1303556-58-2Relevant academic research and scientific papers
The multiple multicomponent approach to natural product mimics: Tubugis, N-substituted anticancer peptides with picomolar activity
Pando, Orlando,Stark, Sebastian,Denkert, Annika,Porzel, Andrea,Preusentanz, Rainer,Wessjohann, Ludger A.
, p. 7692 - 7695 (2011)
The synthesis of a new generation of highly cytotoxic tubulysin analogues (i.e., tubugis) is described. In the key step, the rare, unstable, and synthetically difficult to introduce tertiary amide-N,O-acetal moiety required for high potency in natural tubulysins is replaced by a dipeptoid element formed in an Ugi four-component reaction. Two of the four components required are themselves produced by other multicomponent reactions (MCRs). Thus, the tubugis represent the first examples of the synthesis of natural-product-inspired compounds using three intertwined isonitrile MCRs.
