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Dual responsive GG-g-PNPA/PIPAM based novel hydrogels for the controlled release of anti- cancer agent and their swelling and release kinetics

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Abstract

This study includes the synthesis of amino acid graft copolymer from N- Acryloyl-L-phenylalanine amino acid and Guar gum polymer through free radical polymerization. Then the dual responsive (pH & temperature) hydrogels are synthesized by employing free radical cross linking polymerization using graft copolymer, N-isopropyl acrylamide and 2-(dimethylamine) ethylmethacrylate using N,N′-methylenebisacrylamide as a cross-linker and ammonium per sulfate as initiator. The structural properties of the hydrogels are evaluated by the determination of various network properties such as mesh size, crosslink density, Flory-Huggins interaction parameter, volume fraction in the swollen state and the average molecular weight of the polymer chain between two neighboring cross links. Dynamic and equilibrium swelling studies of hydrogels are performed in distilled water, pH 1.20 and pH 7.40 solutions at 25 °C and 37o ± 5 °C, swelling capacity in various salt solutions and corresponding swelling kinetic parameters are also calculated. Grafting, cross linking and structural changes are studied by fourier transform infrared and scanning electron microscope, distribution of imatinib mesylate drug in hydrogel is confirmed by X-ray diffraction, differential scanning calorimetry, thermo gravimetric analysis. Drug loading and encapsulation efficiency of Imatinib mesylate in various formulations of the hydrogels are also studied. The in-vitro drug release studies are performed in pH 1.20 and 7.40 phosphate buffer solutions at different amounts of cross linker, monomer and graft copolymer and temperature. The mode of drug release mechanism is analyzed by various kinetic models such as zero order, First order, Higuchi Square root, Hixson-Crowell cube root and Koresmeyer-Peppas equations.

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References

  1. Narasimharao R, Anushareddy M, Swethareddy N, Divyasagar P, Keerthana K (2011). Int J Res Pharmaceut Biomed Sci 2:1118–1133

    Google Scholar 

  2. Sharpe LA, Daily AM, Horava SD (2014) Peppas NA. Therapeutic applications of hydrogels in oral drug delivery Expert Opin Drug Deliv 11:901–915

    Article  CAS  Google Scholar 

  3. Krishnarao KSV, Ha C-S (2009) pH sensitive hydrogels based on acryl amides and their swelling and diffusion characteristics with drug delivery behavior Polym bull 62:167–181

  4. Muniz EC, Geuskens G (2001) Compressive elastic modulus of polyacrylamide hydrogels and semi-IPNs with poly(N-isopropylacrylamide). Macromolecules 34:4480–4484

    Article  CAS  Google Scholar 

  5. KrishnaRao KSV, Naidu BVK, Subha MCS, Sairam M (2002) Aminabhavi TM. Novel chitosan-based pH-sensitive interpenetrating network microgels for the controlled release of cefadroxil Carbohyd Polym 66:333–344

    Google Scholar 

  6. Pratikkumar P, Abhirup M, Vrinda G, Dhananjay P, Ashim KM (2019) Thermosensitive hydrogel-based drug delivery system for sustained drug release. J Polym Res 26:131–141

    Article  CAS  Google Scholar 

  7. Guo BL, Gao QY (2007) Preparation and properties of a pH/temperature-responsive carboxy methyl chitosan/poly(N-isopropyl acrylamide)semi-IPN hydrogel for oral delivery of drugs. Carbohydr Res 342:2416–2422

    Article  CAS  Google Scholar 

  8. David GS, Richard MS, John MGB (1997) Clinical features at diagnosis in 430 patients with chronic myeloid leukemia seen at referral Centre over a 16 year period Br. J Haematol 96:111–116

    Article  Google Scholar 

  9. Nagesh RS, Senthilkumar KL, Senthil PS (2012) Design and evaluation of imatinib mesylate microspheres using chitosan & HPMC- K100. Int J Pharm Pharm Sci 4:4749–4758

    Google Scholar 

  10. Du J, O’Reilly RK (2010) pH-responsive vesicles from a schizophrenic Di block copolymer Macromo. Chem Phys 211:1530–1537

    CAS  Google Scholar 

  11. Jalababu R, Veni SS, Suresh Reddy KVN (2018) Synthesis and characterization of dual responsive sodium alginate-g-acryloyl phenylalanine-poly N-isopropyl acrylamide smart hydrogels for the controlled release of anticancer drug. J Drug Deliv Sci Technol 44:190–204

    Article  CAS  Google Scholar 

  12. Gulen OA, Mehlika P (2020) Controlled release behavior of zinc-loaded carboxymethyl cellulose and carrageenan hydrogels and their effects on wheatgrass growth. J Polym Res 27:6–16

    Article  CAS  Google Scholar 

  13. Babic MM, Antic KM, Jovasˇevic JS, Bojan D, Bozˇic V, Davidovic SZ, Filipovic JM, Tomic SL (2015) Oxaprozin/poly(2-hydroxyethyl acrylate/itaconic acid) hydrogels:morphological, thermal, swelling, drug release and antibacterial properties. J Mater Sci 50:906–922

    Article  CAS  Google Scholar 

  14. Madhusudana rao K, Mallikarjuna B, KSV K, Sudhakar K, Chowdojirao K, MCS S (2013) Synthesis and characterization of pH sensitive poly (Hydroxy ethyl methacrylate-co-acrylamidoglycolic acid) based hydrogels for controlled release studies of 5-fluorouracil. Int J Polym Mater 62:565–571

    Article  CAS  Google Scholar 

  15. Chung JT, Vlugt-Wensink KDF, Hennink WE (2005) Zhang Z. Effect of polymerization conditions on the network properties of dex-HEMA microspheres and macro-hydrogels Int J Pharm 288:51–61

    CAS  Google Scholar 

  16. Aithal US, Aminabhavi TM (1990) Interactions of organic halides with a polyurethane elastomer. J Membr Sci 50:225–241

    Article  CAS  Google Scholar 

  17. Mall ID, Srivastava VC, Kumar GVA (2006) Mishra IM. Characterization and utilization of mesoporous fertilizer plant waste carbon for adsorptive removal of dyes from aqueous solution Colloids Surf A Physicochem Eng Aspects 278:175–187

    CAS  Google Scholar 

  18. Dash S, Murthy PN, Nath L (2010) Chowdhury P. Kinetic modeling on drug release from controlled drug delivery systems Acta Pol Pharm 67:217–223

    PubMed  CAS  Google Scholar 

  19. Angadi SC, Manjeshwar LS, Aminabhavi TM (2011). Stearic Acid-Coated Chitosan-Based Interpenetrating Polymer Network Microspheres:Controlled Release Characteristics Ind Eng Chem Res 50:4504–4514

    CAS  Google Scholar 

  20. Peng G, Shimei X, Peng Y, Wang J (2008) Zheng L. A new amphoteric superabsorbent hydrogel based on sodium starch sulfate Bioresour Technol 99:444–447

    PubMed  CAS  Google Scholar 

  21. Krishna B, Dhiraj B, Veena K, Veena C (2001) Interpenetrating polymer networks based on poly-(acrylicacid) and gelatin I Swelling & Thermal Behavior. J Appl Polym Sci 82:217–227

    Article  Google Scholar 

  22. Gao Qi Z, Liu Sheng Z, Mei Hua Z, Jing Hong M, Bo Run L (2005) Responsive semi-interpenetrating polymer network hydrogels based on linear sodium alginate and cross-linked poly (N-isopropyl acrylamide). J Appl Polym Sci 97:1931–1940

    Article  CAS  Google Scholar 

  23. Xue B, Xinghui S, Xiaoya D, Lijie D, Chunsheng X (2019) pH-responsive hydrogels based on the self-assembly of short polypeptides for controlled release of peptide and protein drugs. J Polym Res 26:278–287

    Article  CAS  Google Scholar 

  24. Rama subbareddy P, Madhusudana Rao K, Krishna Rao KSV, Shchipunov Y, Chang-Sik H (2014) Synthesis of alginate based silver nano-composite hydrogels for biomedical applications. Macromol Res 22:832–842

    Article  CAS  Google Scholar 

  25. Sivagangi Reddy N, Krishna Rao KSV, Eswaramma S (2016) Madhusudana Rao K. Development of temperature responsive semi-IPN hydrogels from PVA/PNVC/PAm for controlled release of anti-cancer agent Soft Mater 14:96–106

    CAS  Google Scholar 

  26. Clara I, Lavanya R, Natchimuthu N (2016) pH and temperature responsive hydrogels of poly-(2-acrylamido-2-methyl-1-propanesulfonicacid-co-methacrylicacid) synthesis and swelling characteristics. J Macromol Sci A 53:492–499

    Article  CAS  Google Scholar 

  27. Wenbo W, Qin W (2011) Aiqin W (2011) pH-responsive Carboxy methyl cellulose-g-poly (sodiumacrylate)/poly vinyl pyrrolidone semi-IPN hydrogels with enhanced responsive and swelling properties. Macromol Res 19:57–65

    Article  CAS  Google Scholar 

  28. Xiuyu L, Wenhui W, Jianquan W, Yufeng D (2006) The swelling behavior and network parameters of guargum/poly-(acrylicacid) semi interpenetrating polymer network hydrogels. Carbohydr Polym 66:473–479

    Article  CAS  Google Scholar 

  29. Ali E, Ebrahim VF, Mohammad I (2007) Swelling behavior, mechanical properties and network parameters of pH-& temperature sensitive hydrogels of poly(2- dimethylamino) ethyl methacrylate-co-butyl methacrylate. Eur Polym J 43:1986–1995

    Article  CAS  Google Scholar 

  30. Bidyadhar M, Samit Kumar R (2014) Swelling, diffusion, network parameters and adsorption properties of IPN hydrogel of chitosan and acrylic co-polymer mater. Sci Eng C 44:132–143

    Article  CAS  Google Scholar 

  31. Baljit S, Chauhan N, Vikrant S (2011). Design of Molecular Imprinted Hydrogels for Controlled Release of Cisplatin Evaluation of Network Density of Hydrogels Ind Eng Chem Res 50:13742–13751

    Google Scholar 

  32. Praveen BK, Manjeshwar LS, Aminabhavi TM (2011) Novel inter-penetrating polymer network hydrogel microspheres of chitosan and poly (acryl amide)-grafted Guargum for controlled release of ciprofloxacin Ind. Eng Chem Res 50:13280–13287

    Article  CAS  Google Scholar 

  33. Ali L, Ahmad M, Usman M (2014) Yousuf M. Controlled release of highly water soluble anti-depressant from hybrid co-polymer polyvinylalcohol hydrogels Polym Bull 71:31–46

    CAS  Google Scholar 

  34. Viswanatha Reddy G, Sivagangi Reddy N, Nagaraja K, Krishna Rao KSV (2018) Synthesis of pH-responsive hydrogel matrices from Guargum and poly (acrylamide-cl-acrylamidoglycolicacid) for anti cancer drug delivery. J Appl Pharm Sci 8:84–91

    Google Scholar 

  35. Hussain T, Ansari M, Ranjha NM, Khan IU, Shahzaad Y (2013) Chemically cross linked poly (acrylic-co-vinyl sulfonic) acid hydrogel for the delivery of isosorbide mononitrate. Sci World J 1:1–9

    Google Scholar 

  36. Kumaresh SS (2002) Aminabhavi TM. Water transport & drug release study from cross linked poly acrylamide grafted guargum hydrogel microspheres for the controlled release application Eur J Pharm Biopharm 53:87–98

    Google Scholar 

  37. Chu LY, Park SH, Yamaguchi T, Nakao S (2001) Preparation of thermo responsive core shell microcapsules with a porous membrane and poly (isopropyl acrylamide) gates. J Membr Sci 192:27–39

    Article  CAS  Google Scholar 

  38. Mark JE, Eisenberg A, Grataessly WW, Maldelkern L (1984) Koening JL. Physical Properties of Polymers American Chemical Society, Washington

    Google Scholar 

  39. Zhang JT, Cheng SX, Huang SW, Zhuo RX (2003) Temperature sensitive poly (N-isopropyl acrylamide) hydrogels with macro-porous structure and fast response rate. Macromol Rapid Commun 24:447–451

    Article  Google Scholar 

  40. Dadsetan M, Taylor KE, Yong C, Bajzer Z, Lu L (2013) Yaszemski MJ. Controlled release of doxorubicin from pH-responsive microgels Acta Biomater 9:5438–5446

    PubMed  CAS  Google Scholar 

  41. Rakesh KM, Mahesh D, Ajit KB (2008) Synthesis & Characterization of pectin-PVP hydrogel membranes for drug delivery system. AAPS Pharm Sci Tech 9:395–403

    Article  CAS  Google Scholar 

Download references

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Authors and Affiliations

  1. Department of Chemistry, S.C.I.M. Government Degree College, Tanuku, Andhra Pradesh, -534211, India

    R. Jalababu

  2. Polymer Biomaterial Design and Synthesis Laboratory, Department of Chemistry, Yogi Vemana University, Kadapa, Andhra Pradesh, 516003, India

    K.S.V. Krishna Rao

  3. Department of Chemistry, GITAM Institute of Science, GITAM (Deemed to be University), Visakhapatnam, Andhra Pradesh, -530045, India

    B. Sreenivasa Rao & K.V.N. Suresh Reddy

Authors
  1. R. Jalababu
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  2. K.S.V. Krishna Rao
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  3. B. Sreenivasa Rao
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  4. K.V.N. Suresh Reddy
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Correspondence to K.V.N. Suresh Reddy.

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Jalababu, R., Rao, K.K., Rao, B.S. et al. Dual responsive GG-g-PNPA/PIPAM based novel hydrogels for the controlled release of anti- cancer agent and their swelling and release kinetics. J Polym Res 27, 83 (2020). https://doi.org/10.1007/s10965-020-02061-0

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