It is widely known that numerous compounds containing the benzo[b]furan system, both synthetic and isolated from natural sources show antimicrobial activity [1-2].  As a continuation of our research [3] we have synthesized a series of benzofurancarboxylic acids bearing O-aminoethyl substituents with 2-chloroethyl-N,N-diethylamine, and have tested their antimicrobial activity. We have used microwave-assisted syntheses to obtain O-alkylamino derivatives of methyl esters benzofurancarboxylic acids (7-acetyl-6-hydroxy-3-methyl-2-benzofurancarboxylic acid, 2-methyl-5-hydroxy-6-acetylbenzofuran-3-carboxylic acid, 7-acetyl- 6-hydroxy-5-methoxy-3-methyl-2-benzo[b]furancarboxylic acid, 6-hydroxy-7-(p-methoxycinnamoyl)-3-methyl-2-benzo-[b]furancarboxylic acid, 7-acetyl-6-methoxy-3-methyl-2-benzo[b]furancarboxylic acid,  5-bromo-7-hydroxy-6-methoxy-2-benzo- [b]furancarboxylic acid and 7-methoxy-2-benzo[b]-furancarboxylic acid) by O-alkylation of appropriate esters. Benzofurancarboxylic acids reacted with 2-chloroethyl-N,N-diethylamine under similar conditions. Microwave-assisted alkylations yielded the mixture of two products. Observed data for antibacterial activity indicated strong activity of 5-bromo-7-hydroxy-6-methoxy-2-benzo[b]furancarboxylic acid against fifteen tested strains of bacteria.

[1] Khan, M. W., Alam, M. J., Rashid, M. A. and Chowdhury, R. (2005), Bioorganic & Medicinal Chemistry 13,  4796–4805.

[2] Manna, K., Agrawal, Y. K. (2009), Bioorganic & Medicinal Chemistry Letters 19(10),  2688-2692. 

[3] Kossakowski, J.,  Ostrowska, K., Hejchman, E., Wolska, I. (2005), Farmaco 60, 6-7, 519-527.

Pracę wykonano w ramach Projektu badawczego, realizowanego w latach od 2011 do 2012, finansowanego ze środków dotacji statutowej uzyskanej przez Wydział Farmaceutyczny Warszawskiego Uniwersytetu Medycznego.

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