Design, Synthesis, and Biological Evaluation of Densely Substituted Dihydropyrano[2,3-]pyrazoles a Taurine-Catalyzed Green Multicomponent Approach.

An efficient taurine-catalyzed green multicomponent approach has been described for the first time to synthesize densely substituted therapeutic core dihydropyrano[2,3-]pyrazoles. Applications of the developed synthetic strategies and technologies revealed the synthesis of a series of newly designed 1,4-dihydropyrano[2,3-]pyrazoles containing isonicotinamide, spirooxindole, and indole moieties. Detailed analysis of the synthesized analogues revealed their potential to bind wild-type and antibiotic-resistant variants of dihydrofolate reductase, a principal drug target enzyme for emerging antibiotic-resistant pathogenic strains. Hence, the synthesized dihydropyrano[2,3-]pyrazole derivatives presented herein hold immense promise to develop future antistaphylococcal therapeutic agents.