Synthesis and structure-activity relationship studies of polysubstituted pyrimidines as inhibitors of immune-activated nitric oxide production

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216208%3A11140%2F15%3A10296060" target="_blank" >RIV/00216208:11140/15:10296060 - isvavai.cz</a>

Nalezeny alternativní kódy

RIV/68378041:_____/15:00444646 RIV/61388963:_____/15:00444646

Výsledek na webu

<a href="http://link.springer.com/content/pdf/10.1007%2Fs00044-014-1285-5.pdf" target="_blank" >http://link.springer.com/content/pdf/10.1007%2Fs00044-014-1285-5.pdf</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1007/s00044-014-1285-5" target="_blank" >10.1007/s00044-014-1285-5</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Synthesis and structure-activity relationship studies of polysubstituted pyrimidines as inhibitors of immune-activated nitric oxide production

Popis výsledku v původním jazyce

Based on the previous discovery of the inhibitory effect of the 5-substituted 2-amino-4,6-dichloropyrimidines on nitric oxide (NO) production in vitro, a series of novel pyrimidine derivatives, namely 4,6-dichloro-2-[(N,N-dimethylamino)methyleneamino]pyrimidines, 2,4-diamino-6-chloropyrimidines, and 2,4-diamino-6-(2-hydroxyethoxy)pyrimidines, were prepared bearing various substituents at the C-5 position on the pyrimidine, such as hydrogen, methyl, ethyl, propyl, isopropyl, propargyl, allyl, butyl, sec-butyl, phenyl, benzyl, and fluorine. The intrinsic biological potential of the prepared compounds was characterized by effects on the in vitro production of immune-activated NO in mouse peritoneal cells. All 5-substituted 4,6-dichloro-2-[(N,N-dimethylamino)methyleneamino]pyrimidines strongly inhibited NO production. The IC(50)s were < 5 A mu M in most cases. The highest inhibitory activity was observed for the 5-sec-butyl analog (IC50 = 2.57 A mu M), the lowest one for 5-unsubtituted com

Název v anglickém jazyce

Synthesis and structure-activity relationship studies of polysubstituted pyrimidines as inhibitors of immune-activated nitric oxide production

Popis výsledku anglicky

Based on the previous discovery of the inhibitory effect of the 5-substituted 2-amino-4,6-dichloropyrimidines on nitric oxide (NO) production in vitro, a series of novel pyrimidine derivatives, namely 4,6-dichloro-2-[(N,N-dimethylamino)methyleneamino]pyrimidines, 2,4-diamino-6-chloropyrimidines, and 2,4-diamino-6-(2-hydroxyethoxy)pyrimidines, were prepared bearing various substituents at the C-5 position on the pyrimidine, such as hydrogen, methyl, ethyl, propyl, isopropyl, propargyl, allyl, butyl, sec-butyl, phenyl, benzyl, and fluorine. The intrinsic biological potential of the prepared compounds was characterized by effects on the in vitro production of immune-activated NO in mouse peritoneal cells. All 5-substituted 4,6-dichloro-2-[(N,N-dimethylamino)methyleneamino]pyrimidines strongly inhibited NO production. The IC(50)s were < 5 A mu M in most cases. The highest inhibitory activity was observed for the 5-sec-butyl analog (IC50 = 2.57 A mu M), the lowest one for 5-unsubtituted com

Druh

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

CEP obor

FR - Farmakologie a lékárnická chemie

OECD FORD obor

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Projekt

Výsledek vznikl pri realizaci vícero projektů. Více informací v záložce Projekty.

Návaznosti

I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Rok uplatnění

2015

Kód důvěrnosti údajů

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

Název periodika

Medicinal Chemistry Research

ISSN

1054-2523

e-ISSN

—

Svazek periodika

24

Číslo periodika v rámci svazku

5

Stát vydavatele periodika

US - Spojené státy americké

Počet stran výsledku

13

Strana od-do

2154-2166

Kód UT WoS článku

000354476500033

EID výsledku v databázi Scopus

2-s2.0-84939998143