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Asperentin, a minor metabolic product of an entomogenous strain of Aspergillus flavus grown in surface culture on synthetic media, has been shown to be 3,4-dihydro-6,8-dihydroxy-3-(6-methyltetrahydropyran-2-ylmethyl)isocoumarin (I; R1= R2= H). The major secondary metabolic product formed under these conditions was the 8-O-methyl ether (I; R1= H, R2= Me); additional minor products were the 6-O-methyl ether and three closely-related phenolic compounds, one of which was shown to be a 5′-hydroxyasperentin (III; R1= R2= H, R3= OH).
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John Frederick Grove (1972) studied this question.
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