3 CHEMISTRY OF TRYPTOQUIVALINE-RELATED METABOLITES FROM ASPERGILLUS FUMIGATUS
Details
In the course of the survey investigation of toxigenic food-borne fungi, some tremorogenic strains of Aspergillus fumigatus were found growing on rice and miso. From the fungus, two tremor-genic indolic metabolites, fumitremorgin A and B were isolated, and we previously reported the chemistry of these compounds (19th this symposium at Hiroshima, 1975). Eleven tryptoquivaline-related metabolites, FTC-FTN, were subsequently isolated from the same fungus, and all of the chemical structures of these metabolites were determined. Three among them were interestingly identified with those isolated from Aspergillus clavatus by Buchi et al; those were FTC, D, and N (from A fumigatus), respectively identical to tryptoquivaline, nortryptoquivaline, and deoxynortryptoquivalone (from A clavatus). Incorporation of labeled alanine and methylalanine into FTC and FTI was clearly demonstrated. The biosynthetic inter-relation in these tryptoquivaline-related metabolites was also discussed.
