Chembiochem 2017 Sep 25. Epub 2017 Sep 25.
Universität Bonn, Kekulé-Institut für Organische Chemie und Biochemie, Gerhard-Domagk-Straße 1, 53121, Bonn, GERMANY.
Analysis of the volatile terpenes produced by seven fungal strains of the genus Trichoderma by use of a closed-loop stripping apparatus (CLSA) revealed a common production of harzianone, a bioactive, structurally unique diterpenoid consisting of a fused tetracyclic 4,5,6,7-membered ring system. The terpene cyclization mechanism was studied by feeding experiments using selectively 13C- and 2H-labeled synthetic mevalonolactone isotopologues, followed by analysis of the incorporation patterns by 13C-NMR spectroscopy and GC/MS. The structure of harzianone was further supported from a 13C,13C-COSY experiment of the in vivo generated fully 13C-labeled diterpene. Read More