Chemical and Pharmaceutical Bulletin · 1968 · 16 citations · 0 references
Life SciencesBiochemistryChemistryBioorganic ChemistryMetabolismMycologyBioinorganic ChemistryBiotransformation PathwaysFungal BiochemistryFungal MetabolismFungal Natural Product BiosynthesisFungal Secondary MetabolitesBioactive Compounds From Marine FungiDimethyl EtherFungal Bioactive CompoundsFungal Metabolite BiosynthesisMarine Fungal Natural Product BiosynthesisMarine Fungal Natural ProductsMetabolic Breakdown ProductsStructure Elucidation Of Fungal Metabolites
The structure of aurofusarin (Ia) was established by the biogenetical type synthesis. Rubrofusarin (IIa) was partially methylated to yield monomethyl ether A (IIb) which was converted into IIIa by oxidation with Fremy's salt. Partial demethylation of IIIa to IIIb followed by oxidative coupling using potassiumpersulphate as the reagent afforded 7, 7'-bis (8-hydroxy-5-methoxy-2-methyl-4H-naphtho [2, 3-b] pyrane-4, 6, 9-(6H, 9H) trione] (Ic), whose methyl ether was proved to be identical with aurofusarin dimethyl ether (Ib).