Total synthesis of Crotogossamide using an on-resin concomitant cyclization/cleavage reaction

Publication date: August 2018Source: Phytochemistry Letters, Volume 26Author(s): Christopher Bérubé, Alexandre Borgia, Gaëlle Simon, Daniel Grenier, Normand VoyerAbstractCrotogossamide, a cyclic peptide isolated from the latex of Croton gossypifolius, has been synthesized by a rapid and efficient Boc solid-phase peptide synthesis. The strategy takes advantage of the oxime resin nucleophile susceptibility and comprises the synthesis of a linear precursor followed by on-resin head-to-tail concomitant cyclization/cleavage. In addition, we report the first antimicrobial and antibiofilm investigations on Crotogossamide.Graphical abstract

Source: Phytochemistry Letters - July 11, 2018 Category: Chemistry Source Type: research