Synthesis, characterization and antibacterial activity of imidazole-functionalized Ag/MIL-101(Cr)


Nowadays, nanomaterials have rapidly developed as a new generation of antibacterial agents. However, high local aggregation and concentration, and possible toxicity due to excess leaching are disadvantages of nanoparticles. Unique features of metal–organic frameworks (MOFs) such as coordinately unsaturated centers, high surface area and facile synthesis attracted attention to overcome the above-mentioned problems. In this context, Ag/MIL-101(Cr)/IMI was synthesized, and after characterization by powder X-ray diffraction (XRD), field emission scanning electron microscopy (FE-SEM–EDX), Transmission Electron Microscopy (TEM), Fourier-transform infrared spectroscopy (FTIR), inductively coupled plasma-optical emission spectrometry and BET surface area, TG–DTA was used as an antibacterial agent. Imidazole-functionalized Ag/MIL-101(Cr)/IMI presented a synergistic effect of imidazole and silver NPs against Escherichia coli (ATCC25292) and Staphylococcus aureus (ATCC25293) bacteria. The best antibacterial activity as minimum inhibitory concentration (MIC) was 6.2 µg/mL and 24.78 µg/mL of silver content against E. coli and S. aureus, respectively. There were 81 and 144.9 mg of Ag and imidazole per each gram of Ag/MIL-101(Cr)/IMI, which leaching rates of Ag, imidazole and Cr were 150, 828 and 153 µg/L, respectively. This leaching level of imidazole was lower than the amount recommended by Registry of Toxic Effects of Chemical Substances (RTECS) from NIOSH, while the leaching levels of silver NP and chromium is tended to be around the standard of WHO and U.S.EPA.

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  1. 1.

    A.Y. Peleg, D.C. Hooper, N. Engl. J. Med. 362, 1804 (2010)

    CAS  PubMed  PubMed Central  Google Scholar 

  2. 2.

    P. Appendini, J.H. Hotchkiss, Innov. Food Sci. Emerg. Technol. 3, 113 (2002)

    CAS  Google Scholar 

  3. 3.

    R. Dastjerdi, M. Montazer, Colloids surf. B 79, 5 (2010)

    CAS  Google Scholar 

  4. 4.

    Q. Li, S. Mahendra, D.Y. Lyon, L. Brunet, M.V. Liga, D. Li, P.J.J. Alvarez, Water Res. 42, 4591 (2008)

    CAS  PubMed  Google Scholar 

  5. 5.

    B. Flannigan, R.A. Samson, J.D. Miller, Microorganisms in home and indoor work environments: diversity, health impacts, investigation and control (CRC Press, Boca Raton, 2002)

    Google Scholar 

  6. 6.

    S.C. Verde, S.M. Almeida, J. Matos, D. Guerreiro, M. Meneses, T. Faria, D. Botelho, M. Santos, C. Viegas, Res. Microbiol. 166, 557 (2015)

    Google Scholar 

  7. 7.

    R. D. Scott, The direct medical costs of healthcare-associated infections in US hospitals and the benefits of prevention. Accessed 4 Feb 2014

  8. 8.

    A. Jain, L.S. Duvvuri, S. Farah, N. Beyth, A.J. Domb, W. Khan, Adv. Healthc. Mater. 3, 1969 (2014)

    CAS  PubMed  Google Scholar 

  9. 9.

    G. Yao, J. Lei, W. Zhang, C. Yu, Z. Sun, S. Zheng, Z. Sun, S. Zheng, S. Komarneni, Environ. Sci. Pollut. Res. 26, 2782 (2019)

    CAS  Google Scholar 

  10. 10.

    S.M. Dizaj, F. Lotfipour, M. Barzegar-Jalali, M.H. Zarrintan, K. Adibkia, Mater. Sci. Eng. C 44, 278 (2014)

    CAS  Google Scholar 

  11. 11.

    V.V. Kumar, S.P. Anthony, in Surface Chemistry of Nanobiomaterials, ed. by A.M. Grumezescu (Elsevier, Amsterdam, 2016), p. 265

    Google Scholar 

  12. 12.

    C.-N. Lok, C.-M. Ho, R. Chen, Q.-Y. He, W.-Y. Yu, H. Sun, P.K.-H. Tam, J.-F. Chiu, C.-M. Che, J. Biol. Inorg. Chem. 12, 527 (2007)

    CAS  PubMed  Google Scholar 

  13. 13.

    S. Chernousova, M. Epple, Angew. Chem. Int. Ed. 52, 1636 (2013)

    CAS  Google Scholar 

  14. 14.

    C. Marambio-Jones, E.M.V. Hoek, J. Nanoparticle Res. 12, 1531 (2010)

    CAS  Google Scholar 

  15. 15.

    L. Guo, W. Yuan, Z. Lu, C.M. Li, Colloids Surf. A 439, 69 (2013)

    CAS  Google Scholar 

  16. 16.

    G.A. Sotiriou, A. Teleki, A. Camenzind, F. Krumeich, A. Meyer, S. Panke, S.E. Pratsinis, Chem. Eng. J. 170, 547 (2011)

    CAS  PubMed  PubMed Central  Google Scholar 

  17. 17.

    M. Liong, B. France, K.A. Bradley, J.I. Zink, Adv. Mater. 21, 1684 (2009)

    CAS  Google Scholar 

  18. 18.

    R.N.M. Missengue, N.M. Musyoka, G. Madzivire, O. Babajide, O.O. Fatoba, M. Tuffin, L.F. Petrik, J. Environ. Sci. Health A 51, 97 (2016)

    CAS  Google Scholar 

  19. 19.

    N. Lubick, Environ. Sci. Technol. 42, 8617 (2008)

    CAS  PubMed  Google Scholar 

  20. 20.

    H.-C. Zhou, S. Kitagawa, Chem. Soc. Rev. 43, 5415 (2014)

    CAS  PubMed  Google Scholar 

  21. 21.

    H.-C. Zhou, J.R. Long, O.M. Yaghi, Chem. Rev. 112, 673 (2012)

    CAS  PubMed  Google Scholar 

  22. 22.

    J.L.C. Rowsell, O.M. Yaghi, Microporous Mesoporous Mater 73, 3 (2004)

    CAS  Google Scholar 

  23. 23.

    J.-R. Li, R.J. Kuppler, H.-C. Zhou, Chem. Soc. Rev. 38, 1477 (2009)

    CAS  Google Scholar 

  24. 24.

    J. Lee, O.K. Farha, J. Roberts, K.A. Scheidt, S.T. Nguyen, J.T. Hupp, Chem. Soc. Rev. 38, 1450 (2009)

    CAS  PubMed  Google Scholar 

  25. 25.

    L.E. Kreno, K. Leong, O.K. Farha, M. Allendorf, R.P. Van Duyne, J.T. Hupp, Chem. Rev. 112, 1105 (2011)

    PubMed  Google Scholar 

  26. 26.

    P. Kumar, A. Deep, K.-H. Kim, TrAC. Trends Anal. Chem. 73, 39 (2015)

    CAS  Google Scholar 

  27. 27.

    P. Horcajada, T. Chalati, C. Serre, B. Gillet, C. Sebrie, T. Baati, J.F. Eubank, D. Heurtaux, P. Clayette, C. Kreuz, J.-S. Chang, Y.K. Hwang, V. Marsaud, P.-N. Bories, L. Cynober, S. Gil, G. Férey, P. Couvreur, R. Gref, Nat. Mater. 9, 172 (2010)

    CAS  PubMed  Google Scholar 

  28. 28.

    E. Adatoz, A.K. Avci, S. Keskin, Sep. Purif. Technol. 152, 207 (2015)

    CAS  Google Scholar 

  29. 29.

    A. Argoub, R. Ghezini, C. Bachir, B. Boukoussa, A. Khelifa, A. Bengueddach, P.G. Weidler, R. Hamacha, J. Porous Mater. 25, 199 (2018)

    CAS  Google Scholar 

  30. 30.

    S. Gwardiak, B. Szczęśniak, J. Choma, M. Jaroniec, J. Porous Mater. 26, 775 (2019)

    CAS  Google Scholar 

  31. 31.

    H. Jasuja, G.W. Peterson, J.B. Decoste, M.A. Browe, K.S. Walton, Chem. Eng. Sci. 124, 118 (2015)

    CAS  Google Scholar 

  32. 32.

    J.B. DeCoste, G.W. Peterson, Chem. Rev. 114, 5695 (2014)

    CAS  PubMed  Google Scholar 

  33. 33.

    A.C. McKinlay, R.E. Morris, P. Horcajada, G. Férey, R. Gref, P. Couvreur, C. Serre, Angew. Chem. Int. Ed. 49, 6260 (2010)

    CAS  Google Scholar 

  34. 34.

    P. Horcajada, R. Gref, T. Baati, P.K. Allan, G. Maurin, P. Couvreur, G. Férey, R.E. Morris, C. Serre, Chem. Rev. 112, 1232 (2011)

    PubMed  Google Scholar 

  35. 35.

    S. Aguado, J. Quirós, J. Canivet, D. Farrusseng, K. Boltes, R. Rosal, Chemosphere 113, 188 (2014)

    CAS  PubMed  Google Scholar 

  36. 36.

    Y.-F. Guo, W.-J. Fang, J.-R. Fu, Y. Wu, J. Zheng, G.-Q. Gao, C. Chen, R.-W. Yan, S.-G. Huang, C.-C. Wang, Appl. Surf. Sci. 435, 149 (2018)

    CAS  Google Scholar 

  37. 37.

    G. Ximing, G. Bin, W. Yuanlin, G. Shuanghong, Mater. Sci. Eng. C 80, 698 (2017)

    Google Scholar 

  38. 38.

    T. Hu, Q. Jia, S. He, S. Shan, H. Su, Y. Zhi, L. He, J. Alloys Compd. 727, 114 (2017)

    CAS  Google Scholar 

  39. 39.

    S. Wang, L. Bromberg, H. Schreuder-Gibson, T.A. Hatton, ACS Appl. Mater. Interfaces 5, 1269 (2013)

    CAS  PubMed  Google Scholar 

  40. 40.

    Y.K. Hwang, D. Hong, J. Chang, S.H. Jhung, Y. Seo, J. Kim, A. Vimont, M. Daturi, C. Serre, G. Férey, Angew. Chem. 120, 4212 (2008)

    Google Scholar 

  41. 41.

    N. Tian, Q. Jia, H. Su, Y. Zhi, A. Ma, J. Wu, S.Y. Shan, J. Porous Mater. 23, 1269 (2016)

    CAS  Google Scholar 

  42. 42.

    A. Samadi-Maybodi, S. Ghasemi, H. Ghaffari-Rad, Electrochim. Acta 163, 280 (2015)

    CAS  Google Scholar 

  43. 43.

    D. Rao, R. Lu, C. Xiao, E. Kan, K. Deng, Chem. Commun. 47, 7698 (2011)

    CAS  Google Scholar 

  44. 44.

    Q. Liang, M. Zhang, Z. Zhang, C. Liu, S. Xu, Z. Li, J. Alloys Compd. 690, 123 (2017)

    CAS  Google Scholar 

  45. 45.

    Y. Lin, C. Kong, L. Chen, RSC Adv. 6, 32598 (2016)

    CAS  Google Scholar 

  46. 46.

    N. Rani, A. Sharma, R. Singh, Mini. Rev. Med. Chem. 13, 1812 (2013)

    CAS  PubMed  Google Scholar 

  47. 47.

    X. Guo, J. Shao, H. Liu, B. Chen, W. Chen, Y. Yu, RSC Adv. 5, 51559 (2015)

    CAS  Google Scholar 

  48. 48.

    J. Pandey, V.K. Tiwari, S.S. Verma, V. Chaturvedi, S. Bhatnagar, S. Sinha, A.N. Gaikwad, P.R. Tripathia, Eur. J. Med. Chem. 44, 3350 (2009)

    CAS  PubMed  Google Scholar 

  49. 49.

    E. Eisbein, J.-O. Joswig, G. Seifert, Microporous Mesoporous Mater. 216, 36 (2015)

    CAS  Google Scholar 

  50. 50.

    S. Liu, Z. Yue, Y. Liu, Dalt. Trans. 44, 12976 (2015)

    CAS  Google Scholar 

  51. 51.

    F.-M. Zhang, L.-Z. Dong, J.-S. Qin, W. Guan, J. Liu, S.-L. Li, M. Lu, Y.-Q. Lan, Z.-M. Su, H.-C. Zhou, J. Am. Chem. Soc. 139, 6183 (2017)

    CAS  PubMed  Google Scholar 

  52. 52.

    J. Li, T. Qi, L. Wang, C. Liu, Y. Zhang, Mater. Lett. 61, 3197 (2007)

    CAS  Google Scholar 

  53. 53.

    A. Abbaszadegan, Y. Ghahramani, A. Gholami, B. Hemmateenejad, S. Dorostkar, M. Nabavizadeh, H. Sharghi, J. Nanomater. 16, 53 (2015)

    Google Scholar 

  54. 54.

    S.A.M. Hanim, N.A.N.N. Malek, Z. Ibrahim, Vacuum 143, 344 (2017)

    CAS  Google Scholar 

  55. 55.

    T.C. Dakal, A. Kumar, R.S. Majumdar, V. Yadav, Front. Microbiol. 7, 1831 (2016)

    PubMed  PubMed Central  Google Scholar 

  56. 56.

    L. Bromberg, Y. Diao, H. Wu, S.A. Speakman, T.A. Hatton, Chem. Mater. 24, 1664 (2012)

    CAS  Google Scholar 

  57. 57.

    N. Cao, S. Tan, W. Luo, K. Hu, G. Cheng, Catal. Lett. 146, 518 (2016)

    CAS  Google Scholar 

  58. 58.

  59. 59.

    S. Bykkam, M. Ahmadipour, S. Narisngam, V.R. Kalagadda, S.C. Chidurala, Adv. Nanopart. 4, 1 (2015)

    CAS  Google Scholar 

  60. 60.

    I.A. Wani, S. Khatoon, A. Ganguly, J. Ahmed, A.K. Ganguli, T. Ahmad, Mater. Res. Bull. 45, 1033 (2010)

    CAS  Google Scholar 

  61. 61.

    M. Shafiei, M.S. Alivand, A. Rashidi, A. Samimi, D. Mohebbi-Kalhori, Chem. Eng. J. 341, 164 (2018)

    CAS  Google Scholar 

  62. 62.

    A.B. Rostam, M. Peyravi, M. Ghorbani, M. Jahanshahi, Appl. Surf. Sci. 427, 17 (2018)

    CAS  Google Scholar 

  63. 63.

    M.B. Boroujeni, A. Hashemzadeh, M.-T. Faroughi, A. Shaabani, M.M. Amini, RSC Adv. 6, 100195 (2016)

    CAS  Google Scholar 

  64. 64.

    Z. Sun, C. Fan, X. Tang, J. Zhao, Y. Song, Z. Shao, L. Xu, Appl. Surf. Sci. 387, 828 (2016)

    CAS  Google Scholar 

  65. 65.

  66. 66.

  67. 67.…/chromium.pdf

  68. 68.

  69. 69.

    G. Ferey, C. Mellot-Draznieks, C. Serre, F. Millange, J. Dutour, S. Surble, I. Margiolaki, Science 309, 2040 (2005)

    CAS  PubMed  Google Scholar 

  70. 70.

    H.E. Emam, O.M. Darwesh, R.M. Abdelhameed, Colloids Surf. B 165, 219 (2018)

    CAS  Google Scholar 

  71. 71.

    K. Shameli, M. Bin Ahmad, M. Zargar, W.M.Z.W. Yunus, N.A. Ibrahim, Int. J. Nanomed. 6, 331 (2011)

    CAS  Google Scholar 

  72. 72.

    L. Ferreira, J.F. Guedes, C. Almeida-Aguiar, A.M. Fonseca, I.C. Neves, Colloids Surf. B 142, 141 (2016)

    CAS  Google Scholar 

  73. 73.

    L. Ferreira, A.M. Fonseca, G. Botelho, C. Almeida-Aguiar, I.C. Neves, Microporous Mesoporous Mater. 160, 126 (2012)

    CAS  Google Scholar 

  74. 74.

    X. Lu, J. Ye, D. Zhang, R. Xie, R. FeyisBogale, Y. Suna, L. Zhaoa, Q. Zhao, G. Ning, J. Inorg. Biochem. 138, 114 (2014)

    CAS  PubMed  Google Scholar 

  75. 75.

    B. Mortada, T.A. Matar, A. Sakaya, H. Atallah, Z. KaraAli, P. Karam, M. Hmadeh, Inorg. Chem. 56, 4739 (2017)

    Google Scholar 

  76. 76.

    M. Berchel, T.L. Gall, C. Denis, S.L. Hir, F. Quentel, C. Elléouet, T. Montier, J.-M. Rueff, J.-Y. Salaün, J.-P. Haelters, G.B. Hix, P. Lehnb, P.-A. Jaffrès, New J. Chem. 35, 1000 (2011)

    CAS  Google Scholar 

  77. 77.

    G. Wyszogrodzka, B. Marszałek, B. Gil, P. Dorożyński, Drug. Discov. Today 21, 1009 (2016)

    CAS  PubMed  Google Scholar 

  78. 78.

    M. Moritz, M. Geszke-Moritz, Chem. Eng. J. 228, 596 (2013)

    CAS  Google Scholar 

  79. 79.

    J.S. Kim, E. Kuk, K.N. Yu, J.H. Kim, S.J. Park, H.J. Lee, S.H. Kim, Y.K. Park, Y.H. Park, C.Y. Hwang, P.K. Kim, Y.S. Lee, D.H. Jeong, M.H. Cho, Nanomed. Nanotechnol. Biol. Med. 3, 95 (2007)

    CAS  Google Scholar 

  80. 80.

    S. Shrivastava, T. Bera, A. Roy, G. Singh, P. Ramachandrarao, D. Dash, Nanotechnology 18, 225103 (2007)

    Google Scholar 

  81. 81.

    S.A.M. Hanim, N.A.N.N. Malek, Z. Ibrahim, Appl. Surf. Sci. 360, 121 (2016)

    CAS  Google Scholar 

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This research was part of a PhD thesis and financially supported by the School of Public Health and safety, Shahid Beheshti University of Medical Sciences (Grant No. IR.SBMU.PHNS.REC.1396.58).

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Hajibabaei, M., Amini, M.M., Zendehdel, R. et al. Synthesis, characterization and antibacterial activity of imidazole-functionalized Ag/MIL-101(Cr). J Porous Mater 26, 1721–1729 (2019).

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  • Post-synthetic strategy
  • MIL-101(Cr)
  • Silver nanoparticles
  • Imidazole
  • Antibacterial properties
  • Leaching