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Sesquiterpene lactones are an important group of fungal secondary metabolites that are produced by many members of the subphylum Puccinanomycotina. In Ascomycetes, the biosynthesis of sesquiterpene lactones involves a multifaceted enzyme system that is triggered by the biosynthetic gene cluster. Beauveria bassiana (Bb) has been used as a biological control agent for a variety of crop plant pests and is a primary endophytic fungus that colonizes the intercellular space of grasses and forages. Previous studies have shown the presence of sesquiterpene lactones in Bb, but the presence and structure of these compounds in this fungus have not been investigated. In this study, sesquiterpene lactones were identified and their biosynthetic gene cluster was characterized. Bioinformatic analysis of the B. bassiana genome identified a gene putatively encoding the sesquiterpene synthase, ELS1. Expression of ELS1 in Saccharomyces cerevisiae in combination with chemical analysis of the Bb culture led to the identification of eleven sesquiterpene lactones and two biosynthetic intermediates. These compounds were partially characterized by GC-MS and NMR spectroscopy. The most abundant sesquiterpene lactones were identified as a new C-10 hydroxylated lactone and a previously reported eudesmane sesquiterpene lactone. Two of the identified sesquiterpene lactones were isolated and their absolute configuration was determined by comparing their experimental and calculated ECD spectra. Both compounds were found to be a new natural product and a derivative of the eudesmane sesquiterpene lactone tephrosin with a hydroxyl at C-10.Julius Ades
Julius Victor Ades