Wheldone: Characterization
of a Unique Scaffold from the Coculture of Aspergillus fischeri and Xylaria flabelliformis

Knowles, Sonja L.; Raja, Huzefa A.; Isawi, Israa H.; Flores-Bocanegra, Laura; Reggio, Patricia H.; Pearce, Cedric J.; Burdette, Joanna E.; Rokas, Antonis; Oberlies, Nicholas H.

doi:10.1021/acs.orglett.0c00219.s001

ol0c00219_si_001.pdf (1.28 MB)

Wheldone: Characterization of a Unique Scaffold from the Coculture of Aspergillus fischeri and Xylaria flabelliformis

journal contribution

posted on 2020-02-25, 12:39 authored by Sonja L. Knowles, Huzefa A. Raja, Israa H. Isawi, Laura Flores-Bocanegra, Patricia H. Reggio, Cedric J. Pearce, Joanna E. Burdette, Antonis Rokas, Nicholas H. Oberlies

Wheldone (1) was isolated and elucidated from a coculture of Aspergillus fischeri (NRRL 181) and Xylaria flabelliformis (G536), where secondary metabolite biosynthesis was stimulated by antagonism between these fungi. First observed via in situ analysis between these competing fungal cultures, the conditions were scaled to reproducibly generate 1, whose novel structure was elucidated by one- and two-dimensional NMR and mass spectrometry. Compound 1 displayed cytotoxic activity against breast, ovarian, and melanoma cancer cell lines.