Novel synthesis of 1,2-diaza-1,3-dienes with potential biological activity from cinnamic acids and diazonium salts of anilines

以肉桂酸和苯胺重氮盐为原料合成具有潜在生物活性的 1,2-二氮杂-1,3-二烯的新方法

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作者:Veronica Vida, Martina Minisini, Mario Mardirossian, Claudio Brancolini, Marco Scocchi, Cristina Forzato, Federico Berti

Abstract

Cinnamic acids are an important class of phenolic compounds, which have many beneficial effects on human health but are also interesting synthetic intermediates thanks to the presence of several reactive sites. While studying the reactivity of cinnamic acids with diazonium salts from aromatic amines, an unexpected reactivity has been discovered, leading to the formation of 1,2-diaza-1,3-dienes instead of traditional diazo-coupling products. The new compounds have been fully characterized by mono and bidimensional NMR spectroscopy and mass spectrometry. Preliminary studies on the biological activity of the compounds have been carried out testing both their antibacterial and antitumor activity, leading to promising results.

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