Efficient Synthesis and Cytotoxic Activity of Some Symmetrical Disulfides Derived from the Quinolin-4(1H)-one Skeleton

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61989592%3A15310%2F09%3A10215396" target="_blank" >RIV/61989592:15310/09:10215396 - isvavai.cz</a>

Výsledek na webu

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DOI - Digital Object Identifier

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Jazyk výsledku

angličtina

Název v původním jazyce

Efficient Synthesis and Cytotoxic Activity of Some Symmetrical Disulfides Derived from the Quinolin-4(1H)-one Skeleton

Popis výsledku v původním jazyce

The preparation of novel organic disulfides containing the 2-(substituted phenyl)quinolin-4(1H)-one ring is described. The synthesis starts from thioanthranilic acid esterified with various bromoacetophenones. Cyclization of the resulting phenacyl thioanthranilates in trifluoroacetic acid afforded a mixture of 2-(substituted phenyl)-3-sulfanylquinolin-4(1H)- ones and 3,3-disulfanediylbis[2-(substituted phenyl)quinolin- 4(1H)-ones]. Heating of the mixture in o-xylene gave 3,3-disulfanediylbis[2-(substituted phenyl)quinolin-4(1H)-ones] of high purity. The disulfides exhibited a significant in vitro cytotoxicity against various cancer cell lines including polyresistant subclones. The data obtained are reported and discussed.

Název v anglickém jazyce

Efficient Synthesis and Cytotoxic Activity of Some Symmetrical Disulfides Derived from the Quinolin-4(1H)-one Skeleton

Popis výsledku anglicky

The preparation of novel organic disulfides containing the 2-(substituted phenyl)quinolin-4(1H)-one ring is described. The synthesis starts from thioanthranilic acid esterified with various bromoacetophenones. Cyclization of the resulting phenacyl thioanthranilates in trifluoroacetic acid afforded a mixture of 2-(substituted phenyl)-3-sulfanylquinolin-4(1H)- ones and 3,3-disulfanediylbis[2-(substituted phenyl)quinolin- 4(1H)-ones]. Heating of the mixture in o-xylene gave 3,3-disulfanediylbis[2-(substituted phenyl)quinolin-4(1H)-ones] of high purity. The disulfides exhibited a significant in vitro cytotoxicity against various cancer cell lines including polyresistant subclones. The data obtained are reported and discussed.

Druh

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

CEP obor

CC - Organická chemie

OECD FORD obor

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Projekt

<a href="/cs/project/LC07017" target="_blank" >LC07017: Centrum nádorové proteomiky</a><br>

Návaznosti

P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)<br>Z - Vyzkumny zamer (s odkazem do CEZ)

Rok uplatnění

2009

Kód důvěrnosti údajů

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

Název periodika

European Journal of Organic Chemistry

ISSN

1434-193X

e-ISSN

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Svazek periodika

23

Číslo periodika v rámci svazku

8

Stát vydavatele periodika

DE - Spolková republika Německo

Počet stran výsledku

4

Strana od-do

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Kód UT WoS článku

000269103600007

EID výsledku v databázi Scopus

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