Synthesis of Potent Cytotoxic Epidithiodiketopiperazines Designed for Derivatization
Chase R. Olsson, Joshua N. Payette, Jaime H. Cheah, Mohammad Movassaghi
Abstract
-sulfidation of diketopiperazines. We demonstrate that complex ETPs equipped with a strategically substituted azide functional group are readily derivatized to the corresponding ETP-triazoles without compromising anticancer activity. Our chemical stability studies of ETPs along with cytotoxic evaluation of our designed ETPs against A549, DU 145, HeLa, HCT 116, and MCF7 human cancer cell lines provide insights into the impact of structural features on potency and chemical stability, informing future utility of ETPs in chemical and biological studies.
Topics & Concepts
ChemistryHeLaDerivatizationCombinatorial chemistryChemical synthesisStereochemistryOrganic chemistryBiochemistryCellIn vitroHigh-performance liquid chromatographyClick Chemistry and ApplicationsSynthesis and Biological EvaluationSynthesis and Catalytic Reactions