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The fungus Hamigera avellanea is found to be the source of two metabolites, hamigerone (C25H32O5) and dihydrohamigerone (C25H34O5), the former exhibiting in vitro growth inhibitory activity against phytopathogenic fungi. Their chemical structures and configurations, save for details related to the stereochemistry, have been established by a variety of spectroscopic techniques. Feeding the fungus with specifically labelled C-13-precursors served to establish the biosynthetic derivation of the two metabolites from ten intact acetate and five methionine-derived C-1-units.

acta chemica scandinavica/acta chemica scandinavica. b, organic chemistry and biochemistry/acta chemica scandinavica. a, physical and inorganic chemistry/acta chemica scandinavica. series b. organic chemistry and biochemistry/acta chemica scandinavica. series a, physical and inorganic chemistry

Hamigerone and Dihydrohamigerone: Two Acetate-Derived, Antifungal Metabolites from Hamigera avellanea.