The synthesis of novel homodimers is reported based on the anilinoisoquinolinequinone scaffold. In these twin-drug derivatives, two units of the anilinoquinone pharmacophores are linked through a methylene spacer. The formation of dimers was achieved by reaction of isoquinolinequinones with 4, 4′-diaminodiphenylmethane via a sequence of two oxidative amination reactions. A preliminary in vitro screening of the homodimers reveals moderate to high cytotoxic activities against MDA-MB-21 breast adenocarcinoma and B16-F10 murine metastatic melanoma cell lines. The asymmetrical homodimer stands out due to its cytotoxic potencies at submicromolar concentrations and high selectivity index (mean IC50 = 0.37 μM; SI = 6.97) compared to those of etoposide (mean IC50 = 3.67; SI = 0.32) and taxol (mean IC50 = 0.35; SI = 0.91) employed as reference anticancer drugs.

Juana A. Ibacache complete her PhD in Chemistry at the Pontificia Universidad Catolica de Chile under the supervision of Prof. Jaime A. Valderrama. The research carried out by Ibacache during her PhD studies were focused in synthesis of new aminoisoquinolin- and aminofenantridinequinone derivatives and study antitumor activity in four cancer cell lines. I carry out studies of structure activity relating the antitumor activity with physicochemical parameters such as redox potentials and lipophilicity. In 2012 she continued with postdoctoral studies and She is now a professor at Universidad de Santiago de Chile. Juana A. Ibacache does research in designed and synthesis of quinones N-heterocyclic, hodimers and heterodimers based in quinones with biological activity.