Table 3 Copper chelating compounds with anticancer activities
From: Correction to: Copper signalling: causes and consequences
Compound type (name) | Structure | Chemical name | Ligand type | Application |
|---|---|---|---|---|
TM |
| Ammonium tetra-thiomolybdate Bis-Choline tetrathio molybdate | Bi-dentate | Breast, prostate, kidney cancer cells [208] |
Trientine (TETA, Trien) |
| N,N′-Bis(2-aminoethyl) ethane-1,2-diamine | Tetra-dentate | Colorectal cancer cells [366] |
Hydroxyquinoline (Clioquinol) |
| 5-Chloro-7-iodo-8-hydroxy quinoline | Bi-dentate | AD and human breast cancer cells [309,316] |
D-pen |
| 3-Mercapto-D-valine | Bi-dentate | Human leukemia and breast cancer cells [319] |
Captopril |
| D-3-Mercapto-2-methyl-propionyl-L-proline | – | Mammary ductal carcinoma cell line [367,368] |
Dithiocarbamates | ||||
Disulfiram (DSF, Antabuse) |
| 1-(Diethylthio-carbamoyl-disulfanyl)-N,N-diethyl-methane-thioamide | – | Human breast, lung cancer cells [315,369] |
Pyrrrolidine dithiocarbamate (PDTC) |
| Pyrrolidine-1-carbodithioic acid | Bi-dentate | Human breast cancer cells [344] |
Thiosemicarbazone | ||||
Hydroxyquinoline-carboxaldehyde-Thiosemi-carbazone |
| 8-Hydroxy-quinoline-2-carbox-aldehyde–thio-semicarbazone | R = H tetra-dentate | Prostate cancer cells [370] |
Retinal thiosemicarbazone |
| 9-cis-Retinal thiosemi-carbazone | Bi-dentate | Human leukemic cell U937 [317] |
1,2-Bis(thiosemi-carbazones) |
| H2gts: glyoxal-bis(thiosemi-carbazone) atsm: diacetyl-bis(4-methylthio-semi-carbazone) ptsm: pyruvaldehyde-bis(4-methylthio-semicarbazone) | Tetra-dentate | atsm: human colon cancer tumor cells ptsm: Ehrlich ascites and EMT6 tumour cells [371] |
Elesclomol |
| N’1,N’3-Dimethyl-N’1,N’3-bis(phenyl-carbonothioyl)propanedihydrazide | Tetra-dentate | Metastatic melanoma cells[320,331] |
Schiff-bases | ||||
Salicylaldehyde-benzoylhydrazone (SBH) |
| N′-[(2-Hydroxyphenyl) methylidene] benzohydrazide | Bi-dentate [372] | Human adeno-carcinoma cell line [373] |
Salicylaldehyde-pyrazole-hydrazone (SPH) |
| (E)- N′-(2-Hydroxy-benzylidene)-1-benzyl-3-phenyl-1H-pyrazole-5-carbohydrazide | – | Lung carcinoma cells [321] |
Pyridine-carboxaldehyde-phenylpyrimidyl-hydrazone (Pyimpy) |
| 1-Phenyl-1-(pyridin-2-yl)-2-(pyridin-2-ylmethylene)hydrazine | Tri-dentate | Rat breast tumor cells [322] |
Hydroxy naphthaldehyde imine (HL) |
| 1-(((2-((2-Hydroxy-propyl)amino) ethyl)imino) methyl) naphthalene-2-ol) | Tri-dentate | Human cervical and liver hepatocellular carcinoma cells [318] |
