Urea/thiourea containing heteroarotinoids (1  ) demonstrate great potential as chemotherapeutic compounds. The most effective compound to date contains a p-nitrophenyl group in the structure. As part of an organic chemistry laboratory research experience, we have carried out a qualitative structure/activity project in which the p-nitrophenyl has been replaced by either a methyl or trifluoromethyl group (2  ), in order to assess the importance of H-bonding at this position. The synthesis, characterization and biological activity of these heteroarotinoid analogs will be discussed.

Assessing the importance of H-bonding at the <i>p</i>-phenyl position in urea-linked heteroarotinoids

245th National Meeting (2013)

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Assessing the importance of H-bonding at the p-phenyl position in urea-linked heteroarotinoids