For many decades, coumarin derivatives have been one of the most widely studied class of fluorescent dyes, and probably one of the most frequently used. These dyes find applications in fields as varied as the coloring of textile fibers and other materials such as cell biology, medical analysis, lasers, sensors and advanced photo physical systems. In this part we have synthesized and studied novel coumarin derivatives which are highly fluorescent.
For many decades, coumarin derivatives have been one of the most widely studied class of fluorescent dyes, and probably one of the most frequently used. These dyes find applications in fields as varied as the coloring of textile fibers and other materials such as cell biology, medical analysis, lasers, sensors and advanced photo physical systems. In this part we have synthesized and studied novel coumarin derivatives which are highly fluorescent.
A new series 2H-chromene-3-carboxamides (4a-4i) and S-2H-chromene-3-carbothioates (5j-5t) were synthesized and evaluated as inhibitors of monoamine oxidase A and B. Among them, compound 5k (IC 50 = 0.21 μM, IC50 iproniazide = 7.65 μM) showed the highest activity and increased selectivity of MAO-B (189.2 vs. 1 time) with respect to the MAO-A isoform. The need to clarify on a 3D level some important molecular aspects of SAR discussed, we have undertaken a series of coupling simulations to better evaluate. The steric effect was analyzed interms both by posing and scoring by investigating the nature of binding interactions. The coupling results of the 5k active compound with the hMAO-B complex indicated that the conserved ILE 199 residue was important for ligand binding through the Sigma-Pi interaction.
Coumarin (2H-Lbenzopyran-2-one) and its derivatives possess a wide range of diverse biological and pharmaceutical activities. They have a wide range of applications as antitumor agents, anti-HIV, anticoagulants, antimicrobials, antioxidants and anti-inflammatories. The antitumor activities of coumarin compounds have been extensively examined. Although most of the existing natural coumarins have been isolated from higher plants, some of them have been discovered in microorganisms, for example, aminocoumarin antibiotics: novobiocin, coumermycin A1 and chlorobiocin (produced by the actinomycete Streptomyces niveus). Synthetic derivatives of coumarin have been obtained by chemical modification of the coumarin ring. Recently, the functional theory of density (DFT) has been accepted by the quantum chemistry community as a cost-effective approach to the calculation of molecular structure, vibration frequencies and the energies of chemical reactions. Many studies have shown that molecular structures and vibration frequencies calculated by DFT methods are more reliable than MP2 methods. While there is sufficient evidence that DFT provides an accurate description of the electronic and structural properties of solids, interfaces and small molecules, relatively little is known about the symmetric performance of DFT applications to their molecular partners.
Structural activity relationships of coumarin derivatives have revealed that the presence of amino substituted derivatives is an essential feature of their pharmacological action. Based on these findings, we attempt to describe the synthesis of some compounds having different fused heterocyclic rings in the coumarin moiety in order to obtain more potent pharmacologically active compounds.