Cover Image

Gold(I) N-heterocyclic carbene complexes with naphthalimide ligands as combined thioredoxin reductase inhibitors and DNA intercalators

Abstract Organometallic conjugates consisting of a gold(I) N-heterocyclic carbene (NHC) moiety and a naphthalimide were prepared and investigated as cytotoxic agents that interact with both DNA and the disulfide reductase enzyme thioredoxin reductase (TrxR). The complexes were potent DNA intercalato...

Full description

Saved in:
Bibliographic Details
Main Authors: Meyer, Andreas (Author) , Oehninger, Luciano (Author) , Geldmacher, Yvonne (Author) , Alborzinia, Hamed (Author) , Wölfl, Stefan (Author) , Sheldrick, William S. (Author) , Ott, Ingo (Author)
Format: Article (Journal)
Language:English
Published: May 6, 2014
In: ChemMedChem
Year: 2014, Volume: 9, Issue: 8, Pages: 1794-1800
ISSN:1860-7187
DOI:10.1002/cmdc.201402049
Online Access:Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1002/cmdc.201402049
Verlag, lizenzpflichtig, Volltext: https://chemistry-europe.onlinelibrary.wiley.com/doi/full/10.1002/cmdc.201402049
Get full text
Author Notes:Andreas Meyer, Luciano Oehninger, Yvonne Geldmacher, Hamed Alborzinia, Stefan Wölfl, William S. Sheldrick, and Ingo Ott
Description
Summary:Abstract Organometallic conjugates consisting of a gold(I) N-heterocyclic carbene (NHC) moiety and a naphthalimide were prepared and investigated as cytotoxic agents that interact with both DNA and the disulfide reductase enzyme thioredoxin reductase (TrxR). The complexes were potent DNA intercalators related to their naphthalimide partial structure, inhibited TrxR as a consequence of the incorporation of the gold(I) moiety, and triggered efficient cytotoxic effects in MCF-7 breast and HT-29 colon adenocarcinoma cells. Strong effects on tumor cell metabolism were noted for the most cytotoxic complex, chlorido[1-(3?-(4??-ethylthio-1??,8??-naphthalimid-N??-yl))-propyl-3-methyl-imidazol-2-ylidene]gold(I) (4?d). In conclusion, the conjugation of naphthalimides with gold(I) NHC moieties provided a useful strategy for the design of bioorganometallic anticancer agents with multiple modes of action.
Item Description:Gesehen am 01.09.2020
Physical Description:Online Resource
ISSN:1860-7187
DOI:10.1002/cmdc.201402049

Similar Items