Abstract

Three new metabolites, kunzeanones A ( 1 ), B ( 2 ), and C ( 3 ), along with three known compounds, cryptostrobin ( 4 ), (+)-spathulenol ( 5 ), and (−)-globulol ( 6 ), were isolated from the non-polar fraction of the dried leaves of Kunzea ambigua (Myrtaceae), which shows ichthyotoxicity toward a small fish, medaka. The structures of these new compounds were elucidated as condensates of alkylated phloroglucinol with methylflavanone and germacrane-type sesquiterpene, respectively, on the basis of spectral analyses including 1-D and 2-D NMR spectra. The stereochemistries of kunzeanones A and B were determined by X-ray crystallographic analysis. A sesquiterpene, (+)-spathulenol ( 5 ), among the isolates was characterized as the ichthyotoxic principle of the extract.

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