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.
| Molecular Formula | C26H27N3O4 |
| References |
Sugie Y et al (2001) A new antibiotic CJ-17,665 from Aspergillus ochraceus. J. Antibiot. 54:911 Vibeke A et al (2016) Anti-proliferative activity of the NPM1 interacting natural product avrainvillamide in acute myeloid leukemia. Cell death and Disease 7:e2497 Wulff JE et al (2007) The natural product avrainvillamide binds to the oncoprotein nucleophosmin. J. Am. Chem. Soc. 129:14444 |