Département de chimie moléculaire

A set of new guaianolide derivatives (1-9) was obtained from Ludartin, Achalensolide and 11,13-Dihydroachalensolide by application of catalytic nitrene transfer reactions. Intermolecular nitrene C(sp³)—H insertions led to the amination of C-1, C-2 and C-10 positions, while alkene aziridination was also observed under these reaction conditions. The antiproliferative activity of natural compounds and their derivatives was evaluated against a panel of human solid tumour cell lines. The results show that an increase in the biological activity was observed following amination at the C-2 position of Ludartin, thereby demonstrating the interest of late-stage C—H amination to improve the bioactivity of natural products.