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Constituents from the Endophytic Fungus of Annulohypoxylon nitens

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Chemistry of Natural Compounds Aims and scope

A chemical study on the n-BuOH-soluble fraction of the 95% EtOH extract of rice fermented with the endophytic fungus Annulohypoxylon nitens has resulted in the isolation of one new natural pyrrole derivative, designated as nitenspyrrole (1), together with 3 known compounds, taraxasterol (2), oleanolic acid (3), and β-sitostenone (4). Their structures were elucidated by spectroscopic analyses including 1D and 2D NMR experiments, and by ESI-MS.

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References

  1. G. A. Strobel, Crit. Rev. Biotechnol., 22, 315 (2002).

    Article  CAS  PubMed  Google Scholar 

  2. G. A. Strobel and D. M. Long, ASM News, 64, 263 (1998).

    Google Scholar 

  3. G. Strobel, B. Daisy, U. Castillo, and J. Harper, J. Nat. Prod., 67, 257 (2004).

    Article  CAS  PubMed  Google Scholar 

  4. R. X. Tan and W. X. Zou, Nat. Prod. Rep., 18, 448 (2001).

    Article  CAS  PubMed  Google Scholar 

  5. L. P. Bush, H. H. Wilkinson, and C. L. Schardl, Plant Physiol., 114, 1 (1997).

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  6. F. B. Sean, M. B. Shana, and C. Jon, J. Am. Chem. Soc., 123, 9900 (2001).

    Article  Google Scholar 

  7. R. X. Tan and W. X. Zou, Nat. Prod. Rep., 18, 448 (2001).

    Article  CAS  PubMed  Google Scholar 

  8. C. Lu and Y. Shen, J. Antibiot., 56, 415 (2003).

    Article  CAS  Google Scholar 

  9. H. M. Hsieh and Y. M. Ju, Mycol., 97, 844 (2005).

    Article  CAS  Google Scholar 

  10. A. J. S. Whalley and R. L. Edwards, Can. J. Bot., 73, 802 (1995).

    Article  Google Scholar 

  11. S. J. Coval, M. S. Puar, D.W. Phife, J. S. Terracciano, and M. Patel, J. Antibiot., 48, 1171 (1995).

    Article  CAS  Google Scholar 

  12. Y. Lin, X. Wu, S. Feng, G. Jiang, S. Zhou, L. L. P. Vrijmoed, and E. B. G. Jones, Tetrahedron Lett., 42, 449 (2001).

    Article  CAS  Google Scholar 

  13. H. Huang, Z. She, Y. Lin, L. L. P. Vrijmoed, and W. Lin, J. Nat. Prod., 70, 1696 (2007).

    Article  CAS  PubMed  Google Scholar 

  14. S. Boonphong, P. Kittakoop, M. Isaka, D. Pittayakhajonwut, M. Tanticharoen, and Y. Thebtaranonth, J. Nat. Prod., 64, 965 (2001).

    Article  CAS  PubMed  Google Scholar 

  15. D. O. Hagana, S. V. Rogers, G. R. Duffin, and R. L. Edwards, Tetrahedron Lett., 33, 5585 (1992).

    Article  Google Scholar 

  16. H. Jayasuriya, K. B. Herath, J. G. Ondeyka, J. D. Polishook, G. F. Bills, A. W. Dombrowski, M. S. Springer, S. Siciliano, L. Malkowitz, M. Sanchez, Z. Guan, S. Tiwari, D. W. Stevenson, R. P. Borris, and S. B. Singh, J. Nat. Prod., 67, 1036 (2004).

    Article  CAS  PubMed  Google Scholar 

  17. R. A. Davis and G. K. Pierens, Magn. Reson. Chem., 44, 966 (2006).

    Article  CAS  PubMed  Google Scholar 

  18. P. C. Healy, A. Hocking, N. Tran-Dinh, J. I. Pitt, R. G. Shivas, J. K. Mitchell, M. Kotiw, and R. A. Davis, Phytochemistry, 65, 2373 (2004).

    Article  CAS  PubMed  Google Scholar 

  19. Y. Lin, X. Wu, S. Feng, G. Jiang, J. Luo, S. Zhou, L. L. P. Vrijmoed, E. B. G. Jones, K. Krohn, K. Steingrcver, and F. Zsila, J. Org. Chem., 66, 6252 (2001).

    Article  CAS  PubMed  Google Scholar 

  20. D. N. Quang, M. Stadler, J. Fournier, A. Tomita, and T. Hashimoto, Tetrahedron, 62, 6349 (2006).

    Article  CAS  Google Scholar 

  21. A. Gomez-Sanchez, I. Hermosin, and I. Maya, Carbohydr. Res., 229, 307 (1992).

    Article  CAS  Google Scholar 

  22. L. M. Khalilov, A. Z. Khalilova, E. R. Shakurova, I. F. Nuriev, V. V. Kachala, A. S. Shashkov, and U. M. Dzhemilev, Chem. Nat. Compd., 39, 285 (2003).

    Article  CAS  Google Scholar 

  23. Y. H. Kuo, S. M. Lee, and J. S. Lai, J. Chin. Chem. Soc., 47, 241 (2000).

    Article  CAS  Google Scholar 

  24. Y. H. Kuo and Y. C. Li, J. Chin. Chem. Soc., 44, 321 (1997).

    Article  CAS  Google Scholar 

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Acknowledgment

This work was kindly supported by the Ministry of Science and Technology, R.O.C. (MOST-108-2320-B-080-002-, MOST-109-2622-E-080-001-, and MOST-110-2320-B-080-001-). The authors thank Senior Technician Mrs. Chyi Jia Wang of the Center for Resources, Research, and Development (CRRD) of Kaohsiung Medical University for measuring the 2D NMR data.

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Correspondence to Ming-Jen Cheng.

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Published in Khimiya Prirodnykh Soedinenii, No. 6, November–December, 2023, pp. 973–974.

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Wu, MD., Chen, JJ. & Cheng, MJ. Constituents from the Endophytic Fungus of Annulohypoxylon nitens. Chem Nat Compd 59, 1154–1156 (2023). https://doi.org/10.1007/s10600-023-04215-0

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