title: Human cancerous and healthy cell cytotoxicity studies of a chiral μ-dicarbene-digold(I) metallamacrocycle.
abstract: A novel eighteen membered chiral macrocyclic dicarbene-digold complex [(μ-diNHC)Au(I)]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.
authors: University of Florida, Department of Chemistry, Center for Catalysis, P.O. Box 117200, Gainesville, Florida 32611, USA.
authors: Amrita B
authors: AB
authors: Mullick
authors: Yun Min
authors: YM
authors: Chang
authors: Ion
authors: I
authors: Ghiviriga
authors: Khalil A
authors: KA
authors: Abboud
authors: Weihong
authors: W
authors: Tan
authors: Adam S
authors: AS
authors: Veige
mesh_terms: D017209:Apoptosis / Q000187:drug effects* / Q000502:physiology; D002243:Carbolines / Q000138:chemical synthesis* / Q000494:pharmacology / Q000627:therapeutic use; D045744:Cell Line, Tumor; D018360:Crystallography, X-Ray; D003603:Cytotoxins / Q000138:chemical synthesis* / Q000494:pharmacology / Q000627:therapeutic use; D006046:Gold / Q000737:chemistry* / Q000494:pharmacology / Q000627:therapeutic use; D057809:HEK293 Cells; D006367:HeLa Cells; D006801:Humans; D009369:Neoplasms / Q000188:drug therapy; D013237:Stereoisomerism; D014961:X-Ray Diffraction
chemical_list: D002243:Carbolines; D003603:Cytotoxins; D006046:Gold; C100106:dicarbine