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. 2013 Jan 24;18(2):1394-404.
doi: 10.3390/molecules18021394.

Synthesis and structure-activity relationships of novel amino/nitro substituted 3-arylcoumarins as antibacterial agents

Maria J Matos  1 , Saleta Vazquez-Rodriguez, Lourdes Santana, Eugenio Uriarte, Cristina Fuentes-Edfuf, Ysabel Santos, Angeles Muñoz-Crego
Affiliations

Synthesis and structure-activity relationships of novel amino/nitro substituted 3-arylcoumarins as antibacterial agents

Maria J Matos et al. Molecules. .

Abstract

A new series of amino/nitro-substituted 3-arylcoumarins were synthesized and their antibacterial activity against clinical isolates of Staphylococcus aureus (Gram-positive) and Escherichia coli (Gram-negative) was evaluated. Some of these molecules exhibited antibacterial activity against S. aureus comparable to the standards used (oxolinic acid and ampicillin). The preliminary structure-activity relationship (SAR) study showed that the antibacterial activity against S. aureus depends on the position of the 3-arylcoumarin substitution pattern. With the aim of finding the structural features for the antibacterial activity and selectivity, in the present manuscript different positions of nitro, methyl, methoxy, amino and bromo substituents on the 3-arylcoumarin scaffold were reported.

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Figures

Figure 1
Figure 1
Chemical structures of dicoumarol and novobiocin.
Scheme 1
Scheme 1
Synthesis of 3-arylcoumarins (1-11).
See this image and copyright information in PMC

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