A series of computational experiments using Gaussian 09 and GaussView 5 have tested the ability of the 6-31g and lanl2dz basis sets to predict the reduction potential for twenty 3-aryl-quinoxaline-2-carbonitrile 1,4-di-N-oxide derivatives with varying degrees of cytotoxic activity. The experimental electrochemical properties for all 20 molecules and preliminary computation results for five test molecules have recently been published by our research group. Expanding on these results, the biologically interesting reduction potentials of the remaining 15 molecules have been calculated and will be presented. These quinoxalines have demonstrated pharmaceutically interesting and potentially useful, diverse sets of properties. These properties vary according to structure and are often but not always correlated with their bioreductive potential. With the exception of the quinoxaline derivatives containing a nitro group, there was a strong correlation between the computational data and the experimental data. The ability to accurately predict the reduction potentials for the molecules containing the nitro groups is still under investigation. While both basis sets had good qualitative agreement for the non-nitro containing derivatives, the lanl2dz basis set had a better correlation.

Computational study of 3-aryl-quinoxaline-2-carbonitrile 1,4-di-N-oxidide derivatives with anti-tumor properties

255th National Meeting (2018)

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