NDLI: Targeting antioxidant pathways with ferrocenylated N-heterocyclic carbene supported gold(i) complexes in A549 lung cancer cells

Content Provider	Royal Society of Chemistry (RSC)
Author	Arumugam, K. Sidoran, K. J. Magda, D. Mitchell, N. A. Sessler, J. L. Lynch, V. M. Arambula, J. F. Bielawski, C. W. McCall, R.
Copyright Year	2016
Abstract	Ferrocene containing N-heterocyclic carbene (NHC) ligated gold(I) complexes of the type [Au(NHC)2]+ were prepared and found to be capable of regulating the formation of reactive oxygen species (ROS) via multiple mechanisms. Single crystal X-ray analysis of bis(1-(ferrocenylmethyl)-3-mesitylimidazol-2-ylidene)-gold(I) chloride (5) and bis(1,3-di(ferrocenylmethyl)imidazol-2-ylidene)-gold(I) chloride (6) revealed a quasi-linear geometry around the gold(I) centers (i.e., the C–Au–C bond angle were measured to be ∼177° and all the Au–Ccarbene bonds distances were in the range of 2.00 (7)–2.03 (1) Å). A series of cell studies indicated that cell proliferation inhibition and ROS generation were directly proportional to the amount of ferrocene contained within the [Au(NHC)2]+ complexes (IC50 of 6 < 5 < bis(1-benzyl-3-mesitylimidazol-2-ylidene)-gold(I) chloride (4)). Complexes 4–6 were also confirmed to inhibit thioredoxin reductase as inferred from lipoate reduction assays and increased chelatable intracellular zinc concentrations. RNA microarray gene expression assays revealed that 6 induces endoplasmic reticulum stress response pathways as a result of ROS increase.
Starting Page	1245
Ending Page	1256
Page Count	12
File Format	HTM / HTML PDF
ISSN	20416520
Volume Number	7
Issue Number	2
Journal	Chemical Science
DOI	10.1039/c5sc03519h
Language	English
Publisher	Royal Society of Chemistry
Access Restriction	Subscribed
Subject Keyword	Lipoic acid Persistent carbene Reactive oxygen species Gold(I) chloride XBP1 RNA Thioredoxin reductase Single crystal Zinc Ferrocene Molecular geometry X-ray crystallography Gene IC50 Benzyl group
Content Type	Text
Resource Type	Article
Subject	Chemistry

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