Transition Metal Complexes of Phenanthrenequinone Thiosemicarbazone as Potential Anticancer Agents: Synthesis, Structure, Spectroscopy, Electrochemistry and in Vitro Anticancer Activity Against Human Breast Cancer Cell-line, T47D

Abstract

The thiosemicarbazone derivative of 9,10-phenanthrenequinone, 1, and its metal complexes were synthesized. The X-ray crystal structure for 1 confirms the presence of the E tautomeric arrangement in this compound. Its copper complex shows 1:1 stoichiometry while nickel and cobalt compounds show 1:2 stoichiometry. The X-ray crystal structure of the nickel complex indicates two tridentate ligands coordinating in the thiolato form yielding an octahedral geometry for the 'mer' isomer. The copper complex exhibits maximum antiproliferative activity against human breast cancer cell-line, T47D probably due to inhibition of steroid binding to the cognative receptor or by preventing dimerization of the estrogen receptor.

Department(s)

Chemistry

Keywords and Phrases

cobalt complex; copper complex; metal complex; nickel complex; phenanthrenequinone; thiosemicarbazone derivative; unclassified drug; antineoplastic activity; article; breast cancer; cancer cell culture; cell proliferation; dimerization; drug mechanism; drug structure; drug synthesis; electrochemical analysis; human; human cell; in vitro study; spectroscopy; steroid binding; stoichiometry; X ray crystallography; Antineoplastic Agents; Breast Neoplasms; Cell Division; Cell Line, Tumor; Crystallography, X-Ray; Electrochemistry; Humans; Hydrogen Bonding; Magnetic Resonance Spectroscopy; Magnetics; Metals; Models, Molecular; Molecular Structure; Phenanthrenes; Spectrum Analysis; Thiosemicarbazones; 9,10-Phenanthrenequinone; Anticancer activity; Metal complexes; T47D breast cancer cells; Thiosemicarbazone; Metal complexes

International Standard Serial Number (ISSN)

0162-0134

Document Type

Article - Journal

Document Version

Citation

File Type

text

Language(s)

English

Rights

© 2003 Elsevier, All rights reserved.

Publication Date

01 Jul 2003

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