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Yeppoonic acids A – D: 1,2,4-trisubstituted arene carboxylic acid co-metabolites of conglobatin from an Australian Streptomyces sp.

The Journal of Antibiotics volume 75, pages 108–112 (2022)Cite this article

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Abstract

Streptomyces sp. MST-91080 was isolated from a soil sample collected in Queensland, Australia. From this strain, yeppoonic acids A – D were purified and spectroscopically characterised. The yeppoonic acids are a family of diene enecarboxylic acids on a 1,2,4-trisubstituted benzene scaffold, structurally related to other Streptomyces secondary metabolites MF-EA-705α/β, NFAT-133 and the lorneic acids. Yeppoonic acids B and C show strong cytotoxicity against the NS-1 mouse myeloma cell line (IC50 2.3 µg ml–1 and 3.8 µg ml–1, respectively) and moderate activity against the DU 145 human prostate cancer cell line (IC50 32.8 µg ml–1 and 49.6 µg ml–1, respectively).

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Acknowledgements

We thank Dr John Kalaitzis (MQ) for acquisition of NMR data. HRMS data were acquired by the Australian Proteome Analysis Facility, supported under the Australian Government’s National Collaborative Research Infrastructure Strategy (NCRIS). Heather Lacey is the recipient of an Australian Government Research Training Program Scholarship and receives financial support from WaterNSW. This research was funded, in part, by the Cooperative Research Centres Projects scheme (CRCPFIVE000119).

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Authors and Affiliations

  1. School of Chemistry, The University of Sydney, Camperdown, Sydney, NSW, 2006, Australia

    Heather Lacey & Peter J. Rutledge

  2. Microbial Screening Technologies, Smithfield, Sydney, NSW, 2164, Australia

    Heather Lacey, Rachel Chen, Daniel Vuong & Ernest Lacey

  3. Department of Molecular Sciences, Macquarie University, Sydney, NSW, 2109, Australia

    Michael S. Cowled, Ernest Lacey & Andrew M. Piggott

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  1. Heather Lacey
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Correspondence to Heather Lacey.

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Lacey, H., Chen, R., Vuong, D. et al. Yeppoonic acids A – D: 1,2,4-trisubstituted arene carboxylic acid co-metabolites of conglobatin from an Australian Streptomyces sp.. J Antibiot 75, 108–112 (2022). https://doi.org/10.1038/s41429-021-00493-4

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