cv. Pink Parasol,
- MeSH
- Alkaloids chemistry isolation & purification pharmacology MeSH
- A549 Cells MeSH
- HT29 Cells MeSH
- Butyrylcholinesterase metabolism MeSH
- Cholinesterase Inhibitors chemistry isolation & purification pharmacology MeSH
- HeLa Cells MeSH
- Growth Inhibitors chemistry isolation & purification pharmacology MeSH
- Jurkat Cells MeSH
- Plant Roots MeSH
- Humans MeSH
- MCF-7 Cells MeSH
- Mice MeSH
- Narcissus * MeSH
- Animals MeSH
- Check Tag
- Humans MeSH
- Mice MeSH
- Animals MeSH
- Publication type
- Journal Article MeSH
- Names of Substances
- Alkaloids MeSH
- Butyrylcholinesterase MeSH
- Cholinesterase Inhibitors MeSH
- Growth Inhibitors MeSH
Fifteen Amaryllidaceae alkaloids (1-15) of various structural types were isolated by standard chromatographic methods from fresh bulbs of Narcissus poeticus cv. Pink Parasol. The chemical structures were elucidated by MS, and 1D and 2D NMR spectroscopic analyses, and by comparison with literature data. Narcipavline (5) and narcikachnine (6) are reported here for the first time. In their structure are combined two basic structural types of Amaryllidaceae alkaloids (galanthamine- and galanthindole-structural types), which represent a new structural type of these compounds. Alkaloids isolated in sufficient amounts were evaluated for their human erythrocytic acetylcholinesterase, and human serum butyrylcholinesterase (HuBuChE) inhibition activity using Ellman's method. Z-Gly-Pro-p-nitroanilide was used as substrate in the prolyl oligopeptidase (POP) assay. Untested alkaloids were also screened for their cytotoxic activity against a small panel of human cancer cells, which spanned cell lines from different tissue types. In parallel, MRC-5 human fibroblasts were employed to determine overall toxicity against noncancerous cells. Some compounds were evaluated for their antiprotozoal activity. The newly isolated alkaloid narcipavline (5) showed interesting HuBuChE inhibition activity (IC50 = 24.4 ± 1.2 µM), and norlycoramine (11) demonstrated promising POP inhibition (IC50 = 0.21 ± 0.01 mM).
References provided by Crossref.org
Amaryllidaceae Alkaloids as Potential Glycogen Synthase Kinase-3β Inhibitors
