Synthesis, in silico analysis, and biomedical effects of coumarins derived from resveratrol

Abstract

BackgroundResveratrol (RVL) is a polyphenol-containing natural product found in a variety of plants, including peanuts, grapes, and berry fruits. The use of RVL is linked in a great deal of research to a number of therapeutic properties. MethodsIn an attempt to improve these properties, five RVL-based coumarins, abbreviated YF1-YF5, were synthesized in a structurally constructed pathway. The molecular architecture of our coumarins was confirmed by analyzing their FTIR and NMR spectra. The five biomedical effects of the RVL-based coumarins were investigated and compared with the effects of the precursor. The first is the dual 5-LOX/COX inhibitory effect, which was tested versus three related enzymes. The second is the free-radical neutralizing effects estimated against two radical phenotypes. The third is the apoptotic-inducing effect, evaluated against four tumorous cell lines. The fourth is the high blood-glucose regulatory effect assessed versus two corresponding enzymes. Finally, the bacterial growth-suppressing effect was investigated against four pathogenic bacterial strains. The pharmacokinetic identifiers of the synthesized compounds were also estimated in silico and matched to RVL to analyze the effect of the chemical functionalization. ResultsThe findings indicated that the RVL-based coumarins exhibited enhanced biomedical effects compared with their building RVL moiety. The best effects were reported for YF3, and the lowest effects were attributed to YF5. This improvement was coupled with advancements in pharmacokinetic identifiers. ConclusionsAccording to these outcomes, the authors concluded that the synthesized RVL-based coumarins provide an intriguing chemical modification of RVL for improving its biomedical effects.