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A new furan-3-one derivative from the endophytic fungus Annulohypoxylon sp.

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Investigation of the EtOAc-soluble fraction of the 95% EtOH extract of rice fermented with the endophytic fungus Annulohypoxylon sp. led to the isolation of one new furan-3-one derivative, designated as annulofuranone (1), together with five known compounds, 2-methylcardol (2), 2-hydroxy-5-methoxy-3-tridecyl-1,4-benzoquinone (3), 3-methoxy-5-pentylphenol (4), 3-methoxy-5-hexylphenol (5), and ergosta-4,6,8(14),22-tetraen-3-one (6). Their structures were elucidated by 1D and 2D NMR spectroscopy together with MS analysis, and comparison of the spectroscopic data with those reported for structurally related compounds. All compounds were found in this fungus for the first time.

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References

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

    Google Scholar 

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

    Article  PubMed  CAS  Google Scholar 

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

    Article  PubMed  CAS  Google Scholar 

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

    PubMed  CAS  Google Scholar 

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

    Article  PubMed  CAS  Google Scholar 

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

    Article  PubMed  CAS  Google Scholar 

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

    Article  CAS  Google Scholar 

  8. Y. M. Ju and J. D. Rogers, Mycotaxon, 73, 371 (1999).

    Google Scholar 

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

    Article  Google Scholar 

  10. I. Zabetakis, J. W. Gramshaw, and D. S. Robinson, Food Chem., 65, 139 (1999).

    Article  CAS  Google Scholar 

  11. T. Furumoto, T. Hamasaki, and H. Nakajima, Tetrahedron Lett., 38, 5523 (1997).

    Article  CAS  Google Scholar 

  12. J. He, E. M. Kithsiri Wijeratne, B. P. Bashyal, J. Zhan, C. J. Seliga, M. X. Liu, E. E. Pierson, L. S. Pierson, H. D. VanEtten, and A. A. Leslie Gunatilaka, J. Nat. Prod., 67, 1985 (2004).

    Article  PubMed  CAS  Google Scholar 

  13. C. Li, D. K. Yue, P. B. Bu, and Y. F. Sun, Zhongguo Zhongyao Zazhi, 31, 562 (2006).

    PubMed  CAS  Google Scholar 

  14. H. Ogawa and S. Natori, Chem. Pharm. Bull., 16, 1709 (1968).

    Article  CAS  Google Scholar 

  15. W. Horper and F. J. Marner, Nat. Prod. Lett., 6, 163 (1995).

    Article  CAS  Google Scholar 

  16. W. A. Ayer, L. M. Browne, and S. H. Lovell, Phytochemistry, 22, 2267 (1983).

    Article  CAS  Google Scholar 

  17. G. Jinming, H. Lin, and L. Jikai, Steroids, 66, 771 (2001).

    Article  PubMed  CAS  Google Scholar 

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Acknowledgment

This investigation was supported by a grant from the Ministry of Economic Affairs of the Republic of China. The authors also thank Senior Technician Dr. 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. 3, May–June, 2013, pp. 381–383.

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Cheng, MJ., Wu, MD., Chen, IS. et al. A new furan-3-one derivative from the endophytic fungus Annulohypoxylon sp.. Chem Nat Compd 49, 446–449 (2013). https://doi.org/10.1007/s10600-013-0635-8

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  • DOI: https://doi.org/10.1007/s10600-013-0635-8

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