1. Academic Validation
  2. Nanangenines: drimane sesquiterpenoids as the dominant metabolite cohort of a novel Australian fungus, Aspergillus nanangensis

Nanangenines: drimane sesquiterpenoids as the dominant metabolite cohort of a novel Australian fungus, Aspergillus nanangensis

  • Beilstein J Org Chem. 2019 Nov 5:15:2631-2643. doi: 10.3762/bjoc.15.256.
Heather J Lacey 1 2 Cameron L M Gilchrist 3 Andrew Crombie 1 John A Kalaitzis 1 4 Daniel Vuong 1 Peter J Rutledge 2 Peter Turner 2 John I Pitt 1 Ernest Lacey 1 4 Yit-Heng Chooi 3 Andrew M Piggott 4
Affiliations

Affiliations

  • 1 Microbial Screening Technologies, Smithfield, NSW 2164, Australia.
  • 2 School of Chemistry, The University of Sydney, NSW 2006, Australia.
  • 3 School of Molecular Sciences, The University of Western Australia, WA 6009, Australia.
  • 4 Department of Molecular Sciences, Macquarie University, NSW 2109, Australia.
Abstract

Chemical investigation of an undescribed Australian fungus, Aspergillus nanangensis, led to the identification of the nanangenines - a family of seven new and three previously reported drimane sesquiterpenoids. The structures of the nanangenines were elucidated by detailed spectroscopic analysis supported by single crystal X-ray diffraction studies. The compounds were assayed for in vitro activity against bacteria, fungi, mammalian cells and Plants. Bioinformatics analysis, including comparative analysis with other acyl drimenol-producing Aspergilli, led to the identification of a putative nanangenine biosynthetic gene cluster that corresponds to the proposed biosynthetic pathway for nanangenines.

Keywords

Aspergillus; biosynthesis; drimane; secondary metabolites; sesquiterpenoid; terpenes.

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