Redox-dependent cytotoxicity of ferrocene derivatives and ROS-activated prodrugs based on ferrocenyliminoboronates

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216224%3A14740%2F21%3A00119669" target="_blank" >RIV/00216224:14740/21:00119669 - isvavai.cz</a>

Nalezeny alternativní kódy

RIV/00216305:26220/21:PU141294

Výsledek na webu

<a href="https://www.sciencedirect.com/science/article/pii/S0162013421002087?via%3Dihub" target="_blank" >https://www.sciencedirect.com/science/article/pii/S0162013421002087?via%3Dihub</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1016/j.jinorgbio.2021.111561" target="_blank" >10.1016/j.jinorgbio.2021.111561</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Redox-dependent cytotoxicity of ferrocene derivatives and ROS-activated prodrugs based on ferrocenyliminoboronates

Popis výsledku v původním jazyce

Four ferrocene derivatives - ferrocenecarboxylic acid, ferrocenium salt, ferroceneboronic acid, and amino-ferrocene - were characterized electrochemically, and their cytotoxicity was probed using cancer cells (line MG -63). We related the observed cytotoxicity with the determined redox potentials of these four ferrocenes - ami-noferrocene with its lowest redox potential exhibited the highest cytotoxicity. Thus, we synthesized four de-rivatives consisting of aminoferrocene and phenylboronic acid residue with the intent to employ them as ROS-activated prodrugs (ROS - reactive oxygen species). We characterized them and studied their time-dependent stability in aqueous environments. Then, we performed electrochemical measurements at oxidative conditions to confirm ROS-responsivity of the synthesized molecules. Finally, the cytotoxicity of the synthesized molecules was tested using cancer MG-63 cells and noncancerous NIH-3T3 cells. The experiments revealed sought behaviour, especially for para-regioisomers of synthesized ferrocenyliminoboronates.

Název v anglickém jazyce

Redox-dependent cytotoxicity of ferrocene derivatives and ROS-activated prodrugs based on ferrocenyliminoboronates

Popis výsledku anglicky

Four ferrocene derivatives - ferrocenecarboxylic acid, ferrocenium salt, ferroceneboronic acid, and amino-ferrocene - were characterized electrochemically, and their cytotoxicity was probed using cancer cells (line MG -63). We related the observed cytotoxicity with the determined redox potentials of these four ferrocenes - ami-noferrocene with its lowest redox potential exhibited the highest cytotoxicity. Thus, we synthesized four de-rivatives consisting of aminoferrocene and phenylboronic acid residue with the intent to employ them as ROS-activated prodrugs (ROS - reactive oxygen species). We characterized them and studied their time-dependent stability in aqueous environments. Then, we performed electrochemical measurements at oxidative conditions to confirm ROS-responsivity of the synthesized molecules. Finally, the cytotoxicity of the synthesized molecules was tested using cancer MG-63 cells and noncancerous NIH-3T3 cells. The experiments revealed sought behaviour, especially for para-regioisomers of synthesized ferrocenyliminoboronates.

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

10608 - Biochemistry and molecular biology

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)<br>S - Specificky vyzkum na vysokych skolach

Rok uplatnění

2021

Kód důvěrnosti údajů

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

Název periodika

Journal of Inorganic Biochemistry

ISSN

0162-0134

e-ISSN

1873-3344

Svazek periodika

224

Číslo periodika v rámci svazku

November 2021

Stát vydavatele periodika

US - Spojené státy americké

Počet stran výsledku

8

Strana od-do

1-8

Kód UT WoS článku

000704419600008

EID výsledku v databázi Scopus

2-s2.0-85112006272