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Synthesis of Zn2(BDC)2(DABCO) Metal–Organic Framework and Its Polyethylene Glycol Composite for Acetaminophen Delivery

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Abstract

New drug delivery systems (DDSs) help diagnose and treat diseases using targeted and controlled drug delivery. Metal–organic frameworks (MOFs) are novel DDSs since they have a large surface area, adjustable pore sizes, and controlled drug release. The present work is dealt with the release and loading of acetaminophen in Zn2(BDC)2(DABCO) MOF and its polyethylene glycol composite (PEG) at room temperature. The samples were examined by Fourier transform infrared spectroscopy and thermogravimetric analysis for determining the functional groups and checking the amount of drug loading in the MOF and MOF-PEG. In addition, X-ray diffraction, field-emission scanning electron microscopy, Brunauer–Emmett–Teller, zeta potential, and ultraviolet–visible spectroscopy were employed to investigate the crystal structure, morphology and size, surface area, surface charge, and acetaminophen release, respectively. The drug release was also monitored in the phosphate-buffered saline solutions with a pH value of 7.4 at 37 °C, and 100% and 98% of the loaded drug were released in the MOFs and MOF-PEG structure in the 1 and 2 h. The results revealed that acetaminophen molecules were successfully encapsulated in the MOF and MOF-PEG, and rapid drug release occurred in the dissolution medium.

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References

  • Aamer I, Iqbal N, Noor T, Asghar A (2021) Synthesis, characterization and CO2 adsorption studies of DABCO based pillared Zn-BDC and Co-BDC metal organic frameworks. Mater Res Express 8(7):075506

    Google Scholar 

  • Baek J, Rungtaweevoranit B, Pei X et al (2018) Bioinspired metal–organic framework catalysts for selective methane oxidation to methanol. J Am Chem Soc 140(51):18208–18216

    Google Scholar 

  • Batten SR, Champness NR, Chen X-M et al (2013) Terminology of metal–organic frameworks and coordination polymers (IUPAC Recommendations 2013). Pure Appl Chem 85(8):1715–1724

    Google Scholar 

  • Bhutani U, Basu T, Majumdar S (2021) Oral drug delivery: conventional to long acting new-age designs. Eur J Pharm Biopharm 162:23–42

    Google Scholar 

  • Burtch NC, Torres-Knoop A, Foo GS et al (2015) Understanding DABCO nanorotor dynamics in isostructural metal–organic frameworks. J Phys Chem Lett 6(5):812–816

    Google Scholar 

  • Cacua K, Ordoñez F, Zapata C, Herrera B, Pabón E, Buitrago-Sierra R (2019) Surfactant concentration and pH effects on the zeta potential values of alumina nanofluids to inspect stability. Colloids Surf A Physicochem Eng Asp 583:123960

    Google Scholar 

  • Chaibi A, Boucheffa Y, Bendjaballah-Lalaoui N (2021) TGA investigation of water and ethanol adsorption over LTA zeolites. Microporous Mesoporous Mater 324:111285

    Google Scholar 

  • Chen JJ, Li Y, Zheng XM, He FA, Lam KH (2018) Enhancement in electroactive crystalline phase and dielectric performance of novel PEG-graphene/PVDF composites. Appl Surf Sci 448:320–330

    Google Scholar 

  • Chen Y, Li ZH, Pan P, Hu JJ, Cheng SX, Zhang XZ (2020) Tumor-microenvironment-triggered ion Exchange of a metal–organic framework hybrid for multimodal imaging and synergistic therapy of tumors. Adv Mater Lett 32(24):2001452

    Google Scholar 

  • Corrigan DO, Healy AM, Corrigan OI (2002) The effect of spray drying solutions of polyethylene glycol (PEG) and lactose/PEG on their physicochemical properties. Int J Pharm 235(1–2):193–205

    Google Scholar 

  • Cui Y, Zhang J, He H, Qian G (2018) Photonic functional metal–organic frameworks. Chem Soc Rev 47(15):5740–5785

    Google Scholar 

  • de Villiers MM, Wurster DE, Van der Watt JG, Ketkar A (1998) X-Ray powder diffraction determination of the relative amount of crystalline acetaminophen in solid dispersions with polyvinylpyrrolidone. Int J Pharm 163(1–2):219–224

    Google Scholar 

  • Fattahian Kalhor N, Saeidifar M, Ramshini H, Saboury AA (2020) Interaction, cytotoxicity and sustained release assessment of a novel anti-tumor agent using bovine serum albumin nanocarrier. J Biomol Struct Dyn 38(9):2546–2558

    Google Scholar 

  • Fisher ES, Curry SC (2019) Evaluation and treatment of acetaminophen toxicity. Adv Pharmacol 85:263–272

    Google Scholar 

  • Fontana G, Licciardi M, Mansueto S, Schillaci D, Giammona G (2001) Amoxicillin-loaded polyethylcyanoacrylate nanoparticles: influence of PEG coating on the particle size, drug release rate and phagocytic uptake. Biomaterials 22(21):2857–2865

    Google Scholar 

  • Furukawa H, Cordova KE, O’Keeffe M, Yaghi OM (2013) The chemistry and applications of metal–organic frameworks. Science 341(6149):1230444

    Google Scholar 

  • Furukawa H, Gándara F, Zhang Y-B et al (2014) Water adsorption in porous metal–organic frameworks and related materials. J Am Chem Soc 136(11):4369–4381

    Google Scholar 

  • Ge X, Wong R, Anisa A, Ma S (2022) Recent development of metal-organic framework nanocomposites for biomedical applications. Biomaterials 281:121322

    Google Scholar 

  • Ghanbari T, Abnisa F, Daud WMAW (2020) A review on production of metal organic frameworks (MOF) for CO2 adsorption. Sci Total Environ 707:135090

    Google Scholar 

  • Gröls J, Guaraldo TT, Herdes C, Mattia D (2022) Dominguez BC Effect of metal oxide foams as additives during the crystallization of pharmaceuticals. In: 7th European Conference on Crystal Growth 2022

  • Hernandez-Montelongo R, Salazar-Araya J, Hernandez-Montelongo J, Garcia-Sandoval JP (2022) Mathematical modeling of recursive drug delivery with diffusion, equilibrium, and convection coupling. Mathematics 10(13):2171

    Google Scholar 

  • Horike S, Ma N, Fan Z, Kosasang S, Smedskjaer MM (2021) Mechanics, ionics, and optics of metal-organic framework and coordination polymer glasses. Nano Lett 21(15):6382–6390

    Google Scholar 

  • Huxford RC, Della Rocca J, Lin W (2010) Metal–organic frameworks as potential drug carriers. Curr Opin Chem Biol 14(2):262–268

    Google Scholar 

  • Ibrahim M, Sabouni R, Husseini A, G, (2017) Anti-cancer drug delivery using metal organic frameworks (MOFs). Curr Med Chem 24(2):193–214

    Google Scholar 

  • Jahromi LP, Ghazali M, Ashrafi H, Azadi A (2020) A comparison of models for the analysis of the kinetics of drug release from PLGA-based nanoparticles. Heliyon 6(2):e03451

    Google Scholar 

  • Jiao L, Seow JYR, Skinner WS, Wang ZU, Jiang HL (2019) Metal–organic frameworks: structures and functional applications. Mater Today Commun 27:43–68

    Google Scholar 

  • Kotcherlakota R, Das S, Patra CR (2019) Therapeutic applications of green-synthesized silver nanoparticles Green synthesis, characterization and applications of nanoparticles. Elsevier, Amsterdam, pp 389–428

  • Kulinsky L, Madou M (2012) BioMEMs for drug delivery applications MEMS for biomedical applications. Elsevier, Amsterdam, pp 218–268.

  • Lawson HD, Walton SP, Chan C (2021) Metal–organic frameworks for drug delivery: a design perspective. ACS Appl Mater Interfaces 13(6):7004–7020

    Google Scholar 

  • Lei J, Qian R, Ling P, Cui L, Ju H (2014) Design and sensing applications of metal–organic framework composites. TrAC - Trends Anal Chem 58:71–78

    Google Scholar 

  • Li H, Li L, Lin R-B et al (2019) Porous metal-organic frameworks for gas storage and separation: Status and challenges. Energy Chem 1(1):100006

    Google Scholar 

  • Mejia-Ariza R, Huskens J (2016) The effect of PEG length on the size and guest uptake of PEG-capped MIL-88A particles. J Mater Chem B 4(6):1108–1115

    Google Scholar 

  • Mendes RF, Figueira F, Leite JP, Gales L, Paz FAA (2020) Metal–organic frameworks: a future toolbox for biomedicine? J Mater Chem B 49(24):9121–9153

    Google Scholar 

  • Mittal A, Roy I, Gandhi S (2022) Drug delivery applications of Metal-Organic Frameworks (MOFs)

  • Motakef-Kazemi N, Shojaosadati SA, Morsali A (2014) In situ synthesis of a drug-loaded MOF at room temperature. Microporous Mesoporous Mater 186:73–79

    Google Scholar 

  • Motakef-Kazemi N, Shojaosadati SA, Morsali A (2016) Evaluation of the effect of nanoporous nanorods Zn2 (bdc)2 (dabco) dimension on ibuprofen loading and release. J Iran Chem Soc 13(7):1205–1212

    Google Scholar 

  • Nabipour H, Soltani B, Ahmadi Nasab N (2018) Gentamicin loaded Zn2 (bdc) 2 (dabco) frameworks as efficient materials for drug delivery and antibacterial activity. J Inorg Organomet Polym Mater 28(3):1206–1213

    Google Scholar 

  • Nguyen DT, Tran HN, Juang R-S et al (2020) Adsorption process and mechanism of acetaminophen onto commercial activated carbon. J Environ Chem Eng 8(6):104408

    Google Scholar 

  • Patra JK, Das G, Fraceto LF et al (2018) Nano based drug delivery systems: recent developments and future prospects. J Nanobiotechnolog 16(1):1–33

    Google Scholar 

  • Qiu T, Liang Z, Guo W, Tabassum H, Gao S, Zou R (2020) Metal–organic framework-based materials for energy conversion and storage. ACS Energy Lett 5(2):520–532

    Google Scholar 

  • Rahvar Y, Motakef-Kazemi N, Hosseini Doust R (2021) Synthesis of Zn2 (BDC) 2 (DABCO) MOF by solution and solvothermal methods and evaluation of its anti-bacterial. J Nanomed Res 6(4):360–368

    Google Scholar 

  • Reboredo C, González-Navarro C, Martínez-Oharriz C, Martínez-López A, Irache J (2021) Preparation and evaluation of PEG-coated zein nanoparticles for oral drug delivery purposes. Int J Pharm 597:120287

    Google Scholar 

  • Reddy Polu A, Kumar R (2011) Impedance spectroscopy and FTIR studies of PEG-based polymer electrolytes. J Chem 8(1):347–353

    Google Scholar 

  • Rosi NL, Kim J, Eddaoudi M, Chen B, O’Keeffe M, Yaghi OM (2005) Rod packings and metal−organic frameworks constructed from rod-shaped secondary building units. J Am Chem Soc 127(5):1504–1518

    Google Scholar 

  • Salimi E (2022) Metal–organic framework nano structures in drug delivery applications. J Res Sci Eng Technol 10(1):26–34

    Google Scholar 

  • Schrage N, Abu SS, Hermanns L, Panfil C, Dutescu R (2019) Irrigation with phosphate-buffered saline causes corneal calcification during treatment of ocular burns. Burns 45(8):1871–1879

    Google Scholar 

  • Sharma P, Mehta M, Dhanjal DS et al (2019) Emerging trends in the novel drug delivery approaches for the treatment of lung cancer. Chem Biol Interac 309:108720

    Google Scholar 

  • Shen S-C, Ng WK, Chia L, Hu J, Tan RB (2011) Physical state and dissolution of ibuprofen formulated by co-spray drying with mesoporous silica: effect of pore and particle size. Int J Pharm 410(1–2):188–195

    Google Scholar 

  • Shi Z, Zhou Y, Fan T, Lin Y, Zhang H, Mei L (2020) Inorganic nano-carriers based smart drug delivery systems for tumor therapy. Smart Mater Struct 1:32–47

    Google Scholar 

  • Smith MC, Crist RM, Clogston JD, McNeil SE (2017) Zeta potential: a case study of cationic, anionic, and neutral liposomes. Anal Bioanal Chem 409(24):5779–5787

    Google Scholar 

  • Su C, Liu Y, Li R, Wu W, Fawcett JP, Gu J (2019a) Absorption, distribution, metabolism and excretion of the biomaterials used in Nanocarrier drug delivery systems. Adv Drug Deliv Rev 143:97–114

    Google Scholar 

  • Su F, Jia Q, Li Z et al (2019b) Aptamer-templated silver nanoclusters embedded in zirconium metal–organic framework for targeted antitumor drug delivery. Microporous Mesoporous Mater 275:152–162

    Google Scholar 

  • Suhail M, Liu J-Y, Khan A, Ullah H, Minhas MU, Wu P-C (2022) Fabrication, characterization and toxicological evaluation of polyethylene glycol/sodium polystyrene sulfonate hydrogels for controlled delivery of Acetaminophen. J Mater Res Technol 19:3073–3087

    Google Scholar 

  • Usman A, Musa H, Abdussalam A, Hamma A, Ibrahim M (2021) Synthesis and characterizations of water soluble acetaminophen starch conjugate with methylene carbonyl bridge and improved solubility. Bayero J Pure Appl Sci 13(1):54–63

    Google Scholar 

  • Vergallo C, Hafeez MN, Iannotta D et al (2021) Conventional nanosized drug delivery systems for cancer applications Bio-Nanomedicine for Cancer Therapy. Springer, Berlin, pp 3–27

    Google Scholar 

  • Wu T, Liu X, Liu Y et al (2020) Application of QD-MOF composites for photocatalysis: Energy production and environmental remediation. Coord Chem Rev 403:213097

    Google Scholar 

  • Xie Y, Chen Y, Sun X, Wang Y, Wang Y (2021) Conducting polymer engineered covalent organic framework as a novel electrochemical amplifier for ultrasensitive detection of acetaminophen. Chin Chem Lett 32(6):2061–2065

    Google Scholar 

  • Xue W, Liu Y, Zhang N et al (2018) Effects of core size and PEG coating layer of iron oxide nanoparticles on the distribution and metabolism in mice. Int J Nanomed 13:5719

    Google Scholar 

  • Zhang Q, Wang H, Dong Y et al (2018) In situ growth of ultrathin Co-MOF nanosheets on α-Fe2O3 hematite nanorods for efficient photoelectrochemical water oxidation. J Sol Energy 171:388–396

    Google Scholar 

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Rahmani, F., Jafariazar, Z., Mousavi, Z. et al. Synthesis of Zn2(BDC)2(DABCO) Metal–Organic Framework and Its Polyethylene Glycol Composite for Acetaminophen Delivery. Iran J Sci 48, 397–407 (2024). https://doi.org/10.1007/s40995-023-01544-1

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