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Fabrication of Nanoparticles based on Hesperidin-Loaded Chitosan-Functionalized Fe3O4: Evaluation of In vitro Antioxidant and Anticancer Properties

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Abstract

Hesperidin (HD) as a flavanone glycoside has pharmacological activities such as anti-inflammatory, antioxidant, and anti-cancer properties. However, poor solubility and bioavailability of hesperidin restrict its therapeutic effects. In this work, chitosan-functionalized Fe3O4 magnetic nanoparticles (Cs-f-Fe3O4 MNPs) were prepared to carry hesperidin. Hesperidin was isolated and purified from orange peel and then it was efficiently loaded into the synthesized magnetic nanoparticles (HD-Cs-f-Fe3O4 MNPs). The antioxidant activity of synthesized MNPs was determined by 2,2′-diphenyl-1-picrylhydrazyl (DPPH) free radical method. HD-Cs-f-Fe3O4 MNPs have exhibited high DPPH scavenging activity and their antioxidant effect increased as the concentrations increased. The cytotoxicity of prepared MNPs were studied by 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl-2H-tetrazolium bromide (MTT) assay. HD-Cs-f-Fe3O4 MNPs demonstrated a greater toxicity against MCF-7 cells compared to Cs-f-Fe3O4 MNPs. The toxicity of hesperidin-loaded chitosan-functionalized Fe3O4 MNPs against cancerous cells makes them as promising candidates for further studies in the cancer treatment.

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References

  1. L. Cheng, W. Zheng, M. Li, J. Huang, S. Bao, Q. Xu, and Z. Ma, https://www.preprints.org/manuscript/202002.0313/v1 (Accessed 23 February 2020).

  2. H. Chiba, M. Uehara, J. Wu, X. Wang, R. Masuyama, K. Suzuki, K. Kanazawa, and Y. Ishimi, J. Nutr., 133, 1892 (2003).

    Article  CAS  PubMed  Google Scholar 

  3. A. Garg, S. Garg, L. J. Zaneveld and A. K. Singla, Phytother. Res., 15, 655 (2001).

    Article  CAS  PubMed  Google Scholar 

  4. J. Roy, M. Azamthulla and D. Mukkerjee, Int. J. Pharm. Technol., 10, 25 (2020).

    Google Scholar 

  5. A. A. Zanwar, S. L. Badole, P. S. Shende, M. V. Hegde, and S. L. Bodhankar, Cardiovascular Effects of Hesperidin Aflavanone Glycoside. In Polyphenols in Human Health and Disease, Academic Press, 2014, pp 989–992.

  6. I. Binkowska, SN Appl. Sci., 2, 445 (2020).

    Article  CAS  Google Scholar 

  7. H. Xiong, J. Wang, Q. Ran, G. Lou, C. Peng, Q. Gan, J. Hu, J. Sun, R. Yao, and Q. Huang, Drug Des. Devel., 13, 3855 (2019).

    CAS  Google Scholar 

  8. V. Kuntic, J. Brboric, I. Holclajtner-Antunovic, and S. Uskokovic-Markovic, Vojnosanit Pregl., 71, 60 (2014).

    Article  PubMed  Google Scholar 

  9. V. Aggarwal, H. S. Tuli, F. Thakral, P. Singhal, D. Aggarwal, S. Srivastava, A. Pandey, K. Sak, M. Varol, M. A. Khan, and G. Sethi, Exp. Biol. Med., 245, 486 (2020).

    Article  CAS  Google Scholar 

  10. S. H. Ali, G. M. Sulaiman, M. M. Al-Halbosiy, M. S. Jabir, and A. H. Hameed, Artif. Cells Nanomed. Biotechnol., 47, 378 (2019).

    Article  CAS  PubMed  Google Scholar 

  11. J. J. Varghese and R. Mallya, World J. Pharm. Res., 4, 1149 (2015).

    CAS  Google Scholar 

  12. G. A. Koning and G. C. Krijger, Anticancer Agents Med. Chem., 7, 425 (2007).

    Article  CAS  PubMed  Google Scholar 

  13. H. B. Nair, B. Sung, V. R. Yadav, R. Kannappan, M. M. Chaturvedi, and B. B. Aggarwal, Biochem. Pharmacol., 80, 1833 (2010).

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  14. Y. Davatgaran-Taghipour, S. Masoomzadeh, M. H. Farzaei, R. Bahramsoltani, Z. Karimi-Soureh, R. Rahimi, and M. Abdollahi, Int. J. Nanomed., 12, 2689 (2017).

    Article  CAS  Google Scholar 

  15. F. Menaa, A. Menaa, and B. Menaa, Polyphenols Nano-formulations for Topical Delivery and Skin Tissue Engineering. Polyphenols in Human Health and Disease, Academic Press, 2014, pp 839–848.

  16. H. M. Waheeb, G. M. Sulaiman, and M. S. Jabir, Effect of Hesperidin Conjugated with Golden Nanoparticles on Phagocytic Activity: In vitro Study, 2nd International Conference on Materials Engineering and Science, IConMEAS 2019, 2020.

  17. T. Squillaro, A. Cimini, G. Peluso, A. Giordano, and M. A. Melone, Biochem. Pharmacol., 154, 303 (2018).

    Article  CAS  PubMed  Google Scholar 

  18. S. Gul, S. B. Khan, I. U. Rehman, M. A. Khan, and M. I. Khan, Front. Mater., 6, 179 (2019).

    Article  Google Scholar 

  19. L. Shen, B. Li, and Y. Qiao, Materials, 11, 324 (2018).

    Article  PubMed Central  Google Scholar 

  20. M. I. Kim, J. Shim, T. Li, J. Lee, and H. G. Park, Chem. Eur., J. 17, 10700 (2011).

    Article  CAS  Google Scholar 

  21. H. Li, S. Yang, D. Hui, and R. Hong, Nanotechnol. Rev., 9, 1265 (2020).

    Article  CAS  Google Scholar 

  22. I. Yildiz, Nanotechnol. Rev., 5, 331 (2016).

    Article  CAS  Google Scholar 

  23. Z. Surowiec, A. Miaskowski, and M. Budzyński, Nukleonika, 62, 183 (2017).

    Article  CAS  Google Scholar 

  24. G. Wang, G. Chen, Z. Wei, X. Dong, and M. Qi, Mater. Chem. Phys., 141, 997 (2013).

    Article  CAS  Google Scholar 

  25. L. Gu, X. He, and Z. Wu, Mater. Res. Bull., 59, 65 (2014).

    Article  CAS  Google Scholar 

  26. S. Huang, C. Li, Z. Cheng, Y. Fan, P. Yang, C. Zhang, K. Yang and J. Lin, J. Colloid Interface Sci., 376, 312 (2012).

    Article  CAS  PubMed  Google Scholar 

  27. G. Asab, E. A. Zereffa, and T. A. Seghne, Int. J. Biomater., 2020, 4783612 (2020).

    Article  PubMed  PubMed Central  Google Scholar 

  28. S. Liu, B. Yu, S. Wang, Y. Shen, and H. Cong, Adv. Colloid Interface Sci., 281, 102165 (2020).

    Article  CAS  PubMed  Google Scholar 

  29. M. Polichetti, M. Modestino, A. Galluzzi, S. Pace, M. Iuliano, P. Ciambelli, and M. Sarno, Mater. Today. Proc., 20, 21 (2020).

    Article  CAS  Google Scholar 

  30. N. Aeineh, F. Salehi, M. Akrami, F. Nemati, M. Alipour, M. Ghorbani, B. Nikfar, F. Salehian, N. RiyahiAlam, S. E. Sadat Ebrahimi, A. Foroumadi, M. Khoobi, M. Rouini, M. Dibaei, I. Haririan, M. R. Ganjali, and S. Safaei, J. Biomater. Sci., Polym. Ed., 29, 1109 (2018).

    Article  CAS  Google Scholar 

  31. R. Rastegar, H. Akbari Javar, M. Khoobi, P. Dehghan Kelishadi, G. Hossein Yousefi, M. Doosti, M. Hossien Ghahremani, A. Shariftabrizi, F. Imanparast, E. Gholibeglu, and M. Gholami, Artif. Cells Nanomed. Biotechnol., 8, 207 (201).

  32. K. C. Barick, S. L. Gawali, A. Sarkar, A. Kunwar, K. I. Priyadarsini, and P. A. Hassan, RSC Adv., 6, 98674 (2016).

    Article  CAS  Google Scholar 

  33. M. Zare and M. N. Sarkati. Polym. Adv. Technol., 32, 4094 (2021).

    Article  CAS  Google Scholar 

  34. H. Hao, Q. Ma, F. He, and P. Yao, J. Mater. Chem. B, 2, 7978 (2014).

    Article  CAS  PubMed  Google Scholar 

  35. A. Sirivat and N. Paradee, Mater. Des., 181, 107942 (2019).

    Article  CAS  Google Scholar 

  36. J. L. Arias, L. H. Reddy, and P. Couvreur, J. Mater. Chem., 22, 7622 (2012).

    Article  CAS  Google Scholar 

  37. W. P. Li, P. Y. Liao, C. H. Su, and C. S. Yeh, J. Am. Chem. Soc., 136, 10062 (2014).

    Article  CAS  PubMed  Google Scholar 

  38. X. Wang, R. Zhang, C. Wu, Y. Dai, M. Song, S. Gutmann, F. Gao, G. Lv, J. Li, X. Li, and Z. Guan, J. Biomed. Mater. Res. Part A, 80, 852 (2007).

    Article  Google Scholar 

  39. V. K. Chaudhri, Z. Hussain, A. Pandey, R. Khan, and A. K. Srivastava, Asian J. Ethnopharmacol. Med. Foods, 22 (2016).

  40. R. Rajesh, E. Sujanthi, S. S. Kumar, and R. Venkatesan, Phys. Chem. Chem. Phys., 17, 11329 (2015).

    Article  CAS  PubMed  Google Scholar 

  41. E. C. Santos, T. C. dos Santos, R. B. Guimaraes, L. Ishida, R. S. Freitas, and C. M. Ronconi, RSC Adv., 5, 48031 (2015).

    Article  CAS  Google Scholar 

  42. M. Akrami, M. Khoobi, M. Khalilvand-Sedagheh, I. Haririan, A. Bahador, M. A. Faramarzi, S. Rezaei, H. A. Javar, F. Salehi, S. K. Ardestani, and A. Shafiee, RSC Adv., 5, 88096 (2015).

    Article  CAS  Google Scholar 

  43. M. Zare, M. Norouzi Sarkati, H. Tashakkorian, R. Partovi, and S. Rahaiee, J. Bioact. Compat. Polym., 34, 309 (2019).

    Article  CAS  Google Scholar 

  44. M. Golpour, H. A. Niaki, H. R. Khorasani, A. Hajian, R. Mehrasa, and A. Mostafazadeh, Int. J. Mol. Med., 3, 74 (2014).

    Google Scholar 

  45. E. C. Santos, A. Watanabe, M. D. Vargas, M. N. Tanaka, F. Garcia, and C. M. Ronconi, New J. Chem., 42, 671 (2018).

    Article  CAS  Google Scholar 

  46. E. Gholibegloo, T. Mortezazadeh, F. Salehian, H. Forootanfar, L. Firoozpour, A. Foroumadi, A. Ramazani, and M. Khoobi, J. Colloid Interface Sci., 556, 128 (2019).

    Article  CAS  PubMed  Google Scholar 

  47. N. Lahmer, N. Belboukhari, A. Cheriti, and K. Sekkoum, Der. Pharma. Chem., 7, 1 (2015).

    CAS  Google Scholar 

  48. B. L. Tan, M. E. Norhaizan, W. P. Liew, and H. S. Rahman, Front. Pharmacol., 9, 1162 (2018).

    Article  PubMed  PubMed Central  Google Scholar 

  49. M. Manssouri, M. Znini, and L. Majidi, J. Taibah Univ. Sci., 14, 124 (2020).

    Article  Google Scholar 

  50. I. Gulcin, Arch. Toxicol., 94, 651 (2020).

    Article  CAS  PubMed  Google Scholar 

  51. A. Venkatesan, A. Kathirvel, S. Prakash, and V. Sujatha, Free Radicals Antioxid., 7, 43 (2017).

    Article  CAS  Google Scholar 

  52. H. Parhiz, A. Roohbakhsh, F. Soltani, R. Rezaee, and M. Iranshahi, Phytother. Res., 29, 323 (2014).

    Article  PubMed  Google Scholar 

  53. A. M. Mahmoud, R. J. H. Bautista, M. A. Sandhu, and O. E. Hussein, Oxid., Med. Cell. Longev., 2019, 5484138 (2019).

    Google Scholar 

  54. A. Khan, M. Ikram, J. R. Hahm, and M. Ok Kim, Antioxidants, 9, 609 (2020).

    Article  CAS  PubMed Central  Google Scholar 

  55. A. Roohbakhsh, H. Parhiz, F. Soltani, R. Rezaee, and M. Iranshahi, Life Sci., 124, 64 (2015).

    Article  CAS  PubMed  Google Scholar 

  56. D. Stanisic, A. F. Costa, G. Cruz, N. Duran, and L. Tasic, Stud. Nat. Prod. Chem., 58, 161 (2018).

    Article  CAS  Google Scholar 

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Authors and Affiliations

  1. Faculty of medicinal plants, Amol University of Special Modern Technologies, Amol, Iran

    Mahboobeh Zare

  2. Faculty of Chemistry, University of Mazandaran, Babolsar, Iran

    Malihe Norouzi Sarkati

  3. Department of Biotechnology, Amol University of Special Modern Technologies, Amol, Iran

    Somayeh Rahaiee

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  1. Mahboobeh Zare
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  2. Malihe Norouzi Sarkati
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  3. Somayeh Rahaiee
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Correspondence to Mahboobeh Zare.

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Acknowledgment: Financial support of this work from the Research Council of Amol University of Special Modern Technologies gratefully acknowledged.

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Zare, M., Sarkati, M.N. & Rahaiee, S. Fabrication of Nanoparticles based on Hesperidin-Loaded Chitosan-Functionalized Fe3O4: Evaluation of In vitro Antioxidant and Anticancer Properties. Macromol. Res. 29, 785–790 (2021). https://doi.org/10.1007/s13233-021-9091-7

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