Acetylcholinesterase and butyrylcholinesterase inhibitory compounds from Eschscholzia californica (Papaveraceae)
Language English Country United States Media print
Document type Journal Article
PubMed
20734935
Knihovny.cz E-resources
- MeSH
- Acetylcholinesterase metabolism MeSH
- Enzyme Activation drug effects MeSH
- Benzylisoquinolines chemistry pharmacology MeSH
- Butyrylcholinesterase metabolism MeSH
- Eschscholzia chemistry MeSH
- Enzyme Inhibitors chemistry pharmacology MeSH
- Humans MeSH
- Tetrahydroisoquinolines chemistry pharmacology MeSH
- Check Tag
- Humans MeSH
- Publication type
- Journal Article MeSH
- Names of Substances
- 1,2,3,4-tetrahydroisoquinoline MeSH Browser
- Acetylcholinesterase MeSH
- Benzylisoquinolines MeSH
- Butyrylcholinesterase MeSH
- Enzyme Inhibitors MeSH
- reticuline MeSH Browser
- Tetrahydroisoquinolines MeSH
The roots and aerial parts of Eschscholzia californica Cham. (Papaveraceae) were extracted with ethanol. Repeated column chromatography, preparative TLC, and crystallization led to the isolation of fourteen isoquinoline alkaloids, the structures of which were determined on the basis of spectroscopic techniques and by comparison with literature values. One of the compounds isolated, 1-(3-hydroxy-4-methoxybenzyl)-2-methyl-6,7-methylenedioxy-1,2,3,4-tetrahydroisoquinoline (14), has not previously been isolated from a natural source. All isolated compounds were tested for human blood acetylcholinesterase (HuAChE) and human plasma butyrylcholinesterase (HuBuChE) inhibition activity. None of the compounds isolated significantly inhibited both HuAChE and HuBuChE, but the two benzylisoquinoline alkaloids, reticuline 9 and 14, showed promising inhibitory activity against HuBuChE.
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