Journal ArticleDOI
(. mu. -1,1 prime -Bis(diphenylphosphine)ferrocene)bis(chlorogold): Synthesis, iron-57 and gold-197 Moessbauer spectroscopy, x-ray crystal structure, and antitumor activity
David T. Hill,Gerald R. Girard,Francis L. McCabe,Randall K. Johnson,Paul D. Stupik,J. H. Zhang,William M. Reiff,Drake S. Eggleston +7 more
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TLDR
In this article, the title compound 2, Fdpp(AuCl)sub 2, synthesized via the addition of FDpp (1) to an aqueous solution of ((HOCH{sub 2}CH{ sub 2} )sub 2]S) generated in situ by the thiodiglycol reduction of HAuCl{sub 4} showed a {sup 31}P({sup 1}H) NMR chemical shift at {delta 27.39, which was downfield from that of 1 at{delta 17.34Abstract:
The title compound 2, Fdpp(AuCl){sub 2}, synthesized via the addition of Fdpp (1) to an aqueous solution of ((HOCH{sub 2}CH{sub 2}){sub 2}S)AuCl generated in situ by the thiodiglycol reduction of HAuCl{sub 4} showed a {sup 31}P({sup 1}H) NMR chemical shift at {delta} 27.39, which was downfield from that of 1 at {delta} -17.34 relative to (CH{sub 3}O)PO. The {sup 57}Fe Moessbauer spectrum of 2 is a doublet with parameters (IS = 0.50 mm/s relative to Fe, QS = 2.33 mm/s) similar to those of ferrocene. The {sup 197}Au Moessbauer spectrum of 2 is an asymmetric doublet (QS = 6.93 mm/s) with an IS of 3.81 mm/s relative to Au metal. Fdpp(AuCl){sub 2} crystallized in space group P{bar 1} with lattice constants a = 16.192 (4) {angstrom}, b = 16.921 (4) {angstrom}, and c = 10.878 (5) {angstrom} with Z = 3. Two crystallographically independent molecules, A and B, were observed in the structure of 2 with a chloroform solvate molecule per 1.5 formula units of the gold complex. For A, the P atoms are 180{degree} opposed and the rings exactly staggered, while in B the P atoms are 150{degree} apart and the rings are partially staggered. The P-Au-Cl linkage ismore » nearly linear, and the bond distances fall within normal ranges. Evaluation in an ip P388 leukemia mouse model showed 1 and 2 to have only marginal activity with an increased life span (ILS) relative to untreated controls of 30% at a maximally tolerated dose (MTD) of 231 {mu}mol/kg and 40% ILS at 4 {mu}mol/kg, respectively. 27 refs., 4 figs., 3 tabs.« lessread more
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Application of ferrocene and its derivatives in cancer research
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Gold derivatives for the treatment of cancer.
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Book ChapterDOI
Ferrocene Functionalized Endocrine Modulators as Anticancer Agents
TL;DR: Ferrocene has proven to be a fascinating substituent due to its vast potential for oncology and an original mechanism to explain the unusual behaviour of these bioorganometallic species is proposed, involving ROS production and bio-oxidation.