Abstract

Xanthicin is a new yellow crystalline antifungal antibiotic, isolated from the cultured broth filtrate of S. xanthochromogenus ARISHIMA (strain No. 689)(1). This substance decomposes at 211_??_213°, molecular formula C13H15NO5, [α]15.0D=+319 (c=0.25% in acetone). The ultraviolet ray absorption spectrum showed maxima at 270mμ in methanol; 260mμ and 325mμ in 10-1M KOH. EHRLICH's aldehyde reagent and reagents for detection of the indole ring gave a positve reaction. Detection tests for the existence of amide carbonyl, amino- and nitro group were negative. After steam distillation with 40% H2SO4, 1 mole of xanthicin gave 1 mole of monobasic volatile acid, being presumed as acetic acid. Oxidation of this antibiotic by potassium permanganate under alkaline reaction gave succinic acid. Reduction of the biological activity of xanthicin in alkaline solution, and the results obtained by titration and infrared spectrophotometry gave explanation to the existence of the δ-lactone ring in this substance having close relation to its biological activity. This substance does not reduce hot-FEHLING's reagent, but its reddish-orange precipitate is formed by the addition of BRADY's reagent to the hot methanol solution of xanthicin. Ferric chloride reaction was positive, but phosphomolibdic acid or sodium molibdate reaction was negative.

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