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EC Number General Information Commentary Reference
Display the word mapDisplay the reaction diagram Show all sequences the organism is cultured on rice medium, and the secondary metabolites are analysed by chromatographic separation delivering three newly identified natural products, 7-demethyl-neosulochrin, fumigaclavine, and N-benzoyl-tryptophan together with further 14 metabolites, 1-O-methyl-sulochrin-4'-sulfate, questin, laccaic acid, isorhodoptilometrin, fumigaclavine A, fumigaclavine C, fumitremorgin C, fumigaquinazoline C, tryptoquivaline J, trypacidin, 3'-O-demethyl-sulochrin, 1-O-methyl-sulochrin, protocatechuic acid, and vermelone. The chemical structures of the three newly identified metabolites are determined by NMR spectroscopy and ESI HR mass spectrometry. The discovery of the seco-anthraquinone 7-demethyl-neosulochrin reveals a second type of ring cleavage by a questin oxygenase. Except for the moderate activity of trypacidin against Staphylococcus aureus, 7-demethyl-neosulochrin, 1-O-methyl-sulochrin, 1-O-methyl-sulochrin-4'-sulfate, isorhodoptilometrin, fumigaclavine A, fumigaclavine C, fumigaquinazoline C, tryptoquivaline J, 3'-O-demethyl-sulochrin and vermelone are inactive in the agar diffusion assay against Staphylococcus aureus, Bacillus subtilis, Pseudomonas aeruginosa, and Candida albicans. Demethylneosulochrin, 1-O-methyl-sulochrin-4'-sulfate, 1-O-methyl-sulochrin, fumigaclavine I, and 3-O-demethyl-sulochrin are tested additionally against the human leukemia HL-60 cell line but display no cytotoxicity 765463
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