Bisdethiobis(methylthio)gliotoxin (2) has been identified as an amorphous, minor metabolite of Gliocladium deliquescens and characterised via the crystalline bis-4-bromobenzoate of the corresponding didehydro-derivative. The new metabolite has been synthesised from gliotoxin (1) by reduction and methylation. Feeding experiments with [14C]-(1) and -(2), prepared biosynthetically from L-[U-14C]phenylalanine, have shown that bisdethiobis(methylthio)gliotoxin is formed (8.6% incorporation), apparently irreversibly, from gliotoxin in G. deliquescens.
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Kirby et al. (1980) studied this question.