Genome Mining of a Prenylated and Immunosuppressive Polyketide from Pathogenic Fungi

Department of Chemical and Biomolecular Engineering, and Department of Chemistry and Biochemistry, University of California , Los Angeles, California 90066, United States, Department of Chemical Engineering and Materials Science, University of Southern California , Los Angeles, California 90089, United States, Los Angeles Biomedical Research Institute at Harbor-UCLA Medical Center , Torrance, California 90502, United States, and David Geffen School of Medicine at UCLA , Los Angeles, California 90095, United States.
Organic Letters (Impact Factor: 6.32). 01/2013; 15(4). DOI: 10.1021/ol303435y
Source: PubMed

ABSTRACT Activation of the polycyclic polyketide prenyltransferase (pcPTase)-containing silent clusters in Aspergillus fumigatus and Neosartorya fischeri led to isolation of a new metabolite neosartoricin (3). The structure of 3 was solved by X-ray crystallography and NMR to be a prenylated anthracenone. 3 exhibits T-cell antiproliferative activity with an IC(50) of 3 μM, suggestive of a physiological role as an immunosuppressive agent.