Unveiling Luminescent Ir-I and Rh-I N-Heterocyclic Carbene Complexes: Structure, Photophysical Specifics, and Cellular Localization in the Endoplasmic Reticulum

Daubit, Isabelle Marie and Wortmann, Svenja and Siegmund, Daniel and Hahn, Stephan and Nuernberger, Patrick and Metzler-Nolte, Nils (2021) Unveiling Luminescent Ir-I and Rh-I N-Heterocyclic Carbene Complexes: Structure, Photophysical Specifics, and Cellular Localization in the Endoplasmic Reticulum. CHEMISTRY-A EUROPEAN JOURNAL, 27 (22). pp. 6783-6794. ISSN 0947-6539, 1521-3765

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Abstract

Complexes of Rh-I and Ir-I of the [M(COD)(NHC)X] type (where M=Rh or Ir, COD=1,5-cyclooctadiene, NHC=N-heterocyclic carbene, and X=halide) have recently shown promising cytotoxic activities against several cancer cell lines. Initial mechanism of action studies provided some knowledge about their interaction with DNA and proteins. However, information about their cellular localization remains scarce owing to luminescence quenching within this complex type. Herein, the synthesis of two rare examples of luminescent Rh-I and Ir-I [M(COD)(NHC)I] complexes with 1,8-naphthalimide-based emitting ligands is reported. All new complexes are comprehensively characterized, including with single-crystal X-ray structures. Steric crowding in one derivative leads to two distinct rotamers in solution, which apparently can be distinguished both by pronounced NMR shifts and by their respective spectral and temporal emission signatures. When the photophysical properties of these new complexes are exploited for cellular imaging in HT-29 and PT-45 cancer cell lines, it is demonstrated that the complexes accumulate predominantly in the endoplasmic reticulum, which is an entirely new finding and provides the first insight into the cellular localization of such Ir-I(NHC) complexes.

Item Type: Article
Uncontrolled Keywords: ; bioorganometallic chemistry; cellular imaging; iridium; luminescence lifetime; rhodium
Subjects: 500 Science > 540 Chemistry & allied sciences
Divisions: Chemistry and Pharmacy > Institut für Physikalische und Theoretische Chemie > Chair of Physical Chemistry I > Prof. Dr. Patrick Nürnberger
Depositing User: Dr. Gernot Deinzer
Date Deposited: 16 Sep 2022 11:25
Last Modified: 16 Sep 2022 11:25
URI: https://pred.uni-regensburg.de/id/eprint/47564

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