Synthesis and biological activity evaluation of hydrazone derivatives based on a Troger's base skeleton

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22340%2F15%3A43899958" target="_blank" >RIV/60461373:22340/15:43899958 - isvavai.cz</a>

Nalezeny alternativní kódy

RIV/68378050:_____/15:00455810 RIV/61989592:15110/15:33154138

Výsledek na webu

<a href="http://dx.doi.org/10.1016/j.bmc.2015.01.029" target="_blank" >http://dx.doi.org/10.1016/j.bmc.2015.01.029</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1016/j.bmc.2015.01.029" target="_blank" >10.1016/j.bmc.2015.01.029</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Synthesis and biological activity evaluation of hydrazone derivatives based on a Troger's base skeleton

Popis výsledku v původním jazyce

We report the design and synthesis of novel anticancer agents based on bis-hydrazones separated by a rigid Troger's base skeleton. This novel approach combines a biologically active moiety (hydrazone) with this scaffold (Troger's base) to construct DNA intercalators. Evaluation of the anticancer activity of these agents using seven cancer cell lines and two healthy cell lines found that several derivatives had potent anticancer activity and excellent selectivity indexes toward cancer cells. The antimicrobial activities were tested on a set of thirteen bacterial stains, but the prepared compounds were not active. Complexation studies using biologically important metal ions demonstrated that these compounds are able to bind Cu2+, Fe3+, Co2+, Ni2+ and Zn2+. DNA intercalation studies showed that the compounds themselves do not interact with DNA, but their metallocomplexes do interact, most likely via intercalation into DNA.

Název v anglickém jazyce

Synthesis and biological activity evaluation of hydrazone derivatives based on a Troger's base skeleton

Popis výsledku anglicky

We report the design and synthesis of novel anticancer agents based on bis-hydrazones separated by a rigid Troger's base skeleton. This novel approach combines a biologically active moiety (hydrazone) with this scaffold (Troger's base) to construct DNA intercalators. Evaluation of the anticancer activity of these agents using seven cancer cell lines and two healthy cell lines found that several derivatives had potent anticancer activity and excellent selectivity indexes toward cancer cells. The antimicrobial activities were tested on a set of thirteen bacterial stains, but the prepared compounds were not active. Complexation studies using biologically important metal ions demonstrated that these compounds are able to bind Cu2+, Fe3+, Co2+, Ni2+ and Zn2+. DNA intercalation studies showed that the compounds themselves do not interact with DNA, but their metallocomplexes do interact, most likely via intercalation into DNA.

Druh

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

CEP obor

CE - Biochemie

OECD FORD obor

—

Projekt

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

Návaznosti

P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)

Rok uplatnění

2015

Kód důvěrnosti údajů

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

Název periodika

BIOORGANIC &amp; MEDICINAL CHEMISTRY

ISSN

0968-0896

e-ISSN

—

Svazek periodika

23

Číslo periodika v rámci svazku

7

Stát vydavatele periodika

GB - Spojené království Velké Británie a Severního Irska

Počet stran výsledku

9

Strana od-do

1651-1659

Kód UT WoS článku

000350995500029

EID výsledku v databázi Scopus

—