7-O-Methyl-luteone Metabolism in Botrytis cinerea: Identification of the Epoxy-Intermediate and Absolute Configuration of the Pyrano-isoflavone Metabolite
نویسندگان
چکیده
7-O-Methyl-luteone was metabolized in a buffer solution by resting cells of Botrytis cinerea which is known as a fungus detoxifying prenylated isoflavones into further oxygenated meta bolites, and we could isolate an unstable epoxy-intermediate. The epoxy-intermediate was easily cyclized under acidic conditions to yield the corresponding isoflavone with a hydroxychroman part structure (= dihydropyrano-isoflavone). The optically active (dextrorotatory) dihydropyrano-isoflavone metabolite was derivatized into the [/?]-a-methoxy-a-trifluoromethyl-phenylacetic acid ester and its absolute configuration [5] was unambiguously eluci dated by the modified M osher’s method.
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