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Polyketides from Neohelicosporium griseum: structure assignment and bioactivity investigation

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Abstract

In the pursuit of discovering new active metabolites from helicosporous hyphomycetes, rice fermentation products of Neohelicosporium griseum were examined. Eight compounds were isolated from this saprophytic fungus, namely vertixanthone (1), diaportheone A (2), 1,3,6,8-tetrahydroxyanthraquinone (3), lecanoric acid (4), decarboxycitrinone (5), 6,8-dihydroxy-4-hydroxymethyl-3,5-dimethyl-isochromen-1-one (6), decarboxyhydroxycitrinone (7), and ergosterin (8). The 1D and 2D NMR characteristics of compound 1 in DMSO-d6 were detailed for the first time. Antimicrobial testing indicated that compounds 1–4 exhibited moderate activity against Pseudomonas aeruginosa, with compound 3 also showing weak activity against Staphylococcus aureus. In-vitro cytotoxicity assays revealed that compounds 1, 3, and 4 displayed cytotoxic activity against HELA cell lines, with respective IC50 values of 30.8, 13.7, and 14.1 µM. Compounds 1, 3, and 4 also showed significant cytotoxicity against A549 cell lines, with respective IC50 values of 24.7, 7.4, and 10.3 µM.

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Acknowledgements

LZ would like to express her gratitude to Mae Fah Luang University for providing a scholarship for her PhD studies. RSJ thanks Eminent Scholar offered by Kyun Hee University.

Funding

The National Natural Science Foundation of China (NSFC 32060013) and the Youth Science and Technology Talent Development Project from Guizhou Provincial Department of Education (QJHKYZ [2021]263 and QJHKYZ [2022]345) provided funding for this work.

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Authors and Affiliations

  1. School of Science, Mae Fah Luang University, Chiang Rai, 57100, Thailand

    Lijuan Zhang, Jian Ma & Ruvishika S. Jayawardena

  2. Center of Excellence in Fungal Research, Mae Fah Luang University, Chiang Rai, 57100, Thailand

    Lijuan Zhang, Jian Ma, Ausana Mapook & Ruvishika S. Jayawardena

  3. School of Food and Pharmaceutical Engineering, Guizhou Institute of Technology, Guiyang, 550025, China

    Lijuan Zhang, Jian Ma, Tianming Zhao, Mei Yan Han, Dege Zheng & Yongzhong Lu

  4. Department of Health Management, Guiyang Healthcare Vocational University, Guiyang, 550081, China

    Mingfei Yang

  5. Kyung Hee University, 26 Kyungheedae-ro, Dongdaemun-gu, Seoul, 02447, South Korea

    Ruvishika S. Jayawardena

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  1. Lijuan Zhang
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Zhang, L., Ma, J., Yang, M. et al. Polyketides from Neohelicosporium griseum: structure assignment and bioactivity investigation. Med Chem Res 33, 308–313 (2024). https://doi.org/10.1007/s00044-023-03172-1

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  • DOI: https://doi.org/10.1007/s00044-023-03172-1

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