Discovery and Heterologous Biosynthesis of the Burnettramic Acids: Rare PKS-NRPS-Derived Bolaamphiphilic Pyrrolizidinediones from an Australian Fungus, Aspergillus burnettii

  • Org Lett. 2019 Mar 1;21(5):1287-1291. doi: 10.1021/acs.orglett.8b04042.
Hang Li  1 ,  Cameron L M Gilchrist  1 ,  Heather J Lacey  2 ,  Andrew Crombie  2 ,  Daniel Vuong  2 ,  John I Pitt  3 ,  Ernest Lacey  2  4 ,  Yit-Heng Chooi  1 ,  Andrew M Piggott  4
Affiliations
  • 1. School of Molecular Sciences , The University of Western Australia , Perth , Western Australia 6009 , Australia.
  • 2. Microbial Screening Technologies Pty. Ltd. , Smithfield , New South Wales 2164 , Australia.
  • 3. Commonwealth Scientific and Industrial Research Organisation , North Ryde , New South Wales 2113 , Australia.
  • 4. Department of Molecular Sciences , Macquarie University , Sydney , New South Wales 2109 , Australia.
PMID: 30735051 DOI: 10.1021/acs.orglett.8b04042
Abstract

The burnettramic acids are a new class of Antibiotics from an Australian fungus Aspergillus burnettii. The rare bolaamphiphilic scaffold consists of β-d-mannose linked to a pyrrolizidinedione unit via a 26-carbon chain. The most abundant metabolite displayed potent in vitro Antifungal activity. Comparative genomics identified the hybrid PKS-NRPS bua gene cluster, which was verified by heterologous pathway reconstitution in Aspergillus nidulans.

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