Publication detail

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

Jakub Věžníka, Martin Konhefra, Zdenka Fohlerová, Karel Lacina

Original Title

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

Type

journal article in Web of Science

Language

English

Original Abstract

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.

Keywords

Aminoferrocene; Redox-dependent cytotoxicity; ROS-activated prodrugs; Ferrocenyliminoboronates; MG-63; Electrochemical characterization

Authors

Jakub Věžníka, Martin Konhefra, Zdenka Fohlerová, Karel Lacina

Released

9. 8. 2021

Publisher

ELSEVIER SCIENCE INC

Location

NEW YORK

ISBN

0162-0134

Periodical

JOURNAL OF INORGANIC BIOCHEMISTRY

Year of study

224

Number

1

State

United States of America

Pages from

1

Pages to

11

Pages count

8

URL

https://www.sciencedirect.com/science/article/pii/S0162013421002087?via%3Dihub

BibTex

@article{BUT172142,
  author="Martin {Konhefr} and Zdenka {Fohlerová}",
  title="Redox-dependent cytotoxicity of ferrocene derivatives and ROS-activated prodrugs based on ferrocenyliminoboronates",
  journal="JOURNAL OF INORGANIC BIOCHEMISTRY",
  year="2021",
  volume="224",
  number="1",
  pages="1--11",
  doi="10.1016/j.jinorgbio.2021.111561",
  issn="0162-0134",
  url="https://www.sciencedirect.com/science/article/pii/S0162013421002087?via%3Dihub"
}