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Relevant academic research and scientific papers

Synthesis and adenosine receptors binding affinities of a series of 3-arylcoumarins

Objectives In the present communication, we report the synthesis, pharmacological evaluation, theoretical evaluation of absorption, distribution, metabolism and excretion properties and structure-activity relationship study of a selected series of 3-arylcoumarins (compounds 1-9). Adenosine receptors (ARs) binding activity and selectivity of the synthesized compounds 1-9 were evaluated in this study. Different substituents were introduced in both benzene rings of the evaluated scaffold, at positions 6 and 3′ or 4′ of the moiety. The lack of data on the 3-arylcoumarin scaffold encouraged us to explore the ARs' binding activity of a selected series of derivatives. Methods A new series of coumarins (compounds 1-9) were synthesized and evaluated by radioligand binding studies towards ARs. Key findings Analysing the experimental data, it can be observed that neither the simple 3-arylcoumarin nor the 4′-nitro derivatives presented detectable binding affinity for the evaluated receptors, although most of the other substituted derivatives have good binding affinity profiles, especially against the hA1/hA 3 or only hA3 AR. Conclusions The most remarkable derivative is compound 2, presenting the best affinity for hA3 AR (Ki = 2680 nM) and significant selectivity for this subtype. Graphical Abstract In the present communication, we report the synthesis, pharmacological evaluation, theoretical evaluation of ADME properties and SAR study of a selected series of 3-arylcoumarins (compounds 1-9). Adenosine receptors binding activity and selectivity of the synthesized compounds 1-9 were evaluated in this study, and most of the substituted derivatives have good binding affinity profiles, especially against the hA1/hA3 or only hA3 AR. The most remarkable derivative is compound 2, presenting the best affinity for hA3 AR (Ki = 2680 nM) and significant selectivity for this subtype.

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

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.