Stoffwechselprodukte von Mikroorganismen 221. Mitteilung. (3<i>S</i>, 8<i>E</i>)‐1,3‐Dihydroxy‐8‐decen‐5‐on, ein Stoffwechselprodukt von <i>Streptomyces fimbriatus</i> (M<scp>ILLARD</scp> und B<scp>URR</scp> 1926)

Abstract

(3 S , 8 E )‐1,3‐Dihydroxy‐8‐decen‐5‐one, a Metabolite of Streptomyces fimbriatus (M ILLARD and B URR 1926) From the cultures of Streptomyces fimbriatus , strain Tü 2335, the title compound 1 was isolated by solvent extraction, chromatography, and distillation. Its constitution was determined by spectroscopic investigations of 1 and some of its derivatives, and the chirality by transformation to ( R )‐1,3‐isopropylidenedioxy‐decane ( 12 ); a reference sample of the latter was prepared from ( R )‐methyl 3‐hydroxydecanoate ( 10 ). In the equilibrium mixture the keto form 1 predominates the two hemiacetals 2a and 2b . Compound 1 is inactive against bacteria, yeasts and fungi.