DOI QR코드

DOI QR Code

Melixyloidin, A New Acridone Alkaloid from Melicope xanthoxyloides Leaves

  • Saputri, Ratih Dewi (Department of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Negeri Surabaya) ;
  • Tanjung, Mulyadi (Natural Products Chemistry Research Group, Organic Chemistry Division, Department of Chemistry, Faculty of Science and Technology, Universitas Airlangga) ;
  • Tjahjandarie, Tjitjik Srie (Natural Products Chemistry Research Group, Organic Chemistry Division, Department of Chemistry, Faculty of Science and Technology, Universitas Airlangga)
  • Received : 2021.07.10
  • Accepted : 2021.09.02
  • Published : 2021.09.30

Abstract

A new acridone alkaloid, melixyloidin (1), and two known alkaloids (2-3) were isolated from Melicope xanthoxyloides (F. Muell) T.G. Hartley leaves. The structure of melixyloidin were elucidated using NMR spectra and high-resolution ESIMS data. Acridone alkaloids 1-3 were evaluated against MCF-7 and HeLa cells. 1,3,4-Trimethoxy-10-methylacridin-9-one (2) showed potent cytotoxic activity against MCF-7 cells with an IC50 value of 5.31 μM.

Keywords

Acknowledgement

This work was supported by the Hibah Mandat Grant, Universitas Airlangga, Indonesia, 2019.

References

  1. Chen, J. J.; Duh, C. Y.; Huang, H. Y.; Chen, I. S. Planta Med. 2003, 69, 542-546. https://doi.org/10.1055/s-2003-40637
  2. Nakashima, K.; Oyama, M.; Ito, T.; Akao, Y.; Witono, J. R.; Darnaedi, D.; Tanaka, T.; Murata, J.; Iinuma, M. Tetrahedron 2012, 68, 2421-2428. https://doi.org/10.1016/j.tet.2012.01.007
  3. Nakashima, K.; Oyama, M.; Ito, T.; Witono, J. R.; Darnaedi, D.; Tanaka, T.; Murata, J.; Iinuma, M. Tetrahedron Lett. 2011, 52, 4694-4696. https://doi.org/10.1016/j.tetlet.2011.07.013
  4. Saputri, R. D.; Tjahjandarie, T. S.; Tanjung, M. Nat. Prod. Res. 2021, 35, 1256-1261. https://doi.org/10.1080/14786419.2019.1644634
  5. Van, N. H.; Kamperdick, C.; Sung, T. V.; Adam, G. Phytochemistry 1998, 48, 1055-1057. https://doi.org/10.1016/S0031-9422(97)00613-4
  6. Saputri, R. D.; Tjahjandarie, T. S.; Tanjung, M. Nat. Prod. Sci. 2018, 24, 155-158. https://doi.org/10.20307/nps.2018.24.3.155
  7. Rasamison, V. E.; Brodie, P. J.; Merino, E. F.; Cassera, M. B.; Ratsimbason, M. A.; Rakotonandrasana, S.; Rakotonandrafara, A.; Rafidinarivo, E.; Kingston, D. G. I.; Rakotoandraibe, H. I. Nat. Prod. Bioprospect. 2016, 6, 261-265. https://doi.org/10.1007/s13659-016-0106-6
  8. Kassim, N. K.; Rahmani, M.; Ismail, A.; Sukari, M. A.; Ee, G. C. L.; Nasir, N. M.; Awang, K. Food Chem. 2013, 139, 87-92. https://doi.org/10.1016/j.foodchem.2013.01.108
  9. Brader, G.; Bacher, M.; Greger, H.; Hofer, O. Phytochemistry 1996, 42, 881-884. https://doi.org/10.1016/0031-9422(95)00922-1
  10. Tanjung, M.; Rachmadiarti, F.; Prameswari, A.; Agyani, V. U. W.; Saputri, R. D.; Tjahjandarie, T. S.; Syah, Y. M. Nat. Prod. Res. 2018, 32, 1493-1498. https://doi.org/10.1080/14786419.2017.1380027
  11. 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
  12. 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
  13. Waffo, A. F. K.; Coombes, P. H.; Crouch, N. R.; Mulholland, D. A.; El Amin, S. M. M.; Smith, P. J. Phytochemistry 2007, 68, 663-667. https://doi.org/10.1016/j.phytochem.2006.10.011
  14. Bandara, B. M. R.; Gunatilaka, A. A. L.; Wijeratne, E. M. K.; MacLeod, J. K. Phytochemistry 1990, 29, 297-301. https://doi.org/10.1016/0031-9422(90)89054-D
  15. Yahayu, M. A.; Rahmani, M.; Hashim, N. M.; Amin, M. A. M.; Ee, G. C. L.; Sukari, M. A.; Akim, A. Molecules 2011, 16, 4401-4407. https://doi.org/10.3390/molecules16064401
  16. Sampaio, O. M.; Vieira, L. C. C.; Bellete, B. S.; King-Diaz, B.; Lotina-Hennsen, B.; da Silva, M. F. G. F.; Veiga, T. A. M. Molecules 2018, 23, 2693. https://doi.org/10.3390/molecules23102693
  17. Tjahjandarie, T. S.; Tanjung, M.; Saputri, R. D.; Nadar, P. B.; Aldin, M. F.; Marliana, E.; Permadi, A. Nat. Prod. Sci. 2019, 25, 244-247. https://doi.org/10.20307/nps.2019.25.3.244
  18. 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
  19. Tanjung, M.; Nurmalasari, I.; Wilujeng, A. K.; Saputri, R. D.; Rachmadiarti, F.; Tjahjandarie, T. S. Nat. Prod. Sci. 2018, 24, 284-287. https://doi.org/10.20307/nps.2018.24.4.284