Studies in the biochemistry of micro-organisms. 102. Quadrilineatin (1:2-diformyl-5-hydroxy-3-methoxy-4-methylbenzene), a metabolic product of Aspergillus quadrilineatus Thom & Raper

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Abstract
Aspergillus quadrilineatus Thorn and Raper, when grown on Raulin-Thom solution, produces in the culture medium a hitherto undescribed fungal metabolite, which has been named quadrilineatin. Quadrilineatin, C10H10O4, forms colorless needles of m.p. 172[degree] (decomp.). From study of its functional derivatives and oxidation products, a number of which are described, quadrilineatin has been allocated the structure l,2-diformyl-5-hydroxy-3-methoxy-4-methylbenzene. Quadrilineatin is thus a member of the group of substituted o-phthalaldehydes, of which three, namely gladiolic acid, cyclopaldic acid and flavipin, were previously known as fungal metabolites. Quadrilinieatin shows only weak antibacterial activity against Staphylococcus aureus and Escherichia coli.