Structural modification of trilobolide for upgrading its immunobiological properties and reducing its cytotoxic action

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388963%3A_____%2F19%3A00505590" target="_blank" >RIV/61388963:_____/19:00505590 - isvavai.cz</a>

Nalezeny alternativní kódy

RIV/68378041:_____/19:00505590 RIV/00216208:11140/19:10399941 RIV/60461373:22330/19:43917970

Výsledek na webu

<a href="https://www.sciencedirect.com/science/article/abs/pii/S0367326X18320987?via%3Dihub" target="_blank" >https://www.sciencedirect.com/science/article/abs/pii/S0367326X18320987?via%3Dihub</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1016/j.fitote.2019.02.002" target="_blank" >10.1016/j.fitote.2019.02.002</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Structural modification of trilobolide for upgrading its immunobiological properties and reducing its cytotoxic action

Popis výsledku v původním jazyce

Five new and three known sesquiterpene lactones were prepared by chemical transformation of trilobolide originally isolated from seeds of Laser trilobum (L.) Borkh. Chemical identity of the known compounds, and structural analysis of the new ones, were determined by HR MS and by 1H and 13C NMR spectroscopy. The new trilobolide derivatives were obtained by modification of the acyl substituent in the position C-8, the others by acetylating of the specific lactone diol moiety. The purposefully selected representative set of these trilobolide derivatives was tested for specific immunobiological properties. The obtained results demonstrated that trilobolide and some of its C-8 acyl analogs are strong activators of NO production, i.e. potent immunostimulatory agents. On contrary the C-8 deacyl derivative or the per-acetylated derivative are only very mild activators, or even inhibitors of the nitric oxide production.

Název v anglickém jazyce

Structural modification of trilobolide for upgrading its immunobiological properties and reducing its cytotoxic action

Popis výsledku anglicky

Five new and three known sesquiterpene lactones were prepared by chemical transformation of trilobolide originally isolated from seeds of Laser trilobum (L.) Borkh. Chemical identity of the known compounds, and structural analysis of the new ones, were determined by HR MS and by 1H and 13C NMR spectroscopy. The new trilobolide derivatives were obtained by modification of the acyl substituent in the position C-8, the others by acetylating of the specific lactone diol moiety. The purposefully selected representative set of these trilobolide derivatives was tested for specific immunobiological properties. The obtained results demonstrated that trilobolide and some of its C-8 acyl analogs are strong activators of NO production, i.e. potent immunostimulatory agents. On contrary the C-8 deacyl derivative or the per-acetylated derivative are only very mild activators, or even inhibitors of the nitric oxide production.

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

10401 - Organic chemistry

Projekt

<a href="/cs/project/GA14-04329S" target="_blank" >GA14-04329S: Vztah mezi biologickou aktivitou a intracelulární lokalizací seskviterpenových laktonů</a><br>

Návaznosti

I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Rok uplatnění

2019

Kód důvěrnosti údajů

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

Název periodika

Fitoterapia

ISSN

0367-326X

e-ISSN

—

Svazek periodika

134

Číslo periodika v rámci svazku

Apr

Stát vydavatele periodika

IT - Italská republika

Počet stran výsledku

8

Strana od-do

88-95

Kód UT WoS článku

000468710300012

EID výsledku v databázi Scopus

2-s2.0-85061656778