Phosphinogold(I) dithiocarbamate complexes : effect of the nature of phosphine ligand on anticancer properties
Loading...
Date
Authors
Keter, Frankline K.
Guzei, Ilia A.
Nell, Margo Judith
Van Zyl, Werner E.
Darkwa, James
Journal Title
Journal ISSN
Volume Title
Publisher
American Chemical Society
Abstract
The reactions of potassium salts of the dithiocarbamates L {where L = pyrazolyldithiocarbamate (L1), 3,5-dimethylpyrazolyldithiocarbamate (L2), or indazolyldithiocarbamate (L3)} with the gold precursors [AuCl(PPh3)], [Au2Cl2(dppe)], [Au2Cl2(dppp)], or [Au2Cl2(dpph)] lead to the new gold(I) complexes [AuL(PPh3)] (1–3), [Au2L2(dppe)] (4–6), [(Au2L2)(dppp)] (7–9), and [Au2(L)2(dpph)] (10–12) {where dppe = 1,2-bis(diphenylphosphino)ethane, dppp = 1,3-bis(diphenylphosphino)propane, and dpph = 1,6-bis(diphenylphosphino)hexane}. These gold compounds were characterized by a combination of NMR and infrared spectroscopy, microanalysis, and mass spectrometry; and in selected cases by single-crystal X-ray crystallography. Compounds 4–6, which have dppe ligands, are unstable in solution for prolonged periods, with 4 readily transforming to the Au18 cluster [Au18S8(dppe)6]Cl2 (4a) in dichloromethane. Compounds 1–3 and 7–12 are all active against human cervical epithelioid carcinoma (HeLa) cells, but the most active compounds are 10 and 11, with IC50 values of 0.51 μM and 0.14 μM, respectively. Compounds 10 and 11 are more selective toward HeLa cells than they are toward normal cells, with selectivities of 25.0 and 70.5, respectively. Further tests, utilizing the 60-cell-line Developmental Therapeutics Program at the National Cancer Institute (U.S.A.), showed 10 and 11 to be active against nine other types of cancers.
Description
Keywords
Phosphinogold(I), Dithiocarbamate complexes, Nature of Phosphine ligand, Anticancer properties
Sustainable Development Goals
Citation
Keter, FK, Guzei, IA, Nell, MJ, Van Zyl, WE & Darkwa, J 2014, 'Phosphinogold(I) dithiocarbamate complexes : effect of the nature of phosphine ligand on anticancer properties', Inorganic Chemistry, vol. 53, no. 4, pp. 2058-2067.