Acetates and benzoates of alkyl catechols and evaluation of their antibacterial activity.

Potential biologically active alkyl catechol esters were prepared and their antibacterial activity was determined against 12 Gram-positive and 16 Gram-negative bacteria. Esterification (acetylation and benzoylation) of mono-, di- and tetra- substituted alkyl catechols afforded the di-acetyl and di-benzoyl derivatives in each case. In the primary screening it was observed that the substitution of hydroxyl group in alkyl catechol with an acyl group generally resulted in a decrease of antibacterial activity. A number of acetyl and benzoyl derivatives inhibited the growth of Salmonella typhi. In case of Gram-positive bacteria only di-O-benzoyl-3,5,6,-tetra-(3-hexyl) catechol (26) showed a significant activity.