Natural product-based derivatives have played a significant role in drug discovery. Synthetically, these compounds allow for unique, stereospecific scaffolds to be obtained in large scale at low cost. However, due to their complex structures, natural product-based synthesis presents immense challenges resulting in these compounds being underexplored. Isosteviol, can be obtained from the acid hydrolysis of stevioside – a glycoside extracted from the stevia plant, <i>Stevia rebaudiana</i>. Isosteviol derivatives are already reported to have a broad range of biological activities including antibacterial, anti-tuberculosis and anti-cancer. The tetracyclic diterpenoid, has a cyclic ketone on C16 and a carboxylic acid on C19 providing potential for various functional group interconversion. We report the first successful utilization of the multicomponent Ugi reaction using isosteviol derived carboxylic acids and the anticancer activities of these novel analogues.

Synthesis of skeletally diverse and stereochemically complex derivatives from isosteviol using multicomponent Ugi reaction

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