Über die Verrucarine und Roridine. 2. (vorläufige) Mitteilung. Partialstruktur von Verrucarin A

Abstract

The base catalysed hydrolysis of the antibiotic verrucarin A (C₂₇H₃₄O₉) yields three products: (1) verrucarol (C₁₅H₂₂O₄), a new sesquiterpene which is probably bicyclic, (2) muconic acid (C₆H₆O₄), a new sesquiterpene which is probably bicyclic, (2) muconic acid (C₆H₆O₄; cis,cis or cis, trans) and (3) verrucarinolactone (C₆H₁₀O₃), the δ‐lactone of the hitherto unknown trans‐α,δ‐dihydroxy‐β‐methylvaleric acid. The absolute configuration of verrucarinolactone is deduced by its correlation with (R)‐(+)‐methylsuccinic acid. Verrucarinic acid represents a new natural isomer of mevalonic acid.