Alkaloids from Narcissus poeticus cv. Pink Parasol of various structural types and their biological activity

다국어 초록 (Multilingual Abstract)

Fifteen Amaryllidaceae alkaloids (1–15) of variousstructural types were isolated by standard chromatographicmethods from fresh bulbs of Narcissus poeticus cv.
Pink Parasol. The chemical structures were elucidated byMS, and 1D and 2D NMR spectroscopic analyses, and bycomparison with literature data. Narcipavline (5) and narcikachnine(6) are reported here for the first time. In theirstructure are combined two basic structural types ofAmaryllidaceae alkaloids (galanthamine- and galanthindole-structural types), which represent a new structuraltype of these compounds. Alkaloids isolated in sufficientamounts were evaluated for their human erythrocyticacetylcholinesterase, and human serum butyrylcholinesterase(HuBuChE) inhibition activity using Ellman’smethod. Z-Gly-Pro-p-nitroanilide was used assubstrate in the prolyl oligopeptidase (POP) assay. Untestedalkaloids were also screened for their cytotoxic activityagainst a small panel of human cancer cells, which spannedcell lines from different tissue types. In parallel, MRC-5human fibroblasts were employed to determine overalltoxicity against noncancerous cells. Some compounds wereevaluated for their antiprotozoal activity. The newly isolatedalkaloid narcipavline (5) showed interestingHuBuChE inhibition activity (IC50 = 24.4 ± 1.2 lM), andnorlycoramine (11) demonstrated promising POP inhibition(IC50 = 0.21 ± 0.01 mM).

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