ROS-Responsive N-Alkylaminoferrocenes for Cancer-Cell-Specific Targeting of Mitochondria

Beitrag in einer Fachzeitschrift


Details zur Publikation

Autor(en): Reshetnikov V, Daum S, Janko C, Karawacka W, Tietze R, Alexiou C, Paryzhak S, Dumych T, Bilyy R, Tripal P, Schmid B, Palmisano R, Mokhir A
Zeitschrift: Angewandte Chemie-International Edition
Jahr der Veröffentlichung: 2018
Band: 57
Heftnummer: 37
Seitenbereich: 11943-11946
ISSN: 1433-7851


Abstract

Mitochondrial membrane potential is more negative in cancer cells than in normal cells, allowing cancer targeting by delocalized lipophilic cations (DLCs). However, as the difference is rather small, these drugs affect also normal cells. Now a concept of pro-DLCs is proposed based on an N-alkylaminoferrocene structure. These prodrugs are activated by the reaction with reactive oxygen species (ROS) forming ferrocenium-based DLCs. Since ROS are overproduced in cancer, the high-efficiency cancer-cell-specific targeting of mitochondria could be achieved as demonstrated by fluorescence microscopy in combination with two fluorogenic pro-DLCs in vitro and in vivo. We prepared a conjugate of another pro-DLC with a clinically approved drug carboplatin and confirmed that its accumulation in mitochondria was higher than that of the free drug. This was reflected in the substantially higher anticancer effect of the conjugate.


FAU-Autoren / FAU-Herausgeber

Alexiou, Christoph Prof. Dr.
Professur für Nanomedizin
Daum, Steffen
Lehrstuhl für Organische Chemie II
Janko, Christina Dr. rer. nat.
Hals-Nasen-Ohren-Klinik - Kopf- und Halschirurgie
Mokhir, Andriy Prof. Dr.
Professur für Organische Chemie
Palmisano, Ralf Dr.
Optical Imaging Center Erlangen (OICE)
Reshetnikov, Viktor
Lehrstuhl für Organische Chemie II
Schmid, Benjamin Dr.
Optical Imaging Center Erlangen (OICE)
Tietze, Rainer Dr. rer. nat.
Hals-Nasen-Ohren-Klinik - Kopf- und Halschirurgie
Tripal, Philipp Dr.
Optical Imaging Center Erlangen (OICE)


Autor(en) der externen Einrichtung(en)
Danylo Halytsky Lviv National Medical University / Львiвський Національний Медичний Унiверситет iм. Данила Галицького


Zitierweisen

APA:
Reshetnikov, V., Daum, S., Janko, C., Karawacka, W., Tietze, R., Alexiou, C.,... Mokhir, A. (2018). ROS-Responsive N-Alkylaminoferrocenes for Cancer-Cell-Specific Targeting of Mitochondria. Angewandte Chemie-International Edition, 57(37), 11943-11946. https://dx.doi.org/10.1002/anie.201805955

MLA:
Reshetnikov, Viktor, et al. "ROS-Responsive N-Alkylaminoferrocenes for Cancer-Cell-Specific Targeting of Mitochondria." Angewandte Chemie-International Edition 57.37 (2018): 11943-11946.

BibTeX: 

Zuletzt aktualisiert 2019-08-02 um 09:08