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

Beilstein Journal of Organic Chemistry

Andrew M. Piggott¹  John A. Kalaitzis²  Heather J. Lacey²  Daniel Vuong²  John I. Pitt²  Andrew Crombie²  Ernest Lacey²  Peter Turner³  Peter J. Rutledge³  Yit-Heng Chooi⁴  Cameron L. M. Gilchrist⁴ 

[1] Department of Molecular Sciences, Macquarie University, NSW 2109, Australia;Microbial Screening Technologies, Smithfield, NSW 2164, Australia;School of Chemistry, The University of Sydney, NSW 2006, Australia;School of Molecular Sciences, The University of Western Australia, WA 6009, Australia;

关键词: aspergillus;    biosynthesis;    drimane;    secondary metabolites;    sesquiterpenoid;    terpenes;   

DOI  :  10.3762/bjoc.15.256

来源: DOAJ

【 摘 要 】

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.

【 授权许可】

Unknown