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Bio-guided Isolation of Natural Iron Chelators from Mangifera indica Leaves and their Comparative Study to Desferal®

  • Suliman, Sara N. (Pharmacognosy Department, Faculty of Pharmacy, Mansoura University) ;
  • ElNaggar, Mai H. (Pharmacognosy Department, Faculty of Pharmacy, Kafrelsheikh university) ;
  • Elsbaey, Marwa (Pharmacognosy Department, Faculty of Pharmacy, Mansoura University) ;
  • El-Gamil, Mohammed M. (Toxic and Narcotic Drug Department, Forensic Medicine, Mansoura Laboratory, Medicolegal Organization, Ministry of Justice) ;
  • Badria, Farid A. (Pharmacognosy Department, Faculty of Pharmacy, Mansoura University)
  • Received : 2021.01.01
  • Accepted : 2021.04.25
  • Published : 2021.06.30

Abstract

Through bio-guided isolation, two natural iron chelators were isolated from Mangifera indica L. leaves, identified as mangiferin (1) and iriflophenone-3-C-𝛽-D-glucoside (2). Their iron-chelating activity was compared to that of Desferal® using bipyridyl assay and EDTA as a standard. Mangiferin showed the highest activity with IC50 value of 0.385 mM (162.85 ㎍/mL). Furthermore, two combinations of mangiferin with Desferal® (M-D) and iriflophenone-3-C-𝛽-D-glucoside (M-I) were evaluated. The results showed that mangiferin potentiated the iron chelation activity of Desferal® about 46%, also that M-I combination is a promising candidate formula for iron chelation therapy. In addition, mangiferin and Desferal-iron complexes were prepared and characterized by IR, UV, and Mass spectra to compare their mode of chelation to iron. Their structural stability was studied by DFT calculations. Furthermore, they displayed increased ABTS antioxidant activity when bound to iron as compared to their free form, which enhances their pharmacological importance.

Keywords

References

  1. Gupta, C. IOSR Journal of Applied Chemistry (IOSR-JAC) 2014, 7, 38-46. https://doi.org/10.9790/5736-071123846
  2. Bernhardt, P. V. Dalton T. 2007, 3214-3220.
  3. Yu, Y.; Gutierrez, E.; Kovacevic, Z.; Saletta, F.; Obeidy, P.; Suryo Rahmanto, Y.; Richardson, D. R. Curr. Med. Chem. 2012, 19, 2689-2702. https://doi.org/10.2174/092986712800609706
  4. Hatcher, H. C.; Singh, R. N.; Torti, F. M.; Torti, S. V. Future Med. Chem. 2009, 1, 1643-1670. https://doi.org/10.4155/fmc.09.121
  5. Jayasinghe, S.; Siriwardhana, A.; Karunaratne, V. Int. J. Pharm. Pharm. Sci. 2015, 7, 8-12.
  6. Walcourt, A.; Loyevsky, M.; Lovejoy, D. B.; Gordeuk, V. R.; Richardson, D. R. Int. J. Biochem. Cell Biol. 2004, 36, 401-407. https://doi.org/10.1016/S1357-2725(03)00248-6
  7. Romeo, A. M.; Christen, L.; Niles, E. G.; Kosman, D. J. J. Biol. Chem. 2001, 276, 24301-24308. https://doi.org/10.1074/jbc.M010806200
  8. Ferreira, D.; Seca, A. M. L.; Diana, C. G. A.; Silva, A. M. S. J. Proteomics 2016, 145, 153-166. https://doi.org/10.1016/j.jprot.2016.04.006
  9. Poggiali, E.; Cassinerio, E.; Zanaboni, L.; Cappellini, M. D. Blood Transfu. 2012, 10, 411-422.
  10. Ebrahimzadeh, M. A.; Pourmorad, F.; Bekhradnia, A. R. Afr. J. Biotechnol. 2008, 7, 3188-3192.
  11. Badria, F. A.; Suliman, S. N.; Elsbaey, M.; El-Naggar, M. H. Drug Discov. Ther. 2018, 12, 299-303. https://doi.org/10.5582/ddt.2018.01046
  12. Mansour, A.; Ismail, O. M.; El-Din, S. M. Afr. J. Plant Sci. Biotech. 2008, 2, 87-92.
  13. Gaber, M.; Fayed, T. A.; El-Gamil, M. M.; El-Reash, G. M. A. J. Mol. Struct. 2018, 1151, 56-72. https://doi.org/10.1016/j.molstruc.2017.09.035
  14. Loganayaki, N.; Siddhuraju, P.; Manian, S. J. Food Sci. Technol. 2013, 50, 687-695. https://doi.org/10.1007/s13197-011-0389-x
  15. Lissi, E. A.; Modak, B.; Torres, R.; Escobar, J.; Urzua, A. Free Radic. Res. 1999, 30, 471-477. https://doi.org/10.1080/10715769900300511
  16. Wu, X.; Ray, A. K. Phys. Rev. B 2002, 65, 085403. https://doi.org/10.1103/PhysRevB.65.085403
  17. Delley, B.; Ellis, D.; Freeman, A. J.; Baerends, E. J.; Post, D. Phys. Rev. B 1983, 27, 2132-2144. https://doi.org/10.1103/PhysRevB.27.2132
  18. Barreto, J. C.; Trevisan, M. T. S.; Hull, W. E.; Erben, G.; de Brito, E. S.; Pfundstein, B.; Wurtele, G.; Spiegelhalder, B.; Owen, R. W. J. Agric. Food Chem. 2008, 56, 5599-5610. https://doi.org/10.1021/jf800738r
  19. Mobarra, N.; Shanaki, M.; Ehteram, H.; Nasiri, H.; Sahmani, M.; Saeidi, M.; Goudarzi, M.; Pourkarim, H.; Azad, M. Int. J. Hematol. Oncol. Stem cell Res. 2016, 10, 239-247.
  20. Galanello, R.; Agus, A.; Campus, S.; Danjou, F.; Giardina, P. J.; Grady, R. W. Ann. New York Acad. Sci. 2010, 1202, 79-86. https://doi.org/10.1111/j.1749-6632.2010.05591.x
  21. Sheth, S. Curr. Opin. Hematol. 2014, 21, 179-185. https://doi.org/10.1097/MOH.0000000000000031
  22. Estuningtyas, A.; Zwicker, K.; Wahyuni, T.; Fajri, P.; Wahidiyat, P. A.; Freisleben, S. K.; Freisleben, H. J. Biomed. Pharmacol. J. 2018, 11, 29-43. https://doi.org/10.13005/bpj/1345
  23. Andreu, G. P.; Delgado, R.; Velho, J. A.; Curti, C.; Vercesi, A. E. Eur. J. Pharmacol. 2005, 513, 47-55. https://doi.org/10.1016/j.ejphar.2005.03.007
  24. Chubar, N.; Carvalho, J. R.; Correia, M. J. N. Colloids and Surfaces A: Physicochem. Eng. Aspects 2003, 230, 57-65. https://doi.org/10.1016/j.colsurfa.2003.09.014
  25. Singh, A.; Singh, P. Indian J. Chem. 2000, 39A, 874-876.
  26. Cozar, O.; Leopold, N.; Tomoaia-Cotisel, M.; Mocanu, A.; Jelic, C. J. Optoelectron. Adv. M. 2007, 9, 3912-3916.
  27. Pardo-Andreu, G. L.; Sanchez-Baldoquin, C.; Avila-Gonzalez, R.; Delgado, R.; Naal, Z.; Curti, C. Eur. J. Pharmacol. 2006, 547, 31-36. https://doi.org/10.1016/j.ejphar.2006.07.040
  28. Symonowicz, M.; Kolanek, M. Biotech. Food Sci. 2012, 76, 35-41.
  29. West, D. X.; Swearingen, J. K.; Valdes-Marti nez, J.; HernandezOrtega, S.; El-Sawaf, A. K.; van Meurs, F.; Castineiras, A.; Garcia, I.; Bermejo, E. Polyhedron 1999, 18, 2919-2929. https://doi.org/10.1016/S0277-5387(99)00210-7
  30. Liu, L.; Alam, M. S.; Lee, D. U. Bull. Korean Chem. Soc. 2012, 33, 3361-3367. https://doi.org/10.5012/bkcs.2012.33.10.3361
  31. Yousef, T. A.; El-Reash, G. M. A.; El Morshedy, R. M. Polyhedron 2012, 45, 71-85. https://doi.org/10.1016/j.poly.2012.07.041
  32. Aljahdali, M.; El-Sherif, A. A. Inorganica Chimica Acta 2013, 407, 58-68. https://doi.org/10.1016/j.ica.2013.06.040
  33. El-Reash, G. A.; El-Gammal, O.; Ghazy, S. E.; Radwan, A. H. Spectrochim. Acta A Mol. Biomol. Spectrosc. 2013, 104, 26-34. https://doi.org/10.1016/j.saa.2012.11.008
  34. Govindarajan, M.; Periandy, S.; Carthigayen, K. Spectrochim. Acta A Mol. Biomol. Spectrosc. 2012, 97, 411-422. https://doi.org/10.1016/j.saa.2012.06.028