Synthesis of fluorescent carbohydrate coumarin hybrids via a three-component reaction : nanomolar galectin-3 inhibitor

Abstract: Galectins play an important role in inflammation, immunity, cancer progression and are potential targets for novel anti-cancer and anti-inflammatory compounds. Coumarin thiodigalacoside hydrid had proved to be potent, nanomolar, and selective inhibitor of galectin-3. Three novel coumarin thiodigalactoside derivatives have been synthesized by copper-catalyzed multicomponent reaction. Two compounds exhibited better inhibition than an earlier coumarin thiodigalactoside hybrid and possessed potentially useful fluorescence properties.