Bis-(1H-2-benzopyran-1-one) derivatives: Synthesis and antimicrobial evaluation

Abstract

The aim of the present study was to synthesize isocoumarin heterocycles and to elucidate the potential role of these compounds as biological active agents. A new series of isocoumarin derivatives containing two six-membered lactone rings is reported. 3-Aroyl-substituted isocoumarins (3) obtained by condensing 2- carboxy benzaldehyde (1) with bromoacetophenone derivatives (2) was further reacted with different aromatic aldehydes (4) affording bis-(1H-2-benzopyran-1-one) derivatives (5). This short review compiles examples of most promising antibacterial, antifungal and analgesic bis-(1H-2-benzopyran-1-one) derivatives. The products were characterized on the basis of analytical and spectral (IR, 1HNMR, C13NMR, Mass) data. The biological activity study revealed that all compounds showed promising activities and bis-(1H-2-benzopyran-1-one) derivatives (5) were found to be more active than 3-aroyl-substituted isocoumarins (3). New bis-(1H-2-benzopyran-1-one) derivatives (5a–m) were synthesized by condensing 3-aroyl isocoumarins (3a–f) with different aromatic aldehydes (4). Chemical structures of all the compounds were determined by analytical and spectral methods. Lead compounds were screened for antimicrobial and analgesic activities.