Natural Product Sciences

The Korean Society of Pharmacognosy (한국생약학회)
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Xanthones and 4-Phenylcoumarins from the Twigs of Mesua beccariana (Baill.) Kosterm

  • Mulyadi Tanjung (Natural Products Chemistry Research Group, Organic Chemistry Division, Department of Chemistry, Faculty of Science and Technology, Universitas Airlangga) ;
  • Tjitjik Srie Tjahjandarie (Natural Products Chemistry Research Group, Organic Chemistry Division, Department of Chemistry, Faculty of Science and Technology, Universitas Airlangga) ;
  • Muhammad Fajar Aldin (Natural Products Chemistry Research Group, Organic Chemistry Division, Department of Chemistry, Faculty of Science and Technology, Universitas Airlangga) ;
  • Shola Mardhiyyah (Natural Products Chemistry Research Group, Organic Chemistry Division, Department of Chemistry, Faculty of Science and Technology, Universitas Airlangga) ;
  • Ishomatul Maqfiroh (Natural Products Chemistry Research Group, Organic Chemistry Division, Department of Chemistry, Faculty of Science and Technology, Universitas Airlangga) ;
  • Ratih Dewi Saputri (Department of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Negeri Surabaya) ;
  • Norizan Ahmat (Faculty of Applied Sciences, Universiti Teknologi MARA)
  • Received : 2022.12.07
  • Accepted : 2023.03.09
  • Published : 2023.03.31
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Abstract

Two xanthones and 4-phenylcoumarins were isolated from the twigs of Mesua beccariana (Baill.) Kosterm. Among them, one new xanthone, beccarianin A (1), along with 7-isoprenyl-jacareubin (2), mammea A/AA cyclo F (3), and mammea A/BA cyclo F (4). These structures were determined by spectrometric and spectroscopic methods, HRESIMS data, NMR, and UV spectra. Two xanthones (1-2) and two 4-phenylcoumarins (3-4) were evaluated for their cytotoxic effect on the HeLa cells. Compound 1 showed active activity (IC50 = 8.2 µM), and compounds 3-4 showed moderate activity (IC50 = 12.3 and 15.6 µM, respectively).

Keywords

Acknowledgement

The research was provided financial assistance by Penelitian Dasar Kompetitif Nasional, No. 922/UN3.15/PT/2022, Universitas Airlangga.

References

  1. Heyne, K. The useful Indonesian Plants; Research and Development Agency; Ministry of Forestry: Indonesian, 1987, p 2114.
  2. Awang, K.; Chan, G.; Litaudon, M.; Ismail, N. H.; Martin, M. T.; Gueritte, F. Bioog. Med. Chem. 2020, 18, 7873-7877. https://doi.org/10.1016/j.bmc.2010.09.044
  3. Ee, G. C. L.; Lim, C. K.; Ong, G. P.; Sukari, M. A.; Lee, H. L. J. Asian Nat. Prod. Res. 2006, 8, 567-570. https://doi.org/10.1080/10286020500172335
  4. Lim, C. K.; Subramaniam, H.; Say, Y. H.; Jong, V. Y. M.; Khaledi, H.; Chee, C. F. Nat. Prod. Res. 2015, 29, 1970-1977. https://doi.org/10.1080/14786419.2015.1015020
  5. Karunakaran, T.; Ee, G. C. L.; Tee, K. H.; Ismail, I. S.; Zamakshshari, N. H.; Peter, W. M. Phytochem. Lett. 2016, 17, 131-134. https://doi.org/10.1016/j.phytol.2016.07.026
  6. Rouger, C.; Derbre, S.; Charreau, B.; Pabois, A.; Cauchy, T.; Litaudon, M.; Awang, K.; Richomme, P. J. Nat. Prod. 2015, 78, 2187-2197. https://doi.org/10.1021/acs.jnatprod.5b00222
  7. Rouger, C.; Derbre, S.; Richomme, P. Phytochem. Rev. 2019, 18, 317-342.
  8. Tanjung, M.; Rachmadiarti, F.; Saputri, R. D.; Tjahjandarie, T. S. Nat. Prod. Res. 2018, 32, 1062-1067. https://doi.org/10.1080/14786419.2017.1378215
  9. Tanjung, M.; Saputri, R .D.; Fitriati, F. F.; Tjahjandarie, T. S. J. Biol. Active Prod. Nature 2016, 6, 95-100.
  10. Teh, S. S.; Ee, G. C. L.; Rahmani, M.; Taufiq-Yap, Y. H.; Go, R.; Mah, S. H. Molecules 2011, 16, 5647-5654. https://doi.org/10.3390/molecules16075647
  11. Monache, G. D.; Monache, F. D.; Waterman, P. G.; Crichton, E. G.; de Lima, R. A. Phytochem. 1984, 23, 1757-1759. https://doi.org/10.1016/S0031-9422(00)83485-8
  12. Verotta, L.; Lovaglio, E.; Vidari, G.; Finzi, P. V.; Neri, M. G.; Raimondi, A.; Parapini, S.; Taramelli, D.; Riva, A.; Bombardelli, E. Phytochem. 2004, 65, 2867-2879. https://doi.org/10.1016/j.phytochem.2004.07.001
  13. Tjahjandarie, T. S.; Tanjung, M.; Saputri, R. D.; Nadar, P. B.; Aldin, M. F.; Permadi, A. Nat. Prod. Sci. 2019, 25, 244-247. https://doi.org/10.20307/nps.2019.25.3.244
  14. Saputri, R. D.; Tjahjandarie, T. S.; Tanjung, M. Nat. Prod. Res. 2021, 35, 1256-1261. https://doi.org/10.1080/14786419.2019.1644634
  15. Tanjung, M.; Tjahjandarie, T. S.; Mardhiyyah, S.; Rahman, G. Z.; Aldin, M. F.; Saputri, R. D.; Ahmat, N. Nat. Prod. Sci. 2022, 28, 58-61. https://doi.org/10.20307/nps.2022.28.2.58
  16. Tanjung, M.; Tjahjandarie, T. S.; Saputri, R. D.; Kurnia, B. D.; Rachman, M. F.; Syah, Y. M. Nat. Prod. Res. 2021, 35, 407-412. https://doi.org/10.1080/14786419.2019.1634714
  17. Tanjung, M.; Mujahidin, D.; Hakim, E. H.; Darmawan, A.; Syah, Y. M. Nat. Prod. Commun. 2010, 5, 1209-1211.
  18. Tjahjandarie, T. S.; Tanjung, M.; Saputri, R. D.; Aldin, M. F.; Susanti, R. A., Pertiwi N. P.; Wibawa, R. S.; Halizah, I. N. Phytochem. Lett. 2021, 44, 78-81. https://doi.org/10.1016/j.phytol.2021.06.006
  19. Tanjung, M.; Juliawaty, L. D.; Hakim, E, H.; Syah, Y. M. Fitoterapia 2018, 126, 74-77. https://doi.org/10.1016/j.fitote.2017.10.001