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

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60162694%3AG44__%2F16%3A43875630" target="_blank" >RIV/60162694:G44__/16:43875630 - isvavai.cz</a>

Nalezeny alternativní kódy

RIV/60460709:41210/16:70719 RIV/00216208:11160/16:10328751 RIV/00216275:25310/16:39901727

Výsledek na webu

<a href="http://pubs.rsc.org/en/Content/ArticleLanding/2016/RA/C6RA20205E#!divAbstract" target="_blank" >http://pubs.rsc.org/en/Content/ArticleLanding/2016/RA/C6RA20205E#!divAbstract</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1039/c6ra20205e" target="_blank" >10.1039/c6ra20205e</a>

Jazyk výsledku

angličtina

Název v původním jazyce

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

Popis výsledku v původním jazyce

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-O-Demethylbelladine (11) and 4'-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 mu M for Caco-2 and 5.32 +/- 1.70 mu M for HT-29.

Název v anglickém jazyce

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

Popis výsledku anglicky

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-O-Demethylbelladine (11) and 4'-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 mu M for Caco-2 and 5.32 +/- 1.70 mu M for HT-29.

Druh

J_x - Nezařazeno - Článek v odborném periodiku (Jimp, Jsc a Jost)

CEP obor

CE - Biochemie

OECD FORD obor

—

Projekt

—

Návaznosti

I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Rok uplatnění

2016

Kód důvěrnosti údajů

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Název periodika

RSC Advances

ISSN

2046-2069

e-ISSN

—

Svazek periodika

6

Číslo periodika v rámci svazku

83

Stát vydavatele periodika

GB - Spojené království Velké Británie a Severního Irska

Počet stran výsledku

7

Strana od-do

80114-80120

Kód UT WoS článku

000382539600098

EID výsledku v databázi Scopus

—