| 17992279 |
Humphreys AS, Filipovska A, Berners-Price SJ, Koutsantonis GA, Skelton BW, White AH: Gold (I) chloride adducts of 1,3-bis (di-2-pyridylphosphino) propane: synthesis, structural studies and antitumour activity. Dalton Trans. 2007 Nov 21;(43):4943-50. Epub 2007 Sep 14.
The novel water soluble bidentate phosphine ligand 1,3-bis (di-2-pyridylphosphino) propane (d2pypp) has been synthesized by a convenient route involving treatment of 2-pyridyllithium with Cl (2) P (CH (2))(3) PCl (2) and isolation in crystalline form as the hydrochloride salt. The synthesis of the precursor Cl (2) P (CH (2))(3) PCl (2) has been optimized by the use of triphosgene as the chlorinating agent. The 2 : 1 and 1 : 2 AuCl : d2pypp adducts have been synthesized and characterized by NMR spectroscopy and single crystal X-ray studies, and shown to be of the form (AuCl)(2)(mu-d2pypp-P,P') and [Au (d2pypp-P,P')(2)] Cl (.3.75H (2) O), respectively. The latter is more lipophilic than analogous 1 : 2 adducts of gold (I) chloride with the diphosphine ligands 1,2-bis (di-n-pyridylphosphino) ethane (dnpype) for n = 2, 3 and 4, based on measurement of the n-octanol-water partition coefficient (log P = -0.46). A single crystal structure determination of the 1 : 2 Au (I) complex of the 3-pyridyl ethane ligand shows it to be of the form [Au (d3pype-P,P')(2)] Cl.5H (2) O. The in vitro cytotoxic activity of [Au (d2pypp)(2)] Cl was assessed in human normal and cancer breast cells and selective toxicity to the cancer cells found. The significance of these results to the antitumour properties of chelated 1 : 2 Au (I) diphosphine complexes is discussed. |
32(0,1,1,2) |