Genome mining of Aspergillus hancockii unearths cryptic polyketide hancockinone A featuring a prenylated 6/6/6/5 carbocyclic skeleton

Hang Li*, Si Shu, John A. Kalaitzis, Zhuo Shang, Daniel Vuong, Andrew Crombie, Ernest Lacey, Andrew M. Piggott*, Yit-Heng Chooi*

*Corresponding author for this work

    Research output: Contribution to journalArticlepeer-review

    Abstract

    Activation of a cryptic polyketide synthase gene cluster hkn from Aspergillus hancockii via overexpression of the gene-cluster-specific transcription factor HknR led to the discovery of a novel polycyclic metabolite, which we named hancockinone A. The compound features an unprecedented prenylated 6/6/6/5 tetracarbocyclic skeleton and shows moderate antibacterial activity. Heterologous expression, substrate feeding, and in vitro assays confirmed the role of cytochrome P450 HknE in constructing the five-membered ring in hancockinone A from the precursor neosartoricin B.

    Original languageEnglish
    Pages (from-to)8789-8793
    Number of pages5
    JournalOrganic Letters
    Volume23
    Issue number22
    DOIs
    Publication statusPublished - 19 Nov 2021

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