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Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science
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Kumbicins A–D: Bis-Indolyl Benzenoids and Benzoquinones from an Australian Soil Fungus, Aspergillus kumbius

Heather J. Lacey A , Daniel Vuong A , John I. Pitt B , Ernest Lacey A and Andrew M. Piggott C D
+ Author Affiliations
- Author Affiliations

A Microbial Screening Technologies Pty Ltd, Smithfield, NSW 2164, Australia.

B Food and Nutrition Flagship, Commonwealth Scientific and Industrial Research Organisation (CSIRO), North Ryde, NSW 2113, Australia.

C Department of Chemistry and Biomolecular Sciences, Macquarie University, NSW 2109, Australia.

D Corresponding author. Email: andrew.piggott@mq.edu.au

Australian Journal of Chemistry 69(2) 152-160 https://doi.org/10.1071/CH15488
Submitted: 11 August 2015  Accepted: 12 November 2015   Published: 17 December 2015

Abstract

A soil survey conducted in southern Queensland, Australia, identified a novel isolate belonging to the genus Aspergillus subgenus Circumdati section Circumdati, Aspergillus kumbius FRR6049. Cultivation and fractionation of secondary metabolites from A. kumbius revealed a unique chemotype comprising three new bis-indolyl benzenoids, kumbicins A–C, and a new bis-indolyl benzoquinone, kumbicin D, along with the previously reported compounds asterriquinol D dimethyl ether, petromurins C and D, aspochracin, its N-demethyl analogue JBIR-15, and neohydroxyaspergillic acid. The structures of kumbicins A–D were assigned by detailed spectroscopic analysis. Kumbicin C was found to inhibit the growth of mouse myeloma cells (IC50 0.74 μg mL–1) and the Gram-positive bacterium Bacillus subtilis (MIC 1.6 μg mL–1).


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