Asperphenamate
Application Notes
Asperphenamate is an unusual ester of N-benzoylphenylalanine and N-benzoylphenylalaninol isolated from Aspergillus flavipes and first reported by Clark and co-workers in 1977. Since then, asperphenamate has been found in a broad range of Pencillium and Aspergillus species and even in plants, as a product of endophytic fungi. Asperphenamate has weak antitumor activity. Recently, a more soluble analogue, BBP, was found to induce autophagic cell death in tumor cells, a process modulated by a JNK-dependent Atg4 upregulation involving ROS production.
References
- Two metabolites from Aspergillus flavipes. Clark A.M. et al., J. Nat. Prod. (Lloydia) 1977, 40, 146.
- Synthesis of asperphenamate, a novel fungal metabolite. Clark A.M. and Hufford C.D., Phytochem. 1978, 17, 552.
- Two new Penicillium species Penicillium buchwaldii and Penicillium spathulatum, producing the anticancer compound asperphenamate. Frisvad J.C., FEMS Microbiol. Lett. 2013, 339, 77.