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Two New 4-Phenylcoumarins and a New 4-Phenylcoumarin Derivative From Calophyllum polyanthum

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Two new 4-phenylcoumarins, 12-acetoxysoulattrolide (1), inocalocyclide E (2), and one new 4-phenylcoumarin derivative, inocalophyllin C (3), together with three known 4-phenylcoumarins (4–6), and two 4-phenylcoumarin derivatives (7 and 8) were isolated from the stems and leaves of Calophyllum polyanthum Wall. ex Planch. & Triana. The absolute structures of compounds 1–3 were completely elucidated using a combination of 1D, 2D NMR techniques, HR-ESI-MS analyses, and ECD calculations.

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References

  1. X. W. Li, J. Li, and P. F. Stevens, Flora of China, Missouri Botanical Garden Press, St. Louis, MI, USA, 2007, 38 pp.

    Google Scholar 

  2. C. K. Lim, Y. P. Ham, L. Q. Lim, and V. Y. M. Jong, Phytochem. Lett., 30, 99 (2019).

    Article  CAS  Google Scholar 

  3. C. Ito, T. Matsui, T. Kobayashi, H. Tokuda, S. Shanmugam, and M. Itoigawa, Nat. Prod. Commun., 13 (4), 447 (2018).

    Google Scholar 

  4. S. H. Goh, I. Jantan, and P. G. Waterman, J. Nat. Prod., 55 (10), 1415 (1992).

    Article  CAS  Google Scholar 

  5. T. R. Govindachari, D. Prakash, and N. Viswanathan, J. Chem. Soc. C, 1323 (1968).

  6. D. Susanti, N. Attoumani, M. Taher, M. F. Rezali, M. H. Sohrab, C. M. Hasan, and Z. A. Zakaria, Nat. Prod. Sci., 24 (1), 47 (2018).

    Article  CAS  Google Scholar 

  7. J. Prasad, A. Shrivastava, A. K. Khanna, G. Bhatia, S. K. Awasthi, and T. Narender, Phytomedicine, 19 (14), 1245 (2012).

    Article  CAS  PubMed  Google Scholar 

  8. H. R. W. Dharmaratne, W. M. A. P. Wanigasekera, E. Mata-Greenwood, and J. M. Pezzuto, Planta Med., 64 (05), 460 (1998).

    Article  CAS  PubMed  Google Scholar 

  9. C. Ito, T. Murata, M. Itoigawa, K. Nakao, N. Kaneda, and H. Furukawa, J. Pharm. Pharmacol., 58 (7), 975 (2006).

    Article  CAS  PubMed  Google Scholar 

  10. S. P. Gunasekera, G. S. Jayatilake, S. S. Selliah, and M. U. S. Sultanbawa, J. Chem. Soc., Perkin Trans. 1, 1505 (1977).

  11. M. M. Garazd, Y. L. Garazd, and V. P. Khilya, Chem. Nat. Compd., 39, 54 (2003).

    Article  CAS  Google Scholar 

  12. W. H. Liu, Y. W. Liu, Z. F. Chen, W. F. Chiou, Y. C. Tsai, and C. C. Chen, Molecules, 20 (7), 12314 (2015).

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  13. Y. C. Shen, M. C. Hung, L. T. Wang, and C. Y. Chen, Chem. Pharm. Bull., 51 (7), 802 (2003).

    Article  CAS  Google Scholar 

  14. Y. C. Shen, L. T. Wang, and C. Y. Chen, Tetrahedron Lett., 45 (1), 187 (2004).

    Article  CAS  Google Scholar 

  15. M. J. Frisch, G. W. Trucks, H. B. Schlegel, G. E. Scuseria, M. A. Robb, J. R. Cheeseman, G. Scalmani, V. Barone, B. Mennucci, G. A. Petersson, H. Nakatsuji, M. Caricato, X. Li, H. P. Hratchian, A. F. Izmaylov, J. Bloino, G. Zheng, J. L. Sonnenberg, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, T. Vreven, J. A. Montgomery, Jr., J. E. Peralta, F. Ogliaro, M. Bearpark, J. J. Heyd, E. Brothers, K. N. Kudin, V. N. Staroverov, R. Kobayashi, J. Normand, K. Raghavachari, A. Rendell, J. C. Burant, S. S. Iyengar, J. Tomasi, M. Cossi, N. Rega, J. M. Millam, M. Klene, J. E. Knox, J. B. Cross, V. Bakken, C. Adamo, J. Jaramillo, R. Gomperts, R. E. Stratmann, O. Yazyev, A. J. Austin, R. Cammi, C. Pomelli, J. W. Ochterski, R. L. Martin, K. Morokuma, V. G. Zakrzewski, G. A. Voth, P. Salvador, J. J. Dannenberg, S. Dapprich, A. D. Daniels, O. Farkas, J. B. Foresman, J. V. Ortiz, J. Cioslowski, and D. J. Fox, Gaussian 09 Revision D.01, Gaussian Inc, Wallingford CT, 2009.

  16. A. E. Nugroho and H. Morita, J. Nat. Med., 68 (1), 1 (2014).

    Article  CAS  PubMed  Google Scholar 

Download references

Acknowledgment

This research was funded by the National Natural Science Foundation of China (31860087) and the Yunnan Provincial Science and Technology Department (Nos. 2019HB025, 202005AE160004, and 202005AF150043).

In addition, Ting-Ting Cao and Jia Liu contributed equally to this work.

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Authors and Affiliations

  1. School of Pharmaceutical Science and Yunnan Key Laboratory of Pharmacology of Natural Products, Kunming Medical University, Kunming, 650500, Yunnan, P. R. China

    Ting-Ting Cao, Jia Liu, Xu Li, Chen Chen & Xian Li

  2. Departments of Sports Medicine, The First Affiliated Hospital of Kunming Medical University, Kunming, 650032, Yunnan, P. R. China

    Teng-Yun Yang

Authors
  1. Ting-Ting Cao
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  2. Jia Liu
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  3. Teng-Yun Yang
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  4. Xu Li
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  5. Chen Chen
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  6. Xian Li
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Corresponding authors

Correspondence to Chen Chen or Xian Li.

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Published in Khimiya Prirodnykh Soedinenii, No. 5, September–October, 2023, pp. 700–704.

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Cao, TT., Liu, J., Yang, TY. et al. Two New 4-Phenylcoumarins and a New 4-Phenylcoumarin Derivative From Calophyllum polyanthum. Chem Nat Compd 59, 829–834 (2023). https://doi.org/10.1007/s10600-023-04128-y

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  • DOI: https://doi.org/10.1007/s10600-023-04128-y

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