Molecules 2013, 18(2), 1394-1404; doi:10.3390/molecules18021394
Article

Synthesis and Structure-Activity Relationships of Novel Amino/Nitro Substituted 3-Arylcoumarins as Antibacterial Agents

Maria J. Matos 1,* email, Saleta Vazquez-Rodriguez 1 , Lourdes Santana 1 email, Eugenio Uriarte 1 email, Cristina Fuentes-Edfuf 2 , Ysabel Santos 2 email and Angeles Muñoz-Crego 2
1 Departamento de Química Orgánica, Facultad de Farmacia, Universidad de Santiago de Compostela, 15782 Santiago de Compostela, Spain 2 Departamento de Microbiología y Parasitología, Facultad de Biología, Universidad de Santiago de Compostela, 15782 Santiago de Compostela, Spain
* Author to whom correspondence should be addressed.
Received: 24 December 2012; in revised form: 15 January 2013 / Accepted: 17 January 2013 / Published: 24 January 2013
(This article belongs to the Section Medicinal Chemistry)
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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.
Keywords: amino/nitro substituted 3-arylcoumarins; Perkin reaction; antibacterial assays; S. aureus; E. coli

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MDPI and ACS Style

Matos, M.J.; Vazquez-Rodriguez, S.; Santana, L.; Uriarte, E.; Fuentes-Edfuf, C.; Santos, Y.; Muñoz-Crego, A. Synthesis and Structure-Activity Relationships of Novel Amino/Nitro Substituted 3-Arylcoumarins as Antibacterial Agents. Molecules 2013, 18, 1394-1404.

AMA Style

Matos MJ, Vazquez-Rodriguez S, Santana L, Uriarte E, Fuentes-Edfuf C, Santos Y, Muñoz-Crego A. Synthesis and Structure-Activity Relationships of Novel Amino/Nitro Substituted 3-Arylcoumarins as Antibacterial Agents. Molecules. 2013; 18(2):1394-1404.

Chicago/Turabian Style

Matos, Maria J.; Vazquez-Rodriguez, Saleta; Santana, Lourdes; Uriarte, Eugenio; Fuentes-Edfuf, Cristina; Santos, Ysabel; Muñoz-Crego, Angeles. 2013. "Synthesis and Structure-Activity Relationships of Novel Amino/Nitro Substituted 3-Arylcoumarins as Antibacterial Agents." Molecules 18, no. 2: 1394-1404.

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