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

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.

Bimolecular fluorescence quenching reactions of the biologically active coumarin composite 2‐acetyl‐3H‐benzo[f]chromen‐3‐one in different solvents

“…These derivatives are used to treat different types of diseases . Moreover, these coumarin derivatives have been used essentially as coumarin‐based antioxidant, antineoplastic, anticancer, antidiabetic, antimicrobial, analgesic and anti‐neurodegenerative drugs . The use of coumarin‐supported chemosensors and fluorescent probes is rapidly becoming more popular as these have extensive application due to their specific pharmacokinetic and pharmacological properties in living cells …”

Coumarin–Tetrapyrrolic Macrocycle Conjugates: Synthesis and Applications

“…The coumarins are an important class of heterocyclic compounds with diverse pharmacological activities [ 1 ] and outstanding optical properties. Among their varied pharmacological activities, the anti-inflammatory [ 2 ], antibacterial [ 3 , 4 ], antiviral [ 5 , 6 ], and anti-cancer [ 7 , 8 , 9 , 10 ] properties can be highlighted. Due to their excellent optical properties, coumarin derivatives have been used in a variety of applications such as optical brighteners [ 11 , 12 ], optical sensors [ 13 ], organic light emitting diodes [ 14 , 15 , 16 , 17 ], laser dyes [ 18 ], photonic bandgap materials [ 19 ], light harvesting materials [ 20 , 21 , 22 ], and as fluorescent labels and probes in biology and medicine [ 23 , 24 , 25 , 26 , 27 , 28 , 29 , 30 ].…”

Activities and Novel Applications of Secondary Metabolite Coumarins

“…Coumarins have been reported to exhibit several biological activities with a wide range of applications (Matos et al, 2012;Zheng et al, 2013). Coumarins are reported to be present in various cosmetics and industrial additives, and their derivatives have been used as aroma enhancers in tobacco and certain alcoholic drinks (Fais et al, 2009;Matos et al, 2013). More than 1300 coumarins isolated from plants, bacteria, and fungi have been identified as secondary metabolites (Iranshahi et al, 2009).…”