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Synthesis of green fluorescent cross-linked molecularly imprinted polymer bound with anti-cancerous drug (docetaxel) for targeted drug delivery

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Abstract

An excellent anti-cancer strategy for drug delivery was developed by applying a magnet at the target cancer site. For this purpose, a new docetaxel-loaded magnetic molecularly imprinted polymer (docetaxel-loaded MIP) was synthesized by a magnetic core-shell magnetic nanoparticles of Fe3O4, a vitamin C (ascorbic acid) as cross-linker, and a combination polymerization method. The docetaxel-loaded MIP was employed as a transporter of the anti-cancer medicine for continued and controlled release of docetaxel at a target malignant tissue. The magnetic nanoparticles, magnetic core-shell, and MIPs were characterized by SEM, VSM, XRD, and EDX techniques. Many different types of analysis like VSM proved that nanomaterial was magnetic, and the X-ray analysis diagram confirmed the occurrence of nanocarrier at the goal site. The MTT assay demonstrated that increasing the amount of dosage nanomaterial inhibited the growth of cancer cells. The EDX was used to confirm the presence of elements loaded on nanoparticles, silica core-shell, and MIPs. The HPLC chromatogram of mice’s blood plasma confirmed the manifestation of the drug that was collected from the target site.

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References

  1. Fefer M, Liu J (2016) Herbicidal composition with increased herbicidal efficacy. Google Patents

  2. Çetin K, Denizli A (2015) 5-Fluorouracil delivery from metal-ion mediated molecularly imprinted cryogel discs. Colloids Surf B 126:401–406

    Article  Google Scholar 

  3. Buntin MB, Burke MF, Hoaglin MC, Blumenthal D (2011) The benefits of health information technology: a review of the recent literature shows predominantly positive results. Health Aff 30:464–471

    Article  Google Scholar 

  4. Parker RM, Ratzan SC, Lurie N (2003) Health literacy: a policy challenge for advancing high-quality health care. Health Aff 22:147–153

    Article  Google Scholar 

  5. Kempe H, Pujolràs AP, Kempe M (2015) Molecularly imprinted polymer nanocarriers for sustained release of erythromycin. Pharm Res 32:375–388

    Article  CAS  PubMed  Google Scholar 

  6. Li Z, Qin C, Li D, Hou Y, Li S, Sun J (2014) Molecularly imprinted polymer for specific extraction of hypericin from Hypericum perforatum L. herbal extract. J Pharm Biomed Anal 98:210–220

    Article  CAS  PubMed  Google Scholar 

  7. Xie L, Guo J, Zhang Y, Hu Y, You Q, Shi S (2015) Novel molecular imprinted polymers over magnetic mesoporous silica microspheres for selective and efficient determination of protocatechuic acid in Syzygium aromaticum. Food Chem 178:18–25

    Article  CAS  PubMed  Google Scholar 

  8. Tang H, Zhu L, Yu C, Shen X (2012) Selective photocatalysis mediated by magnetic molecularly imprinted polymers. Sep Purif Technol 95:165–171

    Article  CAS  Google Scholar 

  9. Gao R, Cao B, Hu Y, Feng Z, Wang D, Hu W et al (2013) Human infection with a novel avian-origin influenza A (H7N9) virus. N Engl J Med 368:1888–1897

    Article  CAS  PubMed  Google Scholar 

  10. Huang J, Liu H, Men H, Zhai Y, Xi Q, Zhang Z et al (2013) Molecularly imprinted polymer coating with fluorescence on a magnetic particle. Macromol Res 21:1021–1028

    Article  CAS  Google Scholar 

  11. Öpik A, Menaker A, Reut J, Syritski V (2009) Molecularly imprinted polymers: a new approach to the preparation of functional materials. Proc Est Acad Sci 58:3-11

    Article  Google Scholar 

  12. Ma R-T, Shi Y-P (2015) Magnetic molecularly imprinted polymer for the selective extraction of quercetagetin from Calendula officinalis extract. Talanta 134:650–656

    Article  CAS  PubMed  Google Scholar 

  13. Liu X, Yu D, Yu Y, Ji S (2014) Preparation of a magnetic molecularly imprinted polymer for selective recognition of rhodamine B. Appl Surf Sci 320:138–145

    Article  CAS  Google Scholar 

  14. Tan CJ, Chua HG, Ker KH, Tong YW (2008) Preparation of bovine serum albumin surface-imprinted submicrometer particles with magnetic susceptibility through core–shell miniemulsion polymerization. Anal Chem 80:683–692

    Article  CAS  PubMed  Google Scholar 

  15. Hiratsuka Y, Funaya N, Matsunaga H, Haginaka J (2013) Preparation of magnetic molecularly imprinted polymers for bisphenol A and its analogs and their application to the assay of bisphenol A in river water. J Pharm Biomed Anal 75:180–185

    Article  CAS  PubMed  Google Scholar 

  16. Chang L, Chen S, Li X (2012) Synthesis and properties of core–shell magnetic molecular imprinted polymers. Appl Surf Sci 258:6660–6664

    Article  CAS  Google Scholar 

  17. Jing T, Du H, Dai Q, Xia H, Niu J, Hao Q et al (2010) Magnetic molecularly imprinted nanoparticles for recognition of lysozyme. Biosens Bioelectron 26:301–306

    Article  CAS  PubMed  Google Scholar 

  18. Kan X, Zhao Q, Shao D, Geng Z, Wang Z, Zhu J-J (2010) Preparation and recognition properties of bovine hemoglobin magnetic molecularly imprinted polymers. J Phys Chem B 114:3999–4004

    Article  CAS  PubMed  Google Scholar 

  19. Kokai LE, Ghaznavi AM, Marra KG (2010) Incorporation of double-walled microspheres into polymer nerve guides for the sustained delivery of glial cell line-derived neurotrophic factor. Biomaterials 31:2313–2322

    Article  CAS  PubMed  Google Scholar 

  20. Theiler S, Mela P, Diamantouros SE, Jockenhoevel S, Keul H, Möller M (2011) Fabrication of highly porous scaffolds for tissue engineering based on star-shaped functional poly (ε-caprolactone). Biotechnol Bioeng 108:694–703

    Article  CAS  PubMed  Google Scholar 

  21. González A, Strumia MC, Igarzabal CIA (2011) Cross-linked soy protein as material for biodegradable films: synthesis, characterization, and biodegradation. J Food Eng 106:331–338

    Article  Google Scholar 

  22. Park J, Ye M, Park K (2005) Biodegradable polymers for microencapsulation of drugs. Molecules 10:146–161

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  23. Lee K-S, Kim DS, Kim BS (2007) Biodegradable molecularly imprinted polymers based on poly (ε-caprolactone). Biotechnol Bioprocess Eng 12:152–156

    Article  CAS  Google Scholar 

  24. Zhang Y, Chan HF, Leong KW (2013) Advanced materials and processing for drug delivery: the past and the future. Adv Drug Deliv Rev 65:104–120

    Article  CAS  PubMed  Google Scholar 

  25. Nagata M, Tanabe T, Sakai W, Tsutsumi N (2008) Preparation and properties of biodegradable network poly (ester-carbonate) elastomers. Polymer 49:1506–1511

    Article  CAS  Google Scholar 

  26. Amsden BG, Tse MY, Turner ND, Knight DK, Pang SC (2006) In vivo degradation behavior of photo-cross-linked star-poly (ε-caprolactone-co-d, l-lactide) elastomers. Biomacromolecules 7:365–372

    Article  CAS  PubMed  Google Scholar 

  27. Liu Q, Jiang L, Shi R, Zhang L (2012) Synthesis, preparation, in vitro degradation, and application of novel degradable bioelastomers—a review. Prog Polym Sci 37:715–765

    Article  CAS  Google Scholar 

  28. Asadi E, Abdouss M, Leblanc RM, Ezzati N, Wilson JN, Azodi-Deilami S (2016) In vitro/in vivo study of novel anti-cancer, biodegradable cross-linked tannic acid for fabrication of 5-fluorouracil-targeting drug delivery nano-device based on a molecularly imprinted polymer. RSC Adv 6:37308–37318

    Article  CAS  Google Scholar 

  29. Chen W, Meng F, Cheng R, Deng C, Feijen J, Zhong Z (2014) Advanced drug and gene delivery systems based on functional biodegradable polycarbonates and copolymers. J Control Release 190:398–414

    Article  CAS  PubMed  Google Scholar 

  30. Rubentheren V, Ward TA, Chee CY, Tang CK (2015) Processing and analysis of chitosan nanocomposites reinforced with chitin whiskers and tannic acid as a crosslinker. Carbohydr Polym 115:379–387

    Article  CAS  PubMed  Google Scholar 

  31. Jansen J, Boerakker MJ, Heuts J, Feijen J, Grijpma DW (2010) Rapid photo-crosslinking of fumaric acid monoethyl ester-functionalized poly (trimethylene carbonate) oligomers for drug delivery applications. J Control Release 147:54–61

    Article  CAS  PubMed  Google Scholar 

  32. Bat E, Van Kooten TG, Feijen J, Grijpma DW (2011) Resorbable elastomeric networks prepared by photocrosslinking of high-molecular-weight poly (trimethylene carbonate) with photoinitiators and poly (trimethylene carbonate) macromers as crosslinking aids. Acta Biomater 7:1939–1948

    Article  CAS  PubMed  Google Scholar 

  33. Younes H, Bravo-Grimaldo E, Amsden BG (2004) Synthesis, characterization and in vitro degradation of a biodegradable elastomer. Biomaterials 25:5261–5269

    Article  CAS  PubMed  Google Scholar 

  34. Yunoki S, Suzuki T, Takai M (2003) Stabilization of low denaturation temperature collagen from fish by physical cross-linking methods. J Biosci Bioeng 96:575–577

    Article  CAS  PubMed  Google Scholar 

  35. Sionkowska A, Kaczmarek B, Lewandowska K (2014) Modification of collagen and chitosan mixtures by the addition of tannic acid. J Mol Liq 199:318–323

    Article  CAS  Google Scholar 

  36. Cho Y, Kim JT, Park HJ (2012) Size-controlled self-aggregated N-acyl chitosan nanoparticles as a vitamin C carrier. Carbohydr Polym 88(3):1087–1092

    Article  CAS  Google Scholar 

  37. Dong H, Zhao F, He Q, Xie Y, Zeng Y, Zhang L, Tang L, Zeng G (2017) Physicochemical transformation of carboxymethyl cellulose-coated zero-valent iron nanoparticles (nZVI) in simulated groundwater under anaerobic conditions. Sep Purif Technol 24(175):376–383

    Article  Google Scholar 

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Acknowledgements

This research work was jointly supported by the National Research Program for Universities of Research and Development Division, Higher Education Commission of Pakistan (No. 7494/Punjab/NRPU/R&D/HEC/2017), Directorate of Research and External Linkages of Bahauddin Zakariya University, Multan, Pakistan (No. DR&EL/D-740), and research facilities provided by Institute of Chemical Sciences, Bahauddin Zakariya University, Multan, Pakistan.

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Authors and Affiliations

  1. Institute of Chemical Sciences, Bahauddin Zakariya University, Bosan Road, Main Campus, Multan, 60800, Pakistan

    Zeeshan Ali, Muhammad Sajid, Muhammad Mahboob Ahmed & Suryyia Manzoor

  2. Department of Pharmaceutics, Bahauddin Zakariya University, Bosan Road, Main Campus, Multan, 60800, Pakistan

    Muhammad Hanif

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  1. Zeeshan Ali
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  2. Muhammad Sajid
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Correspondence to Muhammad Sajid.

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Ali, Z., Sajid, M., Ahmed, M.M. et al. Synthesis of green fluorescent cross-linked molecularly imprinted polymer bound with anti-cancerous drug (docetaxel) for targeted drug delivery. Polym. Bull. 81, 679–696 (2024). https://doi.org/10.1007/s00289-023-04714-8

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  • DOI: https://doi.org/10.1007/s00289-023-04714-8

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