New 1,2,3-triazole-linked tetrahydrobenzo[b]pyran derivatives: Facile synthesis, biological evaluation and molecular docking study

An efficient ultrasound-promoted one-pot three-component synthesis of a series of new 1,2,3-triazole-linked tetrahydrobenzo[b]pyran derivatives as antifungal and antioxidant agents using NaHCO3 has been described for the first time. The bioassay result indicates that the compounds 7b, 7c, 7i and 7j displayed excellent antifungal activity with lower MIC = 12.5 mu g/mL than the reference drug miconazole. Most of the compounds from the series showed promising antioxidant activity with lower IC50 values in the range 12.47 +/- 0.60-16.49 +/- 0.44 mu g/mL in comparison with butylated hydroxy toluene (BHT). Molecular docking studies revealed that most of the newly synthesized compounds showed excellent binding affinity with the potential target sterol 14 alpha-demethylase (CYP51). Moreover, in silico adsorption, distribution, metabolism and excretion (ADME) study shows that the derivatives may possess drug like properties for further development of newer therapeutic agents. [GRAPHICS] .