146172-86-3Relevant articles and documents
Synthesis, structures and hypoxia-selective cytotoxicity of cobalt(III) complexes containing tridentate amine and nitrogen mustard ligands
Ware, David C.,Brothers, Penelope J.,Clark, George R.,Denny, William A.,Palmer, Brian D.,Wilson, William R.
, p. 925 - 932 (2000)
Cobalt(in) complexes containing the tridentate nitrogen mustard ligand Ar, Ar-bis(2-chloroethyl)diethylenetriamine (DCD) and the non-alkylating analogs AW-diethyldiethylenetriamine (DED) and diethylenetriamine (dien) have been synthesised and the mustard complexes evaluated as potential hypoxia-selective anticancer drugs. The complexes were prepared from the precursor /ra/w-K.2[Co(acac)(CO3)(NO2)2]'H2O in a charcoal-catalyzed substitution reaction. Reaction of this precursor with dien-3HCl in water resulted in the isolation of two isomeric products, mer- and s-fac[Co(dien)(acac)(NO2)]f. Reaction in methanol with DED-3HC1 gave one product, ma complex containing DCD coordinated in a bidentate fashion, fra;w-Co(r|2-DCD)(acac)(NO2)2, were isolated. The two DCD complexes were characterized by X-ray structure determinations, which confirm the tridentate coordination with a long cobalt-tertiary nitrogen bond distance in the former, and bidentate coordination with the mustard nitrogen as a pendant arm in the latter. The bidentate complex, which contains a free nitrogen mustard, had cytotoxicity similar to that of the free ligand, but cytotoxicity was successfully masked in the tridentate complex, which showed modest hypoxic selectivity (five-fold) in a clonogenic assay. The Royal Society of Chemistry 2000.
