Structure of tryptoquivaline C (FTC) and D (FTD). Novel fungal metabolites from Aspergillus fumigatus.

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Structures of tryptoquivaline C and D, isolated from Aspergillus fumigatus were determined as I and II. The stereostructure of I was determined by direct comparison of I with tryptoquivaline which structure was determined by X-ray analysis already. Stereostructure of II was determined by comparison of its spectral data with that of I and from the result that compound A (VIa or b) was obtained on oxidation of both I and II. Since L-(+)-alanine was obtained by hydrolysis of a reduction product from II, S-configuration was proposed on the stereochemistry of C-15 in II.

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