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

Heather J. Lacey, Cameron L. M. Gilchrist, Andrew Crombie, John A. Kalaitzis, Daniel Vuong, Peter J. Rutledge, Peter Turner, John I. Pitt, Ernest Lacey, Yit-Heng Chooi, Andrew M. Piggott

    Research output: Contribution to journalArticlepeer-review

    19 Citations (Scopus)
    37 Downloads (Pure)

    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.

    Original languageEnglish
    Pages (from-to)2631-2643
    Number of pages13
    JournalBeilstein Journal of Organic Chemistry
    Volume15
    DOIs
    Publication statusPublished - 5 Nov 2019

    Bibliographical note

    Copyright the Author(s) 2019. Version archived for private and non-commercial use with the permission of the author/s and according to publisher conditions. For further rights please contact the publisher.

    Keywords

    • Aspergillus
    • Biosynthesis
    • Drimane
    • Secondary metabolites
    • Sesquiterpenoid
    • Terpenes

    Fingerprint

    Dive into the research topics of 'Nanangenines: drimane sesquiterpenoids as the dominant metabolite cohort of a novel Australian fungus, Aspergillus nanangensis'. Together they form a unique fingerprint.

    Cite this