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

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. Comp...

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Published inOrganic letters Vol. 21; no. 5; pp. 1287 - 1291
Main Authors Li, Hang, Gilchrist, Cameron L. M, Lacey, Heather J, Crombie, Andrew, Vuong, Daniel, Pitt, John I, Lacey, Ernest, Chooi, Yit-Heng, Piggott, Andrew M
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 01.03.2019
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
GENE-CLUSTER
ECHINOCANDIN B
SECONDARY METABOLITE
INHIBITOR
TRICHOSETIN
DERIVATIVES
DOMAINS
CULTURE
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Summary: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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ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.8b04042