Targeting DNA Repair in Tumor Cells via Inhibition of ERCC1-XPF.
Ahmed H ElmenoufyFrancesco GentileDavid JayFeridoun Karimi-BusheriXiaoyan YangOlivier M SoueidanClaudia WeilbeerRajam S ManiKhaled H BarakatJack A TuszynskiMichael WeinfeldFrederick G WestPublished in: Journal of medicinal chemistry (2019)
The ERCC1-XPF heterodimer is a 5'-3' structure-specific endonuclease, which plays an essential role in several DNA repair pathways in mammalian cells. ERCC1-XPF is primarily involved in the repair of chemically induced helix-distorting and bulky DNA lesions, such as cyclobutane pyrimidine dimers (CPDs), and DNA interstrand cross-links. Inhibition of ERCC1-XPF has been shown to potentiate cytotoxicity of platinum-based drugs and cyclophosphamide in cancer cells. In this study, the previously described ERCC1-XPF inhibitor 4-((6-chloro-2-methoxyacridin-9-yl)amino)-2-((4-methylpiperazin-1-yl)methyl)phenol (compound 1) was used as a reference compound. Following the outcome of docking-based virtual screening (VS), we synthesized seven novel derivatives of 1 that were identified in silico as being likely to have high binding affinity for the ERCC1-XPF heterodimerization interface by interacting with the XPF double helix-hairpin-helix (HhH2) domain. Two of the new compounds, 4-((6-chloro-2-methoxyacridin-9-yl)amino)-2-((4-cyclohexylpiperazin-1-yl)methyl)phenol (compound 3) and 4-((6-chloro-2-methoxyacridin-9-yl)amino)-2-((4-(2-(dimethylamino)ethyl) piperazin-1-yl) methyl) phenol (compound 4), were shown to be potent inhibitors of ERCC1-XPF activity in vitro. Compound 4 showed significant inhibition of the removal of CPDs in UV-irradiated cells and the capacity to sensitize colorectal cancer cells to UV radiation and cyclophosphamide.
Keyphrases
- dna repair
- dna damage
- dna damage response
- low dose
- dna binding
- high dose
- induced apoptosis
- single molecule
- cell free
- signaling pathway
- oxidative stress
- molecular dynamics simulations
- cell proliferation
- endothelial cells
- endoplasmic reticulum stress
- diabetic rats
- cancer therapy
- high glucose
- stress induced
- binding protein
- aqueous solution