Prodrugs Activated by Hypoxia are much more selective drugs since they become efficient in the poor oxygen and low vascularization region of the tumor which limits common treatments. Cobalt(III) compounds are good systems for delivery of antitumor drugs, because Co3+ state allows the formation of highly inert complexes, while Co2+ state imparts the lability required for the cytotoxic release.1 In this work, we present the synthesis and characterization (electronic and infrared spectroscopy, cyclic voltammetry, elemental analysis and X-ray diffraction) of a new nitrite-nitro Co3+ compound as a carrier prototype for antitumor drug. Synthesis: a methanolic solution of Co(BF4)2●6H2O was added to a methanolic solution of [(bis(1-methylimidazol-2-yl)methyl)(2-(pyridyl-2-yl)ethyl)amine] (L), followed, a few minutes later, by a solution of NaNO2. The compound formed was then oxidized with H2O2. After few days, single crystals were obtained and the X-ray diffraction analysis evidenced a mononuclear complex coordinated to L by four nitrogen atoms, besides two NO2- groups (one coordinated by nitrogen and other by oxygen). Elemental analysis indicates the minimum formula C17H22BCoF4N8O4. IR spectrum showed the main bands of L and NO2- groups. UV-vis spectra (acetonitrile) showed two bands and a shoulder (around 270 nm). The band at 352 nm (ε = 4112 mol-1 L cm-1) was atributted to a MLCT, while the band at 481 nm (ε = 239 mol-1 L cm-1) is characteristic of a ligand field transition. Cyclic voltammetry (acetonitrile) showed a quasi-reversible process (Epc = -0.31; Epa = 0.60 V vs NHE) attributed to the redox couple Co3+/Co2+. The other anodic wave observed (0.42 V vs NHE) may be attributed to the oxidation of the nitrite group. Reactivity studies and cytotoxic assays are underway. 1Failes, T.W.; Hambley, TW. Dalt. Trans., 2006, 1895.

Nitrite-nitro cobalt(III) compound as a carrier prototype for antitumor prodrugs

251st National Meeting (2016)

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