Aurones are a naturally occurring compound found in yellow flower petals and fruits of some plants. These compounds give rise to its yellow color. In addition, these compounds have shown biological activity as anti-cancer, anti-fungal, and anti-trypanasomal to name a few. Because of this, they provide a great scaffold to build upon to enhance biological activity, and it has been shown that by changing the structure of the parent aurone the biological activity can be modified as well. Azaaurones are a variation of the aurone series that displayed significant activity in the few cases that have been reported. In the parent aurone series there is an intracyclic oxygen in one of the rings, and in the aza series that is changed for a nitrogen. These azaaurones were made by reacting an oxyindole with an aldehyde in a condensation reaction. By changing the structure of the idole and aldehyde that are reacted together to make the azaaurone, there have been changes in the biological activity. Preliminary results here at MTSU have shown some unexpected trends when comparing the aza series to the parent aurone series. There are a few of the aza series that showed much greater inhibition, even with much less functionality. The results of these studies and a comparison of aurone and azaaurones will be presented.

Azaaurones: An unexplored scaffold for biological activity

253rd National Meeting (2017)

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