Hands-on synthesis of furanamides and evaluation of their antimicrobial activity

Nat Prod Res. 2023 Oct-Nov;37(20):3484-3491. doi: 10.1080/14786419.2022.2087220. Epub 2022 Jun 14.

Abstract

Diverse natural and synthetic furan derivatives have shown biological activity. Here, we describe the preparation of benzyl and arylethyl β-furanamides with OH or OMe aryl substituents by an adapted sustainable method from a furoic acid using methyl chloroformate. Symmetric and asymmetric β,β'-furanamides have instead been prepared using azabenzotriazole based catalyst (HATU). The products have been evaluated for their antimicrobial properties on Gram positive and Gram negative bacteria. Just a minimal not-significant activity has been observed in some derivatives.

Keywords: Amidic bond formation; antimicrobial activity; furanamides; organic acids.