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A New Dihydrocoumarin from Ficus sycomorus

A phytochemical study of the fruits and leaves of Ficus sycomorus L. led to the isolation of a new dihydrocoumarin, 4-carboxylic-4-hydroxy-3,4-dihydrocoumarin (1), together with ten known compounds. Moreover, the different extracts of F. sycomorus were screened for cytotoxic activity using the brine shrimp lethality bioassay. The results revealed that all extracts were virtually nontoxic on the shrimps and showed LC50 values greater than 100 μg/mL.

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References

  1. M. N. El-Hadidi and L. Boulos, Street Trees in Egypt, Cairo University Press, Cairo, 1979, pp. 52–64.

  2. R. Muschler, A Manual Flora of Egypt, S-H Service Agency, New York, 1970, pp. 244–249.

    Google Scholar 

  3. S. M. El-Sayyad, M. A. Makboul, S. F. Farag, J. O. El-Amir, and R. M. Ali, J. Pharmacogn. Phytochem., 3, 1 (2015).

    CAS  Google Scholar 

  4. S. M. El-Sayyad, M. A. Makboul, R. M. Ali, and S. F. Farag, J. Pharmacogn. Phytochem., 4, 1 (2016).

    CAS  Google Scholar 

  5. E. Pretsch, P. Buhlmann, and C. Affolter, Structure Determination of Organic Compounds, Springer-Verlag, New York, 2000.

    Book  Google Scholar 

  6. L. Jia, L. J. Zhong, H. F. Li, and L. L. Jing, Chin. Trad. Herb. Drugs, 42, 2186 (2011).

    CAS  Google Scholar 

  7. J. L. Wu, P. Wang, P. Gao, N. Zeng, X. F. Liu, S. Y. Wang, Y. Shen, and C. D. Xu, J. Pharm. Pract., 30, 275 (2012).

    CAS  Google Scholar 

  8. S. W. Chang, K. H. Kim, I. K. Lee, S. U. Choi, S. Y. Ryu, and K. R. Lee, Nat. Prod. Sci., 15, 234 (2009).

    CAS  Google Scholar 

  9. T. J. Mabry, K. R. Markham, and M. B. Thomas, The Systematic Identification of Flavonoids, Springer-Verlag, New York, 1970.

    Book  Google Scholar 

  10. J. B. Harborne and T. J. Mabry, The Flavonoids. Advances in Research, Chapman and Hall, New York, 1982.

    Book  Google Scholar 

  11. P. K. Agrawal, Carbon-13 NMR Spectroscopy of Flavonoids, Elsevier Science, Amsterdam, 1989.

    Google Scholar 

  12. J. B. Harborne, The Flavonoids. Advances in Research Since 1986, Chapman and Hall, London, 1994.

  13. P. Akhtar, M. Ali, M. P. Sharma, H. Farooqi, and H. N. Khan, J. Phytol., 2, 89 (2010).

    Google Scholar 

  14. A. Chawla, R. Kaur, and A. K. Sharma, Int. J. Pharm. Phytopharmacol. Res., 1, 215 (2012).

    CAS  Google Scholar 

  15. D. Dincel, S. D. Hatipoglu, A. C. Goren, and G. Topcu, Turk. J. Chem., 37, 675 (2013).

    CAS  Google Scholar 

  16. H. Liang and Y. Dequan, The Applications of UV Spectrum in Organic Chemistry, Vol. 2, Scientific Publishing House, Beijing, 1988, p. 227.

  17. G. H. Tamam, H. M. Bakeer, R. M. Abdel-Motelab, and W. A. Arafa, J. Chin. Chem. Soc., 52, 1191 (2005).

    CAS  Article  Google Scholar 

  18. J. R. Hwu, Y. S. Wein, and Y. J. Leu, J. Org. Chem., 61, 1493 (1996).

    CAS  Article  Google Scholar 

  19. B. Mikhova and H. Duddeck, 13C-NMR Spectroscopy of Coumarins and Their Derivatives: A Comprehensive Review, Vol. 18, Part K, 1995, pp. 971–1080.

  20. Q. N. Porter, Mass Spectrometry of Heterocyclic Compounds, 2nd ed., John Wiley & Sons Inc, New York, 1985, pp. 293–294.

    Google Scholar 

  21. S. H. Garba, J. Prasad, and U. K. Sandabe, J. Biol. Sci., 7, 276 (2007).

    CAS  Article  Google Scholar 

  22. N. A. Igbokwe, U. K. Sandabe, S. Sanni, B. Wampana, I. M. Wiam, and I. O. Igbokwe, Anim. Reprod., 6, 509 (2009).

    Google Scholar 

  23. B. N. Meyer, N. R. Ferrigini, J. E. Putnam, L. B. Jacobsen, D. E. Nichols, and J. L. McLaughlin, Planta Med., 45, 31 (1982).

    CAS  Article  Google Scholar 

  24. R. A. Edrada, P. Proksch, V. Wary, L. Witte, and L. V. Ofwegen, J. Nat. Prod., 61, 358 (1998).

    CAS  Article  Google Scholar 

Download references

ACKNOWLEDGMENT

The authors gratefully acknowledge Prof. Dr. Samir A. Ross (National Center for Natural Products Research, University of Mississippi, University, MS 38677, USA; BioMolecular Sciences, Division of Pharmacognosy, School of Pharmacy, University of Mississippi, University, MS 38677, USA) and Dr. Yoshiaki Takaya (Faculty of Pharmacy, Meijo University, Tempaku, Nagoya 468-8503, Japan) for the NMR measurements.

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Correspondence to Salwa F. Farag.

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Published in Khimiya Prirodnykh Soedinenii, No. 6, November–December, 2020, pp. 874–875.

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El-Sayyad, S.M., Makboul, M.A., Wahman, R. et al. A New Dihydrocoumarin from Ficus sycomorus. Chem Nat Compd 56, 1013–1015 (2020). https://doi.org/10.1007/s10600-020-03216-7

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  • DOI: https://doi.org/10.1007/s10600-020-03216-7

Keywords

  • Ficus sycomorus
  • dihydrocoumarin
  • isoquercitrin
  • cinaroside
  • brine shrimp lethality bioassay