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

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60162694%3AG44__%2F18%3A43889442" target="_blank" >RIV/60162694:G44__/18:43889442 - isvavai.cz</a>

Nalezeny alternativní kódy

RIV/00216208:11150/18:10380165 RIV/00216208:11160/18:10380165

Výsledek na webu

<a href="https://link.springer.com/content/pdf/10.1007%2Fs12272-017-1000-4.pdf" target="_blank" >https://link.springer.com/content/pdf/10.1007%2Fs12272-017-1000-4.pdf</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1007/s12272-017-1000-4" target="_blank" >10.1007/s12272-017-1000-4</a>

Jazyk výsledku

angličtina

Název v původním jazyce

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

Popis výsledku v původním jazyce

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&apos;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 A mu M), and norlycoramine (11) demonstrated promising POP inhibition (IC50 = 0.21 +/- 0.01 mM).

Název v anglickém jazyce

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

Popis výsledku anglicky

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&apos;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 A mu M), and norlycoramine (11) demonstrated promising POP inhibition (IC50 = 0.21 +/- 0.01 mM).

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

30104 - Pharmacology and pharmacy

Projekt

—

Návaznosti

S - Specificky vyzkum na vysokych skolach

Rok uplatnění

2018

Kód důvěrnosti údajů

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

Název periodika

Archives of Pharmacal Research

ISSN

0253-6269

e-ISSN

—

Svazek periodika

41

Číslo periodika v rámci svazku

2

Stát vydavatele periodika

KR - Korejská republika

Počet stran výsledku

11

Strana od-do

208-218

Kód UT WoS článku

000424689700007

EID výsledku v databázi Scopus

2-s2.0-85038083938