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Isolation of Amaryllidaceae alkaloids from Nerine bowdenii W. Watson and their biological activities

Authors: Vaněčková Nina | Hošťálková Anna | Šafratová Marcela | Kuneš Jiří | Hulcová Daniela | Hrabinová Martina | Doskočil Ivo | Štěpánková Šárka | Opletal Lubomír | Nováková Lucie | Jun Daniel | Chlebek Jakub | Cahlíková Lucie

Year: 2016

Type of publication: článek v odborném periodiku

Name of source: RSC Advances

Page from-to: 80114–80120

Titles:

Language	Name	Abstract	Keywords
cze	Izolace alkaloidů z Nerine bowdenii a určení jejich biologické aktivity	Z hlíz Nerine bowdenii (Amaryllidaceae) bylo izolováno 22 isochinolinových alkaloidů standartními chromatografickými metodami. Chemická struktura byla určena MS a 1D a 2D NMR analýzou. U izolovaných sloučenin byla ověřována jejich inhibiční schopnost vůči acetylcholinesteráze a butyrylcholinesteráze. Dále byla ověřena také cytotoxocita izolovaných látek.	izolace; alkaloidy; Amaryllidaceae; biologická aktivita
eng	Isolation of Amaryllidaceae alkaloids from Nerine bowdenii W. Watson and their biological activities	Twenty-two isoquinoline alkaloids (1–22) were isolated from fresh bulbs of Nerine bowdenii (Amaryllidaceae) by standard chromatographic methods. The chemical structures were elucidated by MS, and 1D and 2D NMR spectroscopic analyses, and by comparison with literature data. 6-ODemethylbelladine (11) and 40-O-demethylbelladine (12) are reported here for the first time. Compounds isolated in sufficient amounts were evaluated for their acetylcholinesterase, and butyrylcholinesterase inhibition activity using Ellman's method. In the prolyl oligopeptidase assay, Z-Gly-Pro-p-nitroanilide was used as substrate. Untested alkaloids were also screened for their cytotoxic activity against p53-mutated Caco-2 and HT-29 colorectal adenocarcinoma cells. At the same time, healthy small intestine cells FH-74 Int were used to determine overall toxicity against noncancerous cells. The crinine-type alkaloid buphanisine (7) demonstrated interesting cytotoxicity against both tested cancer cell lines with IC50 values of 8.59 ± 0.15 μM for Caco-2 and 5.32 ± 1.70 μM for HT-29.	Isolation; Amaryllidaceae; alkaloids; Nerine bowdenii; biological activities