Skip to main content
Log in

Phytochemical Constituents from Biscogniauxia philippinensis var. microspora

  • Published:
Chemistry of Natural Compounds Aims and scope

One new natural ester derivative, biscophilippin (1), as well as 5 known compounds, 5-formyl mellein (2), mellein-5-carboxylic acid (3), 5-hydroxymethylmellein (4), 3β-hydroxystigmast-5-en-7-one (5), and N-trans-feruloyltyramine (6), were isolated from the n-BuOH-soluble fraction of the EtOH extract of rice fermented with the endophytic fungus Biscogniauxia philippinensis var. microspora. Their structures were elucidated by 1D and 2D NMR spectroscopy together with HR-ESI-MS analysis, and comparison of the spectroscopic data with those reported for structurally related compounds.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Fig. 1.

Similar content being viewed by others

References

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

    Article  CAS  PubMed  PubMed Central  Google Scholar 

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

    Article  Google Scholar 

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

    Article  CAS  PubMed  Google Scholar 

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

    Article  CAS  Google Scholar 

  5. Y. M. Ju and J. D. Rogers, Mycol. Res., 105, 1123 (2001).

    Article  Google Scholar 

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

    Article  Google Scholar 

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

    Article  CAS  Google Scholar 

  8. 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 

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

    Article  CAS  PubMed  Google Scholar 

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

    Article  CAS  PubMed  Google Scholar 

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

    Article  Google Scholar 

  12. 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 

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

    Article  CAS  PubMed  Google Scholar 

  14. 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 

  15. 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 

  16. H. Kosugi, M. Kitaoka, A. Takahashi, and H. Uda, J. Chem. Soc. Chem. Commun., 16, 1268 (1986).

    Article  Google Scholar 

  17. R. Tanikaga, Y. Nozaki, T. Tamura, and A. Kaji, Synthesis, 2, 134 (1983).

    Article  Google Scholar 

  18. T. H. Lee, J. L. Chiou, C. K. Lee, and Y. H. Kuo, J. Chin. Chem. Soc., 52, 833 (2005).

    Article  CAS  Google Scholar 

  19. N. Claydon, J. F. Grove, and M. Pople, Phytochemistry, 24, 937 (1985).

    Article  CAS  Google Scholar 

  20. R. C. Cambie, A. R. Lal, and P. S. Rutledge, Phytochemistry, 30, 287 (1991).

    Article  CAS  Google Scholar 

  21. C. K. Lee, C. K. Lu, Y. H. Kuo, J. Z. Chen, and G. Z. Sun, J. Chin. Chem. Soc., 51, 437 (2004).

    Article  CAS  Google Scholar 

  22. C. Y. Chen, F. R. Chang, and Y. C. Wu, J. Chin. Chem. Soc., 44, 313 (1997).

    Article  CAS  Google Scholar 

Download references

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.

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Ming-Jen Cheng.

Additional information

Published in Khimiya Prirodnykh Soedinenii, No. 6, November–December, 2023, pp. 886–888.

Rights and permissions

Springer Nature or its licensor (e.g. a society or other partner) holds exclusive rights to this article under a publishing agreement with the author(s) or other rightsholder(s); author self-archiving of the accepted manuscript version of this article is solely governed by the terms of such publishing agreement and applicable law.

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Chen, KJ., Wu, MD., Chen, YZ. et al. Phytochemical Constituents from Biscogniauxia philippinensis var. microspora. Chem Nat Compd 59, 1047–1050 (2023). https://doi.org/10.1007/s10600-023-04193-3

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10600-023-04193-3

Keywords

Navigation