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Rubensteroid A, a new steroid with antibacterial activity from Penicillium rubens AS-130

The Journal of Antibiotics volume 76, pages 563–566 (2023)Cite this article

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Abstract

A new steroid with strong antibacterial activity, rubensteroid A (1), along with its decarboxylic analogue, solitumergosterol A (2), were isolated and identified from the Magellan Seamount-derived fungus Penicillium rubens AS-130. The structure and absolute configuration of compound 1 were established by detailed interpretation of NMR spectroscopic analysis, mass spectrometry data, and TDDFT-ECD calculations. Compound 1 had a rare 6/6/6/6/5 pentacyclic system, which might be the [4 + 2] Diels-Alder adduct of 14,15-didehydroergosterol (14-DHE) cycloaddition with maleic acid or maleimide, followed by decarboxylation. Rubensteroid A (1) exhibited potent antibacterial activity against Escherichia coli and Vibrio parahaemolyticus, both with MIC value of 0.5 μg/mL.

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Acknowledgements

This work was financially supported by the National Natural Science Foundation of China (U2006203, 41976090, and 42176115). H-LL thanks the Natural Science Foundation of Shandong Province (ZR2018BD031) and China Postdoctoral Science Foundation (2018M632732) for the support.

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Authors and Affiliations

  1. CAS and Shandong Province Key Laboratory of Experimental Marine Biology, Center for Ocean Mega-Science, Institute of Oceanology, Chinese Academy of Sciences, Nanhai Road 7, Qingdao, 266071, China

    Zhen Ying, Xiao-Ming Li, Bin-Gui Wang, Hong-Lei Li & Ling-Hong Meng

  2. University of Chinese Academy of Sciences, Yuquan Road 19A, Beijing, 100049, China

    Zhen Ying, Bin-Gui Wang & Ling-Hong Meng

  3. Laboratory of Marine Biology and Biotechnology, Qingdao National Laboratory for Marine Science and Technology, Wenhai Road 1, Qingdao, 266237, China

    Bin-Gui Wang

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  1. Zhen Ying
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  2. Xiao-Ming Li
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Correspondence to Hong-Lei Li or Ling-Hong Meng.

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Ying, Z., Li, XM., Wang, BG. et al. Rubensteroid A, a new steroid with antibacterial activity from Penicillium rubens AS-130. J Antibiot 76, 563–566 (2023). https://doi.org/10.1038/s41429-023-00634-x

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  • DOI: https://doi.org/10.1038/s41429-023-00634-x

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