Synthesis and structure of [(η6-p-cymene)Ru(2-anthracen-9- ylmethylene-N-ethylhydrazinecarbothioamide)Cl]Cl; Biological evaluation, topoisomerase II inhibition and reaction with DNA and human serum albumin
We have synthesized and evaluated the biological properties of a compound of the type [η6-p-cymene)Ru(EtATSC)Cl]Cl (1) where EtATSC = 2-anthracen-9-ylmethylene-N-ethylhydrazinecarbothioamide, a thiosemicarbazone. The complex has been characterized by elemental analysis, spectroscopically (NMR, UV-Vis, and IR) and structurally by XRD. The in vitro anticancer activity of 1 has been evaluated against two human colon cancer cell lines. The IC 50 value for activity against HCT-116 was 224 ± 7 μM and 205 ± 5 μM against the Caco-2 cell line. The proficiency of 1 as an antibacterial agent was also evaluated against six bacterial strains. The minimum inhibitory concentration for Bacillus cereus was determined to be 5 μM and for Enterococcus faecalis it was 20 μM. At the maximum concentration tested the complex showed no activity against the Gram-negative strains. The complex binds strongly to human serum albumin with a binding constant of 1.37 ± 0.02 M-1 at 308 K on a single binding site. It is also a strong binder to DNA with an apparent binding constant of 2.82 × 105 M-1 at 308 K. 1 shows very good activity as a catalytic inhibitor of human topoisomerase II at concentrations as low as 20 μM.
Chemistry and Biochemistry
Beckford, Floyd, Jeffrey Thessing, Jason Woods, Jacob Didion, Nikolay Gerasimchuk, Antonio Gonzalez-Sarrias, and Navindra P. Seeram. "Synthesis and structure of [(η6-p-cymene) Ru (2-anthracen-9-ylmethylene-N-ethylhydrazinecarbothioamide) Cl] Cl; biological evaluation, topoisomerase II inhibition and reaction with DNA and human serum albumin." Metallomics 3, no. 5 (2011): 491-502.