title: Synthesis, crystallographic characterization and electrochemical property of a copper(II) complex of the anticancer agent elesclomol.
abstract: Elesclomol is a novel anticancer agent that has been evaluated in a number of late stage clinical trials. A new and convenient synthesis of elesclomol and its copper complex is described. X-ray crystallographic characterization and the electrochemical properties of the elesclomol copper(II) complex are discussed. The copper(II) cation is coordinated in a highly distorted square-planar geometry to each of the sulphur and amide nitrogen atoms of elesclomol. Electrochemical measurements demonstrate that the complex undergoes a reversible one-electron reduction at biologically accessible potentials. In contrast the free elesclomol is found electrochemically inactive. This evidence is in strong support of the mechanism of action we proposed for the anticancer activity of elesclomol.
authors.affiliation: Synta Pharmaceuticals Corp., 45 Hartwell Avenue, Lexington, MA 02421, USA.
authors.forename: Nha Huu
authors.initials: NH
authors.lastname: Vo
authors.forename: Zhiqiang
authors.initials: Z
authors.lastname: Xia
authors.forename: Jason
authors.initials: J
authors.lastname: Hanko
authors.forename: Tong
authors.initials: T
authors.lastname: Yun
authors.forename: Steve
authors.initials: S
authors.lastname: Bloom
authors.forename: Jianhua
authors.initials: J
authors.lastname: Shen
authors.forename: Keizo
authors.initials: K
authors.lastname: Koya
authors.forename: Lijun
authors.initials: L
authors.lastname: Sun
authors.forename: Shoujun
authors.initials: S
authors.lastname: Chen
mesh_terms: D000970:Antineoplastic Agents / Q000737:chemistry / Q000494:pharmacology; D060326:Chemistry Techniques, Synthetic; D003300:Copper / Q000737:chemistry*; D018360:Crystallography, X-Ray; D055664:Electrochemical Techniques; D006834:Hydrazines / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*
chemical_list: D000970:Antineoplastic Agents; D006834:Hydrazines; C512195:elesclomol; D003300:Copper
keywords: Anticancer activity; Copper(II) complex; Crystallographic characterization; Electrochemical property; Elesclomol; ROS