Avrainvillamide
Application Notes
Avrainvillamide is the monomer of the stephacidin B dimer. Avrainvillamide is active against the proto-oncogene, mutated NPM1, commonly present in patients with acute myeloid lukemia. Avrainvillamide alkylates Cys275 of mutated NPM1, inhibits nuclear export of Crm1 cargo proteins. Aavrainvillamide also displaces Thr199-phosphorylated NPM1 from duplicated centrosomes, leads to an accumulation of supernumerary centrosomes and inhibits dephosphorylation of Thr199-phosphorylated NPM1 by protein phosphatase 1.
References
- A new antibiotic CJ-17,665 from Aspergillus ochraceus. Sugie Y. et al. J Antibiot. 2001, 54, 911.
- The natural product avrainvillamide binds to the oncoprotein nucleophosmin. Wulff J.E. et al. J Am Chem Soc 2007, 129, 14444.
- Anti-proliferative activity of the NPM1 interacting natural product avrainvillamide in acute myeloid leukemia. Vibeke A. et al. Cell death & disease 2016, 7, e2497.