Abstract
Drechslera gigantea (Heald and Wolf), a phytopathogen of several graminaceous species, produces numerous phytotoxins belonging to the eremophilane family. When applied to detached leaves of Avena sativa (Koch) cv. Park several of these eremophilanes cause ‘green island’ formation, a localized area of chlorophyll retention. The fate of one these phytotoxic eremophilanes, petasol, was followed in detached leaves of oats using radiolabeled petasol. Analysis of leaf extracts 72 h after [ 14C]petasol treatment, indicated two major radioactive compounds. One compound had the same chromatographic properties and UV spectrum as petasol. The other compound, which was more hydrophilic than petasol, was purified using TLC and HPLC. 1H-NMR and amino acid analyses suggest that this ‘conversion product’ is a petasol-amino acid conjugate. Furthermore, this conjugate was biologically inactive; in that it did not cause green island formation on detached leaves of oat. Two other eremophilanes, gigantenone and 11,12-epoxypetasol, were also derivatized in vivo.
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