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Alkyl aromatic derivatives from the endophytic fungus Cytospora rhizophorae

The Journal of Antibiotics volume 76, pages 121–130 (2023)Cite this article

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Abstract

Two new alkylresorcinols named herein 5’-methoxy-integracins A-B (1-2), two new monomeric alkyl aromatic derivatives 3-(7-hydroxyheptyl)-5-methoxyphenol (5) and 7-(3,5-dihydroxyphenyl) heptyl acetate (6), along with four known compounds including integracins A-B (3-4), 2,4-dihydroxy-6-(8-hydroxyoctyl) benzene (7), and cytosporone B (8) were isolated from the endophytic fungus Cytospora rhizophorae A761. The structures of the four new compounds were elucidated by NMR, HRESIMS data, and electronic circular dichroism (ECD) calculations, whereas the compounds 1 and 2 were disclosed as a class of the natural rare-occurring dimeric alkylresorcinol derivatives. Moreover, the bioassays of the new compounds clarified that compound 1 was a potent inhibitor for the α-glucosidase, and compound 2 showed relatively good activity against the tumor cell lines. It is worth mentioning that the known compound integracin B (4) was first reported to display significant antibacterial activity against Staphylococcus aureus and methicillin-resistant Staphylococcus aureus (MRSA) with MIC values of 6.25 μg ml−1.

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Acknowledgements

Financial support for this research was provided by the National Natural Science Foundation of China (No. 82173711), Natural Science Foundation of Guangdong Province (No. 2019A1515011694), Guangdong Special Support Program (2019TQ05Y375) and Youth Innovation Promotion Association of CAS (2020342).

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  1. These authors contributed equally: Yanjiang Zhang, Hongxin Liu.

Authors and Affiliations

  1. Key Laboratory of South China Agricultural Plant Molecular Analysis and Genetic Improvement, Guangdong Provincial Key Laboratory of Applied Botany, South China Botanical Garden, Chinese Academy of Sciences, Guangzhou, 510650, People’s Republic of China

    Yanjiang Zhang, Kaidi Qiu, Shanshan Wei & Haibo Tan

  2. University of Chinese Academy of Sciences, Beijing, 100049, People’s Republic of China

    Yanjiang Zhang, Kaidi Qiu & Shanshan Wei

  3. State Key Laboratory of Applied Microbiology Southern China, Guangdong Provincial Key Laboratory of Microbial Culture Collection and Application, Institute of Microbiology, Guangdong Academy of Sciences, Guangzhou, 510070, People’s Republic of China

    Hongxin Liu, Yuchan Chen, Zhaoming Liu & Weimin Zhang

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Zhang, Y., Liu, H., Chen, Y. et al. Alkyl aromatic derivatives from the endophytic fungus Cytospora rhizophorae. J Antibiot 76, 121–130 (2023). https://doi.org/10.1038/s41429-022-00591-x

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