Kumbicins A-D: Bis-Indolyl Benzenoids and Benzoquinones from an Australian Soil Fungus, Aspergillus kumbius

Heather J. Lacey; Daniel Vuong; John I. Pitt; Ernest Lacey; Andrew M. Piggott

doi:10.1071/CH15488

Kumbicins A-D: Bis-Indolyl Benzenoids and Benzoquinones from an Australian Soil Fungus, Aspergillus kumbius

Heather J. Lacey, Daniel Vuong, John I. Pitt, Ernest Lacey, Andrew M. Piggott^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

22 Citations (Scopus)

16 Downloads (Pure)

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 μgmL^-1) and the Gram-positive bacterium Bacillus subtilis (MIC 1.6 μgmL^-1).

Original language	English
Pages (from-to)	152-160
Number of pages	9
Journal	Australian Journal of Chemistry
Volume	69
Issue number	2
DOIs	https://doi.org/10.1071/CH15488
Publication status	Published - 2016

Bibliographical note

Copyright the Publisher 2016. 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.

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10.1071/CH15488

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title = "Kumbicins A-D: Bis-Indolyl Benzenoids and Benzoquinones from an Australian Soil Fungus, Aspergillus kumbius",

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 μgmL-1) and the Gram-positive bacterium Bacillus subtilis (MIC 1.6 μgmL-1).",

author = "Lacey, {Heather J.} and Daniel Vuong and Pitt, {John I.} and Ernest Lacey and Piggott, {Andrew M.}",

note = "Copyright the Publisher 2016. 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. ",

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doi = "10.1071/CH15488",

language = "English",

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journal = "Australian Journal of Chemistry",

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AU - Lacey, Heather J.

AU - Vuong, Daniel

AU - Pitt, John I.

AU - Lacey, Ernest

AU - Piggott, Andrew M.

N1 - Copyright the Publisher 2016. 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.

PY - 2016

Y1 - 2016

N2 - 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 μgmL-1) and the Gram-positive bacterium Bacillus subtilis (MIC 1.6 μgmL-1).

AB - 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 μgmL-1) and the Gram-positive bacterium Bacillus subtilis (MIC 1.6 μgmL-1).

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JO - Australian Journal of Chemistry

JF - Australian Journal of Chemistry

SN - 0004-9425

IS - 2

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Kumbicins A-D: Bis-Indolyl Benzenoids and Benzoquinones from an Australian Soil Fungus, Aspergillus kumbius

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Overcoming antibiotic resistance: rapid discovery of new antibacterial drug targets using chemicalproteomics

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Kumbicins A-D: Bis-Indolyl Benzenoids and Benzoquinones from an Australian Soil Fungus, Aspergillus kumbius

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Overcoming antibiotic resistance: rapid discovery of new antibacterial drug targets using chemicalproteomics

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