Common Biosynthesis of Non-canonical C16 Terpenes through a Fragmentation-Recombination Mechanism

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Angew Chem Int Ed Engl. 2024 Jun 26:e202408809. doi: 10.1002/anie.202408809. Online ahead of print.

ABSTRACT

The biosynthesis of six recently reported non-canonical C16 sesquiterpenoids named after ancient Greek philosophers including archimedene, aristotelene, eratosthenene, pythagorene, a-democritene and anaximandrene was investigated through density functional theory (DFT) calculations and isotopic labeling experiments. The results revealed for all compounds except archimedene a unique fragmentation-recombination mechanism as previously demonstrated for sodorifen biosynthesis, in addition to a remarkable “dancing” mechanism for anaximandrene biosynthesis.

PMID:38924286 | DOI:10.1002/anie.202408809