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TENOFOVIR DISOPROXIL FUMARATE RELEASE FROM GLUTARALDEHYDE CROSS-LINKED CHITOSAN/Β-CYCLODEXTRIN HYDROGEL

Yıl 2024, Cilt: 52 Sayı: 2, 97 - 115, 01.04.2024
https://doi.org/10.15671/hjbc.1335348

Öz

In this study, chitosan was produced from crayfish Astacus leptodactylus, and then it was used to synthesize chitosan-graft-β-cyclodextrin (CS-g-β-CD) hydrogel. The produced chitosan (CS) and the sythesized CS-g-β-CD hydrogel were characterized using a Fourier Transform Infrared Spectroscopy (FTIR), Proton Nuclear Magnetic Resonance Spectroscopy (1H-NMR), X-ray Diffraction (XRD), and Scanning Electron Microscopy (SEM). Tenofovir disoproxil fumarate (TDF) was used as a model to investigate the antiviral drug release properties of the CS-g-β-CD hydrogel. The synthesized hydrogel had an almost homogeneous pore structure and a high swelling capacity which increases depending on the amount of β-Cyclodextrin (β-CD). The drug-loaded CS-g-β-CD hydrogels was examined by XRD and 1H-NMR, and SEM analyses. Seventy-three percent of the TDF loaded on the synthesized hydrogels was released into phosphate-buffered saline (PBS) solution at 37 ºC. The drug release behavior of all prepared CS-g-β-CD hydrogels fitted the Korsmeyer-Peppas model. The addition of β-CD into the gel improved the swelling ability and TDF release of the CS-g-β-CD hydrogel system.

Destekleyen Kurum

Trakya University Scientific Research Projects Unit

Proje Numarası

TUBAP 2020/149

Teşekkür

The authors thank Nobel İlaç San. ve Tic. A.Ş. (Turkey) for their contribution to supply the active substance Tenofovir disoproxil fumarate.

Kaynakça

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Yıl 2024, Cilt: 52 Sayı: 2, 97 - 115, 01.04.2024
https://doi.org/10.15671/hjbc.1335348

Öz

Proje Numarası

TUBAP 2020/149

Kaynakça

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  • WHO, 2021b. “World Health Organisation, Hepatitis B”, https://www.who.int/news-room/fact-sheets/detail/hepatitis-b (Erişim tarihi: 29.10.2021)
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  • J.E. Gallant, S. Deresinski, Tenofovir disoproxil fumarate, Clin. Infect. Dis., 37 (2003) 944-950.
  • S.M. Ecin, N. Çalık Başaran, M. Aladağ, Evaluation of the Effectiveness of Tenofovir in Chronic Hepatitis B Patients, Acta Medica, 51 (2020) 9-14.
  • J. Li, D.H. Zhang, X.X. Zhang, The Occurrence of rtA194T Mutant After Long-Term Lamivudine Monotherapy Remains Sensitive to Tenofovir Disoproxil Fumarate: A Case Report, Infect. Drug Resist., 14 (2021) 1013-1017.
  • S. Selvaraj, V. Niraimathi, M. Nappinnai, Formulation and evaluation of acyclovir loaded chitosan nanoparticles, Int. J. Pharm. Anal. Res., 5 (2016) 619-629.
  • M.M. Al-Tabakha, S.A. Khan, A. Ashames, H. Ullah, K. Ullah, G. Murtaza, N. Hassan, Synthesis, Characterization and Safety Evaluation of Sericin-Based Hydrogels for Controlled Delivery of Acyclovir, Pharmaceuticals, 14 (2021) 234.
  • N.S. Malik, M. Ahmad, M.U. Minhas, R. Tulain, K. Barkat, I. Khalid, Q. Khalid, Chitosan/Xanthan Gum Based Hydrogels as Potential Carrier for an Antiviral Drug: Fabrication, Characterization, and Safety Evaluation, Front. Chem., 8 (2020) 50.
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  • Y. Moukbil, F.N. Oktar, B. Ozbek, D. Ficai, A. Ficai, E. Andronescu, M. Sayıp Eroğlu, O. Gunduz, Biohydrogels for medical applications: A short review, Org. Commun., 11 (2018) 123-141.
  • S. Peers, A. Montembault, C. Ladaviere, Chitosan hydrogels for sustained drug delivery, J. Control. Release, 326 (2020) 150-163.
  • R.C.F. Cheung, T.B. Ng, J.H. Wong, W.Y. Chan, Chitosan: An Update on Potential Biomedical and Pharmaceutical Applications, Mar. Drugs, 13 (2015) 5156-5186.
  • F.S. El-banna, M.E. Mahfouz, S. Leporatti, M. El-Kemary, N.A.N. Hanafy, Chitosan as a Natural Copolymer with Unique Properties for the Development of Hydrogels, Appl. Sci-Basel., 9 (2019) 2193.
  • D. Zhao, S. Yu, B. Sun, S. Gao, S. Guo, K. Zhao, Biomedical Applications of Chitosan and Its Derivative Nanoparticles, Polymers, 10 (2018) 462.
  • E.S. Abdou, K.S.A. Nagy, M.Z. Elsabee, Extraction and characterization of chitin and chitosan from local sources, Bioresour. Technol., 99 (2008) 1359-1367.
  • S.S.A. Loutfy, M.H. Elberry, K.Y. Farroh, H.T. Mohamed, A.A. Mohamed, E.B. Mohamed, A.H.I. Faraag, S.A. Mousa, Antiviral Activity of Chitosan Nanoparticles Encapsulating Curcumin Against Hepatitis C Virus Genotype 4a in Human Hepatoma Cell Lines, Int. J. Nanomedicine, 15 (2020) 2699-2715.
  • S. Mizrahy, D. Peer, Polysaccharides as building blocks for nanotherapeutics, Chem. Soc. Rev., 41 (2012) 2623-2640.
  • J.X. Zhang, P.X. Ma, Cyclodextrin-based supramolecular systems for drug delivery: Recent progress and future perspective, Adv. Drug Deliv. Rev., 65 (2013) 1215-1233.
  • P. Saokham, C. Muankaew, P. Jansook, T. Loftsson, Solubility of Cyclodextrins and Drug/Cyclodextrin Complexes, Molecules, 23 (2018) 1161.
  • C.A.R. Barragán, E.R.M. Balleza, L. García-Uriostegui, J.A.A. Ortega, G. Toriz, E. Delgado, Rheological characterization of new thermosensitive hydrogels formed by chitosan, glycerophosphate, and phosphorylated β-cyclodextrin, Carbohydr. Polym., 201 (2018) 471-481.
  • S.A. Khan, W. Azam, A. Ashames, K.M. Fahalelebom, K. Ullah, A. Mannan, G. Murtaza, β-Cyclodextrin-based (IA-co-AMPS) Semi-IPNs as smart biomaterials for oral delivery of hydrophilic drugs: Synthesis, characterization, in-Vitro and in-Vivo evaluation, J. Drug Deliv. Sci. Technol., 60 (2020) 101970.
  • H.Y. Zhou, Z.Y. Wang, X.Y. Duan, L.J. Jiang, P.P. Cao, J.X. Li, J.B. Li, Design and evaluation of chitosan-β-cyclodextrin based thermosensitive hydrogel, Biochem. Eng. J., 111 (2016) 100-107.
  • K. Yang, S. Wan, B. Chen, W. Gao, J. Chen, M. Liu, B. He, H. Wu, Dual pH and temperature responsive hydrogels based on beta-cyclodextrin derivatives for atorvastatin delivery, Carbohydr. Polym., 136 (2016) 300-6.
  • T.F.S. Evangelista, G.R.S. Andrade, K.N.S. Nascimento, S.B. dos Santos, M.F. Coata Santos, C.R.M. Doca, C.S. Estevam, I.F. Gimenez, L.E. Almeida, Supramolecular polyelectrolyte complexes based on cyclodextrin-grafted chitosan and carrageenan for controlled drug release, Carbohydr. Polym., 245 (2020) 116592.
  • N.S. Malik, M. Ahmad, M.U. Minhas, Cross-linked β-cyclodextrin and carboxymethyl cellulose hydrogels for controlled drug delivery of acyclovir, PLoS ONE, 12 (2017) e0172727.
  • W. Wang, S. Bo, S. Li, W. Qin, Determination of the Mark-Houwink Equation for Chitosans with Different Degrees of Deacetylation, Int. J. Biol. Macromol., 13 (1991) 281-285.
  • A. Rasool, S. Ata, A. Islam, M. Rizwan, M.k. Azeem, A. Mehmood, R.U. Khan, A.R. Qureshi, H.A. Mahmood, Kinetics and controlled release of lidocaine from novel carrageenan and alginate-based blend hydrogels, Int. J. Biol. Macromol., 147 (2020) 67-68.
  • N.R. Vyavahare, M.G. Kulkarni, M.R.A, Zero order release from hydrogels, J. Membr. Sci., 54 (1990) 221-228.
  • H. Hosseinzadeh, Novel interpenetrating polymer network based on chitosan for the controlled release of cisplatin, JBASR, 2 (2012) 2200-2203.
  • S. Khan, N.M. Ranjha, Effect of degree of cross-linking on swelling and on drug release of low viscous chitosan/poly(vinyl alcohol) hydrogels, Polym. Bull., 71 (2014) 2133-2158.
  • P.L. Ritger, N.A. Peppas, A simple equation for description of solute release I. Fickian and non-fickian release from non-swellable devices in the form of slabs, spheres, cylinders or discs, J. Control. Release, 5 (1987) 23-36.
  • S. Morariu, M. Bercea, L.M. Gradinaru, I. Rosca, M. Avadanei, Versatile pol(viny alcohol)/clay physical hydrogels with tailorable structure as potantial candidates for wound healing applications, Mat. Sci. Eng. C-Mater., 109 (2020) 110395.
  • M. Kaya, F. Dudakli, M. Asan-Ozusaglam, Y.S. Cakmak, T. Baran, A. Mentes, S. Erdogan, Porous and nanofiber alpha-chitosan obtained from blue crab (Callinectes sapidus) tested for antimicrobial and antioxidant activities, Lwt-Food Sci. Technol., 65 (2016) 1109-1117.
  • S. Erdogan, Textile finishing with chitosan and silver nanoparticles against Escherichia coli ATCC 8739, Trak. Univ. J. Nat. Sci., 21 (2020) 21-32.
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  • S.M. Joseph, S. Krishnamoorthy, R. Paranthaman, J.A. Moses, C. Anandharamakrishnan, A review on source-specific chemistry, functionality, and applications of chitin and chitosan, Carbohydr. Polym. Technol. Appl., 2 (2021) 100036.
  • I. Aranaz, A.R. Alcántara, M.C. Civera, C. Arias, B. Elorza, A.H. Caballero, N. Acosta, Chitosan: An Overview of Its Properties and Applications, Polymers, 13 (2021) 3256.
  • M. Rajabi, M. McConnell, J. Cabral, M.A. Ali, Chitosan hydrogels in 3D printing for biomedical applications, Carbohydr. Polym., 260 (2021) 117768.
  • H.Y. Zhou, X.G. Chen, M. Kong, C.S. Liu, D.S. Cha, J.F. Kennedy, Effect of molecular weight and degree of chitosan deacetylation on the preparation and characteristics of chitosan thermosensitive hydrogel as a delivery system, Carbohydr. Polym., 73 (2008) 265-273.
  • D. Han, Z. Han, L. Liu, Y. Wang, S Xin, H. Zhang, Z. Yu, Solubility Enhancement of Myricetin by Inclusion Complexation with Heptakis-O-(2-Hydroxypropyl)-β-Cyclodextrin: A Joint Experimental and Theoretical Study, Int. J. Mol. Sci., 21 (2020) 766.
  • G. Paun, E. Neagu, A. Tache, G.L. Radu, New type of chitosan/2-hydroxypropyl-β-cyclodextrin composite membrane for gallic acid encapsulation and controlled release, Acta Chim. Slov., 61 (2014) 27-33.
  • E.M. Sultanova, M.K. Salakhutdinova, Y.I. Oshchepkova, A.M. Asrorov, M.J. Oripova, U.J. Ishimov, S.I. Salikhov, Chitosan Hydrogel Improves Bioavailability of Megosin, Eur. Pharm. J., 67 (2019) 1-6.
  • N.S. Malik, M. Ahmad, M.S. Alqahtani, A. Mahmood, K. Barkat, M.T. Khan, U.R. Tulain, A. Rashid, β-cyclodextrin chitosan-based hydrogels with tunable pH-responsive properties for controlled release of acyclovir: design, characterization, safety, and pharmacokinetic evaluation, Drug Deliv., 28 (2021) 1093-1108.
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  • X. Hu, L. Feng, W. Wei, et al, Synthesis and characterization of a novel semi-IPN hydrogel based on Salecan and poly(N,N-dimethyla-crylamide-co-2-hydroxyethyl methacrylate), Carbohydr. Polym., 105 (2014) 135-144.
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  • T. Demirci, M. Erginer Hasköylü, M.S. Eroğlu, J. Hemberger, E. Toksoy Öner, Levan-based hydrogels for controlled release of Amphotericin B for dermal local antifungal therapy of Candidiasis, Eur. J. Pharm. Sci., 145 (2020) 105255.
  • B. Nigusse, T. Gebre-Mariam, A. Belete, Design, development and optimization of sustained release floating, bioadhesive and swellable matrix tablet of ranitidine hydrochloride. PLoS ONE, 16 (2021) e0253391.
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Toplam 69 adet kaynakça vardır.

Ayrıntılar

Birincil Dil İngilizce
Konular Makromoleküler Malzemeler, Biyolojik Makromoleküllerin Karakterizasyonu
Bölüm Research Article
Yazarlar

Nuh Yaman 0000-0002-2550-469X

Sevil Erdogan 0000-0001-9148-911X

Betül Taşdelen 0000-0002-6541-7857

Proje Numarası TUBAP 2020/149
Yayımlanma Tarihi 1 Nisan 2024
Kabul Tarihi 9 Aralık 2023
Yayımlandığı Sayı Yıl 2024 Cilt: 52 Sayı: 2

Kaynak Göster

APA Yaman, N., Erdogan, S., & Taşdelen, B. (2024). TENOFOVIR DISOPROXIL FUMARATE RELEASE FROM GLUTARALDEHYDE CROSS-LINKED CHITOSAN/Β-CYCLODEXTRIN HYDROGEL. Hacettepe Journal of Biology and Chemistry, 52(2), 97-115. https://doi.org/10.15671/hjbc.1335348
AMA Yaman N, Erdogan S, Taşdelen B. TENOFOVIR DISOPROXIL FUMARATE RELEASE FROM GLUTARALDEHYDE CROSS-LINKED CHITOSAN/Β-CYCLODEXTRIN HYDROGEL. HJBC. Nisan 2024;52(2):97-115. doi:10.15671/hjbc.1335348
Chicago Yaman, Nuh, Sevil Erdogan, ve Betül Taşdelen. “TENOFOVIR DISOPROXIL FUMARATE RELEASE FROM GLUTARALDEHYDE CROSS-LINKED CHITOSAN/Β-CYCLODEXTRIN HYDROGEL”. Hacettepe Journal of Biology and Chemistry 52, sy. 2 (Nisan 2024): 97-115. https://doi.org/10.15671/hjbc.1335348.
EndNote Yaman N, Erdogan S, Taşdelen B (01 Nisan 2024) TENOFOVIR DISOPROXIL FUMARATE RELEASE FROM GLUTARALDEHYDE CROSS-LINKED CHITOSAN/Β-CYCLODEXTRIN HYDROGEL. Hacettepe Journal of Biology and Chemistry 52 2 97–115.
IEEE N. Yaman, S. Erdogan, ve B. Taşdelen, “TENOFOVIR DISOPROXIL FUMARATE RELEASE FROM GLUTARALDEHYDE CROSS-LINKED CHITOSAN/Β-CYCLODEXTRIN HYDROGEL”, HJBC, c. 52, sy. 2, ss. 97–115, 2024, doi: 10.15671/hjbc.1335348.
ISNAD Yaman, Nuh vd. “TENOFOVIR DISOPROXIL FUMARATE RELEASE FROM GLUTARALDEHYDE CROSS-LINKED CHITOSAN/Β-CYCLODEXTRIN HYDROGEL”. Hacettepe Journal of Biology and Chemistry 52/2 (Nisan 2024), 97-115. https://doi.org/10.15671/hjbc.1335348.
JAMA Yaman N, Erdogan S, Taşdelen B. TENOFOVIR DISOPROXIL FUMARATE RELEASE FROM GLUTARALDEHYDE CROSS-LINKED CHITOSAN/Β-CYCLODEXTRIN HYDROGEL. HJBC. 2024;52:97–115.
MLA Yaman, Nuh vd. “TENOFOVIR DISOPROXIL FUMARATE RELEASE FROM GLUTARALDEHYDE CROSS-LINKED CHITOSAN/Β-CYCLODEXTRIN HYDROGEL”. Hacettepe Journal of Biology and Chemistry, c. 52, sy. 2, 2024, ss. 97-115, doi:10.15671/hjbc.1335348.
Vancouver Yaman N, Erdogan S, Taşdelen B. TENOFOVIR DISOPROXIL FUMARATE RELEASE FROM GLUTARALDEHYDE CROSS-LINKED CHITOSAN/Β-CYCLODEXTRIN HYDROGEL. HJBC. 2024;52(2):97-115.

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