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Issue 20, 2013
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Human cancerous and healthy cell cytotoxicity studies of a chiral μ-dicarbene–digold(I) metallamacrocycle

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Abstract

A novel eighteen membered chiral macrocyclic dicarbene–digold complex [(μ-diNHC)AuI]2[OTF]2(8-(+/−)) was synthesized and characterized. Starting with enantiopure diNHC imidazolium salt ligand precursors enables access to the enantiopure versions of the digold(I) metallamacrocycles, 8-(+) and 8-(−). In vitro cytotoxicity studies indicate 8-(+/−) is moderately cytotoxic to both healthy and cancerous cell-lines, with no specificity. Confocal microscopy indicates the digold metallamacrocycle penetrates the cell membrane and causes cell death via apoptosis, as evidenced by DNA electrophoresis. The complex 8-(+/−) is characterized by a combination of NMR techniques (gDQCOSY, gHSQC, gHMBC and ROESY), single crystal X-ray diffraction, and combustion analysis.

Graphical abstract: Human cancerous and healthy cell cytotoxicity studies of a chiral μ-dicarbene–digold(i) metallamacrocycle

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Publication details

The article was received on 28 Nov 2012, accepted on 18 Feb 2013 and first published on 19 Feb 2013


Article type: Paper
DOI: 10.1039/C3DT32844A
Citation: Dalton Trans., 2013,42, 7440-7446
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    Human cancerous and healthy cell cytotoxicity studies of a chiral μ-dicarbene–digold(I) metallamacrocycle

    A. B. Mullick, Y. M. Chang, I. Ghiviriga, K. A. Abboud, W. Tan and A. S. Veige, Dalton Trans., 2013, 42, 7440
    DOI: 10.1039/C3DT32844A

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