Abstract
We have synthesized and evaluated the biological properties of a compound of the type [η(6)-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 × 10(5) 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.
MeSH terms
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Anti-Bacterial Agents / chemical synthesis
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Anti-Bacterial Agents / chemistry
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Anti-Bacterial Agents / pharmacology
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Antineoplastic Agents / chemical synthesis
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Antineoplastic Agents / chemistry
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Antineoplastic Agents / pharmacology
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Bacillus cereus / drug effects
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Bacillus cereus / growth & development
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Biocatalysis / drug effects
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Caco-2 Cells
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Cell Survival / drug effects
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Coordination Complexes / chemical synthesis
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Coordination Complexes / chemistry*
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Coordination Complexes / pharmacology
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Crystallography, X-Ray
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Cymenes
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DNA / chemistry*
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DNA Topoisomerases, Type II / metabolism
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Enterococcus faecalis / drug effects
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Enterococcus faecalis / growth & development
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HCT116 Cells
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Humans
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Inhibitory Concentration 50
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Kinetics
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Molecular Structure
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Organometallic Compounds / chemical synthesis
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Organometallic Compounds / chemistry*
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Organometallic Compounds / pharmacology
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Ruthenium / chemistry*
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Serum Albumin / chemistry*
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Thiosemicarbazones / chemistry*
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Time Factors
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Topoisomerase II Inhibitors / chemical synthesis
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Topoisomerase II Inhibitors / chemistry
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Topoisomerase II Inhibitors / pharmacology
Substances
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(eta6-p-cymene)ruthenium(2-anthracen-9-ylmethylene-N-ethylhydrazinecarbothioamide)
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Anti-Bacterial Agents
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Antineoplastic Agents
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Coordination Complexes
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Cymenes
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Organometallic Compounds
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Serum Albumin
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Thiosemicarbazones
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Topoisomerase II Inhibitors
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Ruthenium
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DNA
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DNA Topoisomerases, Type II