Late-stage Rh(II)-catalyzed Nitrene Transfer for the Synthesis of Guaianolide Analogues with Enhanced Antiproliferative Activity.
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.
Références
- Titre
- Late-stage Rh(II)-catalyzed Nitrene Transfer for the Synthesis of Guaianolide Analogues with Enhanced Antiproliferative Activity.
- Type de publication
- Article de revue
- Année de publication
- 2021
- Auteurs
- Castro, Sebastián J., Padrón José M., Darses Benjamin, Nicotra Viviana E., and Dauban Philippe
- Revue
- European Journal of Organic Chemistry
- Ticket
- 12
- Pagination
- 1859-1863
Soumis le 15 février 2021