Design, Synthesis, and Biological Evaluation of Densely Substituted Dihydropyrano[2,3-<i>c</i>]pyrazoles<i>via</i>a Taurine-Catalyzed Green Multicomponent Approach

Abstract

An efficient taurine-catalyzed green multicomponent approach has been described for the first time to synthesize densely substituted therapeutic core dihydropyrano[2,3-<i>c</i>]pyrazoles. Applications of the developed synthetic strategies and technologies revealed the synthesis of a series of newly designed 1,4-dihydropyrano[2,3-<i>c</i>]pyrazoles containing isonicotinamide, spirooxindole, and indole moieties. Detailed <i>in silico</i> 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 <i>Staphylococcus aureus</i> strains. Hence, the synthesized dihydropyrano[2,3-<i>c</i>]pyrazole derivatives presented herein hold immense promise to develop future antistaphylococcal therapeutic agents.