Quaternary ammonium-based biomedical materials: State-of-the-art, toxicological aspects and antimicrobial resistance

Progress in Polymer Science

Volumn 71, Issue , 2017, Pages 53-90

  Jiao, Yang ^a,b   Niu, Li na ^a   Ma, Sai ^a   Li, Jing ^a   Tay, Franklin R ^c   Chen, Ji hua ^a  

^a FOURTH MILITARY MEDICAL UNIVERSITY   (China)

^b PLA ARMY GENERAL HOSPITAL   (China)

^c AUGUSTA UNIVERSITY   (United States)

Author keywords

Antimicrobial resistance; Antimicrobial surfaces; Quaternary ammonium compounds; Toxicological aspects

Indexed keywords

AMMONIUM COMPOUNDS; BIOMEDICAL ENGINEERING; MACROMOLECULES; MEDICAL APPLICATIONS; POLYMERIZATION;

ANTIMICROBIAL RESISTANCES; ANTIMICROBIAL SURFACE; CONTROLLED RADICAL POLYMERIZATION; MACROMOLECULAR STRUCTURES; MATRIX METALLOPROTEINASES; QUATERNARY AMMONIUM COMPOUND; TECHNOLOGICAL DEVELOPMENT; TOXICOLOGICAL ASPECTS;

MICROORGANISMS;

EID: 85015442371     PISSN: 00796700     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.progpolymsci.2017.03.001     Document Type: Review

References (420)

1. Avila, M., Said, N., Ojcius, D.M., The book reopened on infectious diseases. Microbes Infect 10 (2008), 942–947.
2. GBD 2013 Mortality and Causes of Death Collaborators, Global, regional, and national age-sex specific all-cause and cause-specific mortality for 240 causes of death, 1990–2013: a systematic analysis for the global burden of disease study 2013. Lancet 385 (2015), 117–171.
3. Salwiczek, M., Qu, Y., Gardiner, J., Strugnell, R.A., Lithgow, T., McLean, K.M., et al. Emerging rules for effective antimicrobial coatings. Trends Biotechnol 32 (2014), 82–90.
4. Oyston, P.C., Fox, M.A., Richards, S.J., Clark, G.C., Novel peptide therapeutics for treatment of infections. J Med Microbiol 58 (2009), 977–987.
5. Lakshmaiah Narayana, J., Chen, J.Y., Antimicrobial peptides: possible anti-infective agents. Peptides 72 (2015), 88–94.
6. Campoccia, D., Montanaro, L., Speziale, P., Arciola, C.R., Antibiotic-loaded biomaterials and the risks for the spread of antibiotic resistance following their prophylactic and therapeutic clinical use. Biomaterials 31 (2010), 6363–6377.
7. Talbot, G.H., Bradley, J., Edwards, J.E. Jr., Gilbert, D., Scheld, M., Bartlett, J.G., Antimicrobial availability task force of the Infectious Diseases Society of America: bad bugs need drugs: an update on the development pipeline from the antimicrobial availability task force of the Infectious Diseases Society of America. Clin Infect Dis 42 (2006), 657–668.
8. Organization WH, Antimicrobial resistance: global report on surveillance. Australas Med J 7 (2014), 695–704.
9. Isquith, A., Abbott, E., Walters, P., Surface-bonded antimicrobial activity of an organosilicon quaternary ammonium chloride. Appl Microbiol 24 (1972), 859–863.
10. Tuladhar, E., de Koning, M.C., Fundeanu, I., Beumer, R., Duizer, E., Different virucidal activities of hyperbranched quaternary ammonium coatings on poliovirus and influenza virus. Appl Environ Microbiol 78 (2012), 2456–2458.
11. Deka, S.R., Sharma, A.K., Kumar, P., Cationic polymers and their self-assembly for antibacterial applications. Curr Top Med Chem 15 (2015), 1179–1195.
12. Campoccia, D., Montanaro, L., Arciola, C.R., A review of the biomaterials technologies for infection-resistant surfaces. Biomaterials 34 (2013), 8533–8554.
13. Cloutier, M., Mantovani, D., Rosei, F., Antibacterial coatings: challenges, perspectives, and opportunities. Trends Biotechnol 33 (2015), 637–652.
14. Mai, S., Mauger, M.T., Niu, L.N., Barnes, J.B., Kao, S., Bergeron, B.E., et al. Potential applications of antimicrobial peptides and their mimics in combating caries and pulpal infections. Acta Biomater 49 (2016), 16–35.
15. Lima, S.M., de Pádua, G.M., Sousa, M.G., Freire de, M.S., Franco, O.L., Rezende, T.M., Antimicrobial peptide-based treatment for endodontic infections-biotechnological innovation in endodontics. Biotechnol Adv 33 (2015), 203–213.
16. Jain, A., Duvvuri, L.S., Farah, S., Beyth, N., Domb, A.J., Khan, W., Antimicrobial polymers. Adv Healthc Mater 3 (2014), 1969–1985.
17. Padovani, G.C., Feitosa, V.P., Sauro, S., Tay, F.R., Durán, G., Paula, A.J., et al. Advances in dental materials through nanotechnology: facts, perspectives and toxicological aspects. Trends Biotechnol 33 (2015), 621–636.
18. Paladini, F., Pollini, M., Sannino, A., Ambrosio, L., Metal-based antibacterial substrates for biomedical applications. Biomacromolecules 16 (2015), 1873–1885.
19. Seabra, A.B., Justo, G.Z., Haddad, P.S., State of the art challenges and perspectives in the design of nitric oxide-releasing polymeric nanomaterials for biomedical applications. Biotechnol Adv 33 (2015), 1370–1379.
20. Michl, T.D., Coad, B.R., Doran, M., Osiecki, M., Kafshgari, M.H., Voelcker, N.H., et al. Nitric oxide releasing plasma polymer coating with bacteriostatic properties and no cytotoxic side effects. Chem Commun 51 (2015), 7058–7060.
21. Weber, D.J., Rutala, W.A., Self-disinfecting surfaces: review of current methodologies and future prospects. Am J Infect Control 41 (2013), S31–5.
22. Yueh, M.F., Tukey, R.H., Triclosan: a widespread environmental toxicant with many biological effects. Annu Rev Pharmacol Toxicol 56 (2016), 251–272.
23. Domagk, G., A new class of disinfectants. Dtsch Med Wochenscher 61 (1935), 829–832.
24. Jennings, M.C., Buttaro, B.A., Minbiole, K.P.C., Wuest, W.M., Bioorganic investigation of multicationic antimicrobials to combat QAC-resistant Staphylococcus aureus. ACS Infect Dis 1 (2015), 304–309.
25. Xue, Y., Xiao, H., Zhang, Y., Antimicrobial polymeric materials with quaternary ammonium and phosphonium salts. Int J Mol Sci 16 (2015), 3626–3655.
26. Carmona-Ribeiro, A.M., de Melo Carrasco, L.D., Cationic antimicrobial polymers and their assemblies. Int J Mol Sci 14 (2013), 9906–9946.
27. Muñoz-Bonilla, A., Fernández-García, M., Polymeric materials with antimicrobial activity. Prog Polym Sci 37 (2012), 281–339.
28. Jaeger, W., Bohrisch, J., Laschewsky, A., Synthetic polymers with quaternary nitrogen atoms-synthesis and structure of the most used type of cationic polyelectrolytes. Prog Polym Sci 35 (2010), 511–577.
29. Marcotte, L., Barbeau, J., Lafleur, M., Permeability and thermodynamics study of quaternary ammonium surfactants-phosphocholine vesicle system. J Colloid Interface Sci 292 (2005), 219–227.
30. Haldar, J., An, D., de Cienfuegos, L.Á., Chen, J., Klibanov, A.M., Polymeric coatings that inactivate both influenza virus and pathogenic bacteria. Proc Natl Acad Sci USA 103 (2006), 17667–17671.
31. Kenawy el, R., Worley, S.D., Broughton, R., The chemistry and applications of antimicrobialpolymers: a state-of-the-art review. Biomacromolecules 8 (2007), 1359–1384.
32. Oblak, E., Piecuch, A., Krasowska, A., Luczynski, J., Antifungal activity of gemini quaternary ammonium salts. Microbiol Res 168 (2013), 630–638.
33. Wessels, S., Ingmer, H., Modes of action of three disinfectant active substances: a review. Regul Toxicol Pharmacol 67 (2013), 456–467.
34. Ikeda, T., Hirayama, H., Yamaguchi, H., Tazuke, S., Watanabe, M., Polycationic biocides with pendant active groups: molecular weight dependence of antibacterial activity. Antimicrob Agents Chemother 30 (1986), 132–136.
35. Chen, C.Z., Beck-Tan, N.C., Dhurjati, P., van Dyk, T.K., LaRossa, R.A., Cooper, S.L., Quaternary ammonium functionalized poly (propylene imine) dendrimers as effective antimicrobials: structure-activity studies. Biomacromolecules 1 (2000), 473–480.
36. Gilbert, P., Al-Taae, A., Antimicrobial activity of some alkyltrimethylammonium bromides. Lett App Microbiol 1 (1985), 101–104.
37. Caillier, L., de Givenchy, E.T., Levy, R., Vandenberghe, Y., Geribaldi, S., Guittard, F., Synthesis and antimicrobial properties of polymerizable quaternary ammoniums. Eur J Med Chem 44 (2009), 3201–3208.
38. He, J., Soderling, E., Vallittu, P.K., Lassila, L.V., Investigation of double bond conversion, mechanical properties, and antibacterial activity of dental resins with different alkyl chain length quaternary ammonium methacrylate monomers (QAM). J Biomater Sci Polym Ed 24 (2013), 565–573.
39. Kong, M., Chen, X.G., Xing, K., Park, H.J., Antimicrobial properties of chitosan and mode of action: a state of the art review. Int J Food Microbiol 144 (2010), 51–63.
40. Gilbert, P., Moore, L.E., Cationic antiseptics: diversity of action under a common epithet. J Appl Microbiol 99 (2005), 703–715.
41. Garg, G., Chauhan, G.S., Gupta, R., Ahn, J.H., Anion effects on anti-microbial activity of poly[1-vinyl-3-(2-sulfoethyl imidazolium betaine)]. J Colloid Interface Sci 344 (2010), 90–96.
42. Ingalsbe, M.L., Denis, J.D., McGahan, M.E., Steiner, W.W., Priefer, R., Development of a novel expression, ZI MAX/K ZI, for determination of the counter-anion effect on the antimicrobial activity of tetrabutylammonium salts. Bioorg Med Chem Lett 19 (2009), 4984–4987.
43. Sharma, S.K., Chauhan, G.S., Gupta, R., Ahn, J.H., Tuning anti-microbial activity of poly(4-vinyl 2-hydroxyethyl pyridinium) chloride by anion exchange reactions. J Mater Sci Mater Med 21 (2010), 717–724.
44. Xie, D., Weng, Y., Guo, X., Zhao, J., Gregory, R.L., Zheng, C., Preparation and evaluation of a novel glass-ionomer cement with antibacterial functions. Dent Mater 27 (2011), 487–496.
45. Panarin, E.F., Solovskii, M.V., Zaikina, N.A., Afinogenov, G.E., Biological activity of cationic polyelectrolytes. Makromol Chem 9 (1985), 25–33.
46. Mizerska, U., Fortuniak, W., Chojnowski, J., Halasa, R., Konopacka, A., Werel, W., Polysiloxane cationic biocides with imidazolium salt (ImS) groups, synthesis and antibacterial properties. Eur Polym J 45 (2009), 779–787.
47. Tischer, M., Pradel, G., Ohlsen, K., Holzgrabe, U., Quaternary ammonium salts and their antimicrobial potential: targets or nonspecific interactions. ChemMedChem 7 (2012), 22–31.
48. Gottenbos, B., Grijpma, D.W., van der Mei, H.C., Feijen, J., Busscher, H.J., Antimicrobial effects of positively charged surfaces on adhering Gram-positive and Gram-negative bacteria. J Antimicrob Chemother 48 (2001), 7–13.
49. Cavallaro, A., Mierczynska, A., Barton, M., Majewski, P., Vasilev, K., Influence of immobilized quaternary ammonium group surface density on antimicrobial efficacy and cytotoxicity. Biofouling 32 (2016), 13–24.
50. Yoshikawa, K., Clark, D.T., Brailsford, S.R., Beighton, D., Watson, T.F., Imazato, S., et al. The effect of antibacterial monomer MDPB on the growth of organisms associated with root caries. Dent Mater J 26 (2007), 388–392.
51. Imazato, S., Ebi, N., Tarumi, H., Russell, R.R., Kaneko, T., Ebisu, S., Bactericidal activity and cytotoxicity of antibacterial monomer MDPB. Biomaterials 20 (1999), 899–903.
52. Nishida, M., Imazato, S., Takahashi, Y., Ebisu, S., Ishimoto, T., Nakano, T., et al. The influence of the antibacterial monomer 12-methacryloyloxydodecylpyridinium bromide on the proliferation, differentiation and mineralization of odontoblast-like cells. Biomaterials 31 (2010), 1518–1532.
53. Ma, S., Imazato, S., Takahashi, Y., Kiba, W., Takeda, K., Izutani, N., et al. Mechanism of detoxification of the cationic antibacterial monomer12-methacryloyloxydodecylpyridiniumbromide (MDPB) by N-acetyl cysteine. Dent Mater 29 (2013), 1219–1227.
54. Pupo, Y.M., Farago, P.V., Nadal, J.M., Simao, L.C., Esmerino, L.A., Gomes, O.M., et al. Effect of a novel quaternary ammonium methacrylate polymer (QAMP) on adhesion and antibacterial properties of dental adhesives. Int J Mol Sci 15 (2014), 8998–9015.
55. Pupo, Y.M., Farago, P.V., Nadal, J.M., Esmerino, L.A., Maluf, D.F., Zawadzki, S.F., et al. An innovative quaternary ammonium methacrylate polymer can provide improved antimicrobial properties for a dental adhesive system. J Biomater Sci Polym Ed 24 (2013), 1443–1458.
56. Li, F., Weir, M.D., Fouad, A.F., Xu, H.H., Time-kill behaviour against eight bacterial species and cytotoxicity of antibacterial monomers. J Dent 41 (2013), 881–891.
57. Huang, L., Xiao, Y.H., Xing, X.D., Li, F., Ma, S., Qi, L.L., et al. Antibacterial activity and cytotoxicity of two novel cross-linking antibacterial monomers on oral pathogens. Arch Oral Biol 56 (2011), 367–373.
58. Xiao, Y.H., Chen, J.H., Fang, M., Xing, X.D., Wang, H., Wang, Y.J., et al. Antibacterial effects of three experimental quaternary ammonium salt (QAS) monomers on bacteria associated with oral infections. J Oral Sci 50 (2008), 323–327.
59. Chai, Z., Li, F., Fang, M., Wang, Y., Ma, S., Xiao, Y., et al. The bonding property and cytotoxicity of a dental adhesive incorporating a new antibacterial monomer. J Oral Rehabil 38 (2011), 849–856.
60. Jiao, Y., Ma, S., Li, J., Shan, L., Wang, Y., Tian, M., et al. N-acetylcysteine (NAC)-directed detoxification of methacryloxylethyl cetyl ammonium chloride (DMAE-CB). PLoS One, 10, 2015 e0135815/1-15.
61. Ma, S., Shan, L.Q., Xiao, Y.H., Li, F., Huang, L., Shen, L., et al. The cytotoxicity ofmethacryloxylethyl cetyl ammonium chloride, a cationic antibacterial monomer, is related to oxidative stress and the intrinsic mitochondrial apoptotic pathway. Braz J Med Biol Res 44 (2011), 1125–1133.
62. Imazato, S., Torii, Y., Takatsuka, T., Inoue, K., Ebi, N., Ebisu, S., Bactericidal effect of dentinprimer containing antibacterial monomer methacryloyloxydodecylpyridinium bromide(MDPB) against bacteria in human carious dentin. J Oral Rehabil 28 (2001), 314–319.
63. Li, J., Sha, Z., Zhang, W., Tao, F., Yang, P., Preparation and antibacterial properties of gelatin grafted with an epoxy silicone quaternary ammonium salt. J Biomater Sci Polym Ed 27 (2016), 1017–1028.
64. Regis, R.R., Vecchia, M.P.D., Pizzolitto, A.C., Compagnoni, M.A., Souza, P.P.C., Souza, R.F.D., Antimicrobial properties and cytotoxicity of an antimicrobial monomer for application in prosthodontics. J Prosthodont 21 (2012), 283–290.
65. Peng, Z.X., Wang, L., Du, L., Guo, S.R., Wang, X.Q., Tang, T.T., Adjustment of the antibacterial activity and biocompatibility of hydroxypropyltrimethyl ammonium chloride chitosan by varying the degree of substitution of quaternary ammonium. Carbohydr Polym 81 (2010), 275–283.
66. Imazato, S., Torii, M., Tsuchitani, Y., McCabe, J.F., Russell, R.R., Incorporation of bacterial inhibitor into resin composite. J Dent Res 73 (1994), 1437–1443.
67. Cheng, L., Weir, M.D., Zhang, K., Arola, D.D., Zhou, X., Xu, H.H., Dental primer and adhesive containing a new antibacterial quaternary ammonium monomer dimethylaminododecyl methacrylate. J Dent 41 (2013), 345–355.
68. Li, F., Weir, M.D., Xu, H.H., Effects of quaternary ammonium chain length on antibacterialbonding agents. J Dent Res 92 (2013), 932–938.
69. He, J., Söderling, E., Österblad, M., Vallittu, P.K., Lassila, L.V., Synthesis of methacrylate monomers with antibacterial effects against S. mutans. Molecules 16 (2011), 9755–9763.
70. Weng, Y., Guo, X., Chong, V.J., Howard, L., Gregory, R.L., Xie, D., Synthesis and evaluation of a novel antibacterial dental resin composite with quaternary ammonium salts. J Biomed Sci Eng 4 (2011), 147–157.
71. Lewis, K., In search of natural substrates and inhibitors of MDR pumps. J Mol Microbiol Biotechnol 3 (2001), 247–254.
72. Leclercq, L., Lubart, Q., Dewilde, A., Aubry, J.M., Nardello-Rataj, V., Supramolecular effects on the antifungal activity of cyclodextrin/di-n-decyldimethylammonium chloride mixtures. Eur J Pharm Sci 46 (2012), 336–345.
73. Nurdin, N., Helary, G., Sauvet, G., Biocidal polymers active by contact: III. Ageing of biocidal polyurethane coatings in water. J Appl Polym Sci 50 (1993), 671–678.
74. Obłak, E., Lachowicz, T.M., Luczyński, J., Witek, S., Comparative studies of the biological activities of lysosomotropic aminoesters and quaternary ammonium salts on the yeast Saccharomyces cerevisiae. Cell Mol Biol Lett 6 (2001), 871–880.
75. Oosterhof, J.J., Buijssen, K.J., Busscher, H.J., van der Laan, B.F., van der Mei, H.C., Effects of quaternary ammonium silane coatings on mixed fungal and bacterial biofilms on tracheoesophageal shunt prostheses. Appl Environ Microbiol 72 (2006), 3673–3677.
76. Vieira, D.B., Carmona-Ribeiro, A.M., Cationic lipids and surfactants as antifungal agents:mode of action. J Antimicrob Chemother 58 (2006), 760–767.
77. Carmona-Ribeiro, A.M., Vieira, D.B., Lincopan, N., Cationic surfactants and lipids as anti-infective agents. Anti-Infe Agents Med Chem 5 (2006), 33–51.
78. Reboiras, M.D., Miller, M.J., Jones, M.N., Liposome adsorption to Candida albicans. Colloids Surf B 9 (1997), 101–107.
79. Campanhã, M., Mamizuka, E., Carmona-Ribeiro, A., Interactions between cationic vesicles and Candida albicans. J Phys Chem B 105 (2001), 8230–8236.
80. Shirai, A., Sumitomo, T., Kurimoto, M., Maseda, H., Kourai, H., The mode of the antifungal activity of gemini-pyridinium salt against yeast. Biocontrol Sci 14 (2009), 13–20.
81. Shirai, A., Ueta, S., Maseda, H., Kourai, H., Omasa, T., Action of reactive oxygen species in the antifungal mechanism of gemini-pyridinium salts against yeast. Biocontrol Sci 17 (2012), 77–82.
82. Muhizi, T., Coma, V., Grelier, S., Synthesis of D glucosamine quaternary ammonium derivatives and evaluation of their antifungal activity together with aminodeoxyglucose derivatives against two wood fungi Coriolus versicolor and Poria placenta: structure-activity relationships. Pest Manag Sci 67 (2011), 287–293.
83. Tsao, I.F., Wang, H.Y., Shipman, C. Jr., Interaction of infectious viral particles with a quaternary ammonium chlorid (QAC) surface. Biotechnol Bioeng 34 (1989), 639–646.
84. Walters, P.A., Abbott, E.A., Isquith, A.J., Algicidal activity of a surface-bonded organosilicon quaternary ammonium chloride. Appl Microbiol 25 (1973), 253–256.
85. Sokolova, A.S., Yarovaya, C.O., Shernyukov, C.A., Pokrovsky, C.E., Pokrovsky, C.A., Lavrinenko, V.A., et al. New quaternary ammonium camphor derivatives and their antiviral activity, genotoxic effects and cytotoxicity. Bioorgan Med Chem 21 (2013), 6690–6698.
86. Sokolova, A.S., Yarovaya, O.I., Shernyukov, A.V., Gatilov, Y.V., Razumova, Y.V., Zarubaev, V.V., et al. Discovery of a new class of antiviral compounds: camphor imine derivatives. Eur J Med Chem 105 (2015), 263–273.
87. Sokolova, A.S., Yarovaya, O.C., Korchagina, D.V., Zarubaev, V.V., Tretiak, T.S., Anfimov, P.M., et al. Camphor-based symmetric diimines as inhibitors of influenza virus reproduction. Bioorgan Med Chem 22 (2014), 2141–2148.
88. Zarubaev, V.V., Garshinina, A.V., Tretiak, T.S., Fedorova, V.A., Shtro, A.A., Sokolova, A.S., et al. Broad range of inhibiting action of novel camphor-based compound with anti-hemagglutinin activity against influenza viruses in vitro and in vivo. Antiviral Res 120 (2015), 126–133.
89. Shiraishi, M., Aramaki, Y., Seto, M., Imoto, H., Nishikawa, Y., Kanzaki, N., et al. Discovery of novel, potent, and selective small-molecule CCR5 antagonists as anti-HIV-1 agents: synthesis and biological evaluation of anilide derivatives with a quaternary ammonium moiety. J Med Chem 43 (2000), 2049–2063.
90. Scott, F.W., Virucidal disinfectants and feline viruses. Am J Vet Res 41 (1980), 410–414.
91. Kennedy, M.A., Mellon, V.S., Caldwell, G., Potgieter, L., Virucidal efficacy of the newerquaternary ammonium compounds. J Am Anim Hosp Assoc 31 (1994), 254–258.
92. Eleraky, N.Z., Potgieter, L.N., Kennedy, M.A., Virucidal efficacy of four new disinfectants. J Am Anim Hosp Assoc 38 (2002), 231–234.
93. Harada, Y., Lekcharoensuk, P., Furuta, T., Taniguchi, T., Inactivation of foot-and-mouth disease virus by commercially available disinfectants and cleaners. Biocontrol Sci 20 (2015), 205–208.
94. Tung, G., Macinga, D., Arbogast, J., Jaykus, L.A., Efficacy of commonly used disinfectants for inactivation of human noroviruses and their surrogates. J Food Prot 76 (2013), 1210–1217.
95. Shirai, J., Kanno, T., Tsuchiya, Y., Mitsubayashi, S., Seki, R., Effects of chlorine, iodine, and quaternary ammonium compound disinfectants on several exotic disease viruses. J Vet Med Sci 62 (2000), 85–92.
96. Hoelzer, K., Fanaselle, W., Pouillot, R., Van Doren, J.M., Dennis, S., Virus inactivation on hard surfaces or in suspension by chemical disinfectants: systematic review and meta-analysis of norovirus surrogates. J Food Prot 76 (2013), 1006–1016.
97. Gulve, N., Kimmerling, K., Johnston, A.D., Krueger, G.R., Ablashi, D.V., Prusty, B.K., Anti-herpesviral effects of a novel broad range anti-microbial quaternary ammonium silane, K21. Antiviral Res 131 (2016), 166–173.
98. Mazzoni, A., Tjäderhane, L., Checchi, V., Di Lenarda, R., Salo, T., Tay, F.R., et al. Role of dentin MMPs in caries progression and bond stability. J Dent Res 94 (2015), 241–251.
99. Chaussain-Miller, C., Fioretti, F., Goldberg, M., Menashi, S., The role of matrix metalloproteinases (MMPs) in human caries. J Dent Res 85 (2006), 22–32.
100. Palosaari, H., Pennington, C.J., Larmas, M., Edwards, D.R., Tjäderhane, L., Salo, T., Expressionprofile of matrix metalloproteinases (MMPs) and tissue inhibitors of MMPs in mature human odontoblasts and pulp tissue. Eur J Oral Sci 111 (2003), 117–127.
101. Sulkala, M., Wahlgren, J., Larmas, M., Sorsa, T., Teronen, O., Salo, T., et al. The effects of MMP inhibitors on human salivary MMP activity and caries progression in rats. J Dent Res 80 (2001), 1545–1549.
102. Menezes-Silva, R., Khaliq, S., Deeley, K., Letra, A., Vieira, A.R., Genetic susceptibility to periapical disease: conditional contribution of MMP2 and MMP3 genes to the development of periapical lesions and healing response. J Endod 38 (2012), 604–607.
103. Karayasheva, D., Glushkova, M., Boteva, E., Mitev, V., Kadiyska, T., Association study for the role of matrix metalloproteinases 2 and 3 gene polymorphisms in dental caries susceptibility. Arch Oral Biol 68 (2016), 9–12.
104. Tezvergil-Mutluay, A., Agee, K.A., Uchiyama, T., Imazato, S., Mutluay, M.M., Cadenaro, M., et al. The inhibitory effects of quaternary ammonium methacrylates on soluble and matrix-bound MMPs. J Dent Res 90 (2011), 535–540.
105. Tezvergil-Mutluay, A., Agee, K.A., Mazzoni, A., Carvalho, R.M., Carrilho, M., Tersariol, I.L., et al. Can quaternary ammonium methacrylates inhibit matrix MMPs and cathepsins. Dent Mater 31 (2015), e25–32.
106. Liu, Y., Tjäderhane, L., Breschi, L., Mazzoni, A., Li, N., Mao, J., et al. Limitations in bonding to dentin and experimental strategies to prevent bond degradation. J Dent Res 90 (2011), 953–968.
107. Carrilho, M.R., Can exogenous protease inhibitors control dentin matrix degradation. J Dent Res 91 (2012), 1099–1102.
108. Jain, A., Bahuguna, R., Role of matrix metalloproteinases in dental caries, pulp and periapical inflammation: an overview. J Oral Biol Craniofac Res 5 (2015), 212–218.
109. Chang, Y.C., Yang, S.F., Hsieh, Y.S., Regulation of matrix metalloproteinase-2 production by cytokines and pharmacological agents in human pulp cell cultures. J Endod 27 (2001), 679–682.
110. Lin, S.K., Wang, C.C., Huang, S., Lee, J.J., Chiang, C.P., Lan, W.H., et al. Induction of dental pulp fibroblast matrix metalloproteinase-1 and tissue inhibitor of metalloproteinase-1 gene expression by interleukin-1alpha and tumor necrosis factor-alpha through a prostaglandin-dependent pathway. J Endod 27 (2001), 185–189.
111. Goda, S., Kato, Y., Domae, E., Hayashi, H., Tani-Ishii, N., Iida, J., et al. Effects of JNK1/2 on the inflammation cytokine TNF-alpha-enhanced production of MMP-3 in human dental pulp fibroblast-like cells. Int Endod J 48 (2015), 1122–1128.
112. de Paula-Silva, F.W., D'Silva, N.J., da Silva, L.A., Kapila, Y.L., High matrix metalloproteinaseactivity is a hallmark of periapical granulomas. J Endod 35 (2009), 1234–1242.
113. Leonardi, R., Caltabiano, R., Loreto, C., Collagenase-3 (MMP-13) is expressed in periapical lesions: an immunohistochemical study. Int Endod J 38 (2005), 297–301.
114. Wahlgren, J., Salo, T., Teronen, O., Luoto, H., Sorsa, T., Tjäderhane, L., Matrix metalloproteinase-8 (MMP-8) in pulpal and periapical inflammation and periapical root-canal exudates. Int Endod J 35 (2002), 897–904.
115. Martinho, F.C., Teixeira, F.F., Cardoso, F.G., Ferreira, N.S., Nascimento, G.G., Carvalho, C.A., et al. Clinical investigation of matrix metalloproteinases, tissue inhibitors of matrix metalloproteinases, and matrix metalloproteinase/tissue inhibitors of matrix metalloproteinase complexes and their networks in apical periodontitis. J Endod 42 (2016), 1082–1088.
116. Zhao, B., Brittain, W.J., Polymer brushes: surface-immobilized macromolecules. Prog Polym Sci 25 (2000), 677–710.
117. Zhou, T., Zhu, Y., Li, X., Liu, X., Yeung, K.W.K., Wu, S., et al. Surface functionalization of biomaterials by radical polymerization. Prog Mater Sci 83 (2016), 191–235.
118. Barbey, R., Lavanant, L., Paripovic, D., Schüwer, N., Sugnaux, C., Tugulu, S., et al. Polymer brushes via surface-initiated controlled radical polymerization: synthesis, characterization, properties, and applications. Chem Rev 109 (2009), 5437–5527.
119. Huang, J., Koepsel, R.R., Murata, H., Wu, W., Lee, S.B., Kowalewski, T., et al. Nonleaching antibacterial glass surfaces via grafting onto: the effect of the number of quaternary ammonium groups on biocidal activity. Langmuir 24 (2008), 6785–6795.
120. Davies, M.L., Hamilton, C.J., Murphy, S.M., Tighe, B.J., Polymer membranes in clinical sensor applications: I. An overview of membrane function. Biomaterials 13 (1992), 971–978.
121. Qiu, J., Charleux, B., Matyjaszewski, K., Controlled/living radical polymerization inaqueous media: homogeneous and heterogeneous systems. Prog Polym Sci 26 (2001), 2083–2134.
122. Mastan, E., Li, X., Zhu, S., Modeling and theoretical development in controlled radical polymerization. Prog Polym Sci 45 (2015), 71–101.
123. Lee, S.B., Koepsel, R.R., Morley, S.W., Matyjaszewski, K., Sun, Y., Russell, A.J., Permanent, nonleaching antibacterial surfaces: 1. Synthesis by atom transfer radical polymerization. Biomacromolecules 5 (2004), 877–882.
124. Murata, H., Koepsel, R.R., Matyjaszewski, K., Russell, A.J., Permanent, non-leaching antibacterial surfaces. 2: How high density cationic surfaces kill bacterial cells. Biomaterials 28 (2007), 4870–4879.
125. Ravikumar, T., Murata, H., Koepsel, R.R., Russell, A.J., Surface-active antifungal polyquaternary amine. Biomacromolecules 7 (2006), 2762–2769.
126. Wang, B., Xu, Q., Ye, Z., Liu, H., Lin, Q., Nan, K., et al. Copolymer brushes with temperature-triggered, reversibly switchable bactericidal and antifouling properties for biomaterial surfaces. ACS Appl Mater Interfaces 8 (2016), 27207–27217.
127. Wang, B., Ye, Z., Xu, Q., Liu, H., Lin, Q., Chen, H., et al. Construction of a temperature-responsive terpolymer coating with recyclable bactericidal and self-cleaning antimicrobial properties. Biomater Sci 4 (2016), 1731–1741.
128. Roy, D., Knapp, J.S., Guthrie, J.T., Perrier, S., Antibacterial cellulose fiber via RAFT surface graft polymerization. Biomacromolecules 9 (2008), 91–99.
129. Ignatova, M., Voccia, S., Gilbert, B., Markova, N., Mercuri, P.S., Galleni, M., et al. Synthesis of copolymer brushes endowed with adhesion to stainless steel surfaces and antibacterial properties by controlled nitroxide-mediated radical polymerization. Langmuir 20 (2004), 10718–10726.
130. Voccia, S., Ignatova, M., Jérôme, R., Jérôme, C., Design of antibacterial surfaces by a combination of electrochemistry and controlled radical polymerization. Langmuir 22 (2006), 8607–8613.
131. Yuan, S.J., Pehkonen, S.O., Ting, Y.P., Neoh, K.G., Kang, E.T., Inorganic-organic hybrid coatings on stainless steel by layer-by-layer deposition and surface-initiated atom-transfer-radical polymerization for combating biocorrosion. ACS Appl Mater Interfaces 1 (2009), 640–652.
132. Yuan, S.J., Pehkonen, S.O., Ting, Y.P., Neoh, K.G., Kang, E.T., Antibacterial inorganic-organic hybrid coatings on stainless steel via consecutive surface-initiated atom transfer radical polymerization for biocorrosion prevention. Langmuir 26 (2010), 6728–6736.
133. Ignatova, M., Voccia, S., Gabriel, S., Gilbert, B., Cossement, D., Jerome, R., et al. Stainless steel grafting of hyperbranched polymer brushes with an antibacterial activity: synthesis, characterization, and properties. Langmuir 25 (2009), 891–902.
134. Yuan, S.J., Xu, F.J., Pehkonen, S.O., Ting, Y.P., Neoh, K.G., Kang, E.T., Grafting of antibacterial polymers on stainless steel via surface-initiated atom transfer radical polymerization for inhibiting biocorrosion by Desulfovibrio desulfuricans. Biotechnol Bioeng 103 (2009), 268–281.
135. Dong, H., Huang, J., Koepsel, R.R., Ye, P., Russell, A.J., Matyjaszewski, K., Recyclable antibacterial magnetic nanoparticles grafted with quaternized poly(2-(dimethylamino)ethyl methacrylate) brushes. Biomacromolecules 12 (2011), 1305–1311.
136. Rutnakornpituk, B., Wichai, U., Vilaivan, T., Rutnakornpituk, M., Surface-initiated atom transfer radical polymerization of poly(4-vinylpyridine) from magnetite nanoparticle. J Nanopart Res 13 (2011), 6847–6857.
137. Zhang, F., Shi, Z.L., Chua, P.H., Kang, E.T., Neoh, K.G., Functionalization of titanium surfacesvia controlled living radical polymerization: from antibacterial surface to surface for osteoblast adhesion. Ind Eng Chem Res 46 (2007), 9077–9086.
138. Ramstedt, M., Cheng, N., Azzaroni, O., Mossialos, D., Mathieu, H.J., Huck, W.T., Synthesis and characterization of poly(3-sulfopropylmethacrylate) brushes for potential antibacterial applications. Langmuir 23 (2007), 3314–3321.
139. Xu, F.J., Yuan, S.J., Pehkonen, S.O., Kang, E.T., Neoh, K.G., Antimicrobial surfaces of viologen-quaternized poly((2-dimethyl amino)ethyl methacryIate)-Si(100) hybrids from surface-initiated atom transfer radical polymerization. Nanobiotechnology 2 (2006), 123–134.
140. Wei, T., Zhan, W., Cao, L., Hu, C., Qu, Y., Yu, Q., et al. Multifunctional and regenerable antibacterial surfaces fabricated by a universal strategy. ACS Appl Mater Interfaces 8 (2016), 30048–30057.
141. Fundeanu, I., Klee, D., Schouten, A.J., Busscher, H.J., van der Mei, H.C., Solvent-free functionalization of silicone rubber and efficacy of PAAm brushes grafted from an amino-PPX layer against bacterial adhesion. Acta Biomater 6 (2010), 4271–4276.
142. Fundeanu, I., van der Mei, H.C., Schouten, A.J., Busscher, H.J., Polyacrylamide brush coatings preventing microbial adhesion to silicone rubber. Colloids Surf B 64 (2008), 297–301.
143. Wang, H., Wang, L., Zhang, P., Yuan, L., Yu, Q., Chen, H., High antibacterial efficiency of pDMAEMA modified silicon nanowire arrays. Colloids Surf B 83 (2011), 355–359.
144. Vaterrodt, A., Thallinger, B., Daumann, K., Koch, D., Guebitz, G.M., Ulbricht, M., Antifouling and antibacterial multi-functional polyzwitterion/enzyme coating on silicone catheter material prepared by electrostatic layer-by-layer assembly. Langmuir 32 (2016), 1347–1359.
145. Peng, Q., Lu, S., Chen, D., Wu, X., Fan, P., Zhong, R., et al. Poly(vinylidenefluoride)-graft-poly(N-vinyl-2-pyrrolidone) copolymers prepared via a RAFT-mediated process and their use in antifouling and antibacterial membranes. Macromol Biosci 7 (2007), 1149–1159.
146. Zhai, G., Shi, Z.L., Kang, E.T., Neoh, K.G., Surface-initiated atom transfer radical polymerization on poly(vinylidene fluoride) membrane for antibacterial ability. Macromol Biosci 5 (2005), 974–982.
147. Cheng, Z., Zhu, X., Shi, Z.L., Neoh, K.G., Kang, E.T., Polymer microspheres with permanentantibacterial surface from surface-initiated atom transfer radical polymerization. Ind Eng Chem Res 44 (2005), 7098–7104.
148. Lenoir, S., Pagnoulle, C., Galleni, M., Compere, P., Jerome, R., Detrembleur, C., Polyolefin matrixes with permanent antibacterial activity: preparation, antibacterial activity, and action mode of the active species. Biomacromolecules 7 (2006), 2291–2296.
149. Jo, T.S., Yang, M.L., Brownell, L.V., Bae, C., Synthesis of quaternary ammonium ion-grafted polyolefins via activation of inert C–H bonds and nitroxide mediated radical polymerization. J Polym Sci Part A Polym Chem 47 (2009), 4519–4531.
150. Huang, J., Murata, H., Koepsel, R.R., Russell, A.J., Matyjaszewski, K., Antibacterial polypropylene via surface-initiated atom transfer radical polymerization. Biomacromolecules 8 (2007), 1396–1399.
151. Thomassin, J.M., Lenoir, S., Riga, J., Jerome, R., Detrembleur, C., Grafting of poly[2-(tert-butylamino)ethyl methacrylate] onto polypropylene by reactive blending and antibacterial activity of the copolymer. Biomacromolecules 8 (2007), 1171–1177.
152. Fang, Y., Fu, G.D., Zhao, J., Kang, E.T., Neoh, K.G., Antibacterial effect of surface-functionalized polypropylene hollow fiber membrane from surface-initiated atom transfer radical polymerization. J Membrane Sci 319 (2008), 149–157.
153. Fu, G.D., Yao, F., Li, Z.G., Li, X.S., Solvent-resistant antibacterial microfibers of self-quaternized block copolymers from atom transfer radical polymerization and electrospinning. J Mater Chem 18 (2008), 859–867.
154. Konn, C., Morel, F., Beyou, E., Chaumont, P., Bourgeat-Lami, E., Nitroxide-mediated polymerization of styrene initiated from the surface of laponite clay platelets. Macromolecules 40 (2007), 7464–7472.
155. Wang, J.S., Matyjaszewski, K., Controlled/living radical polymerization: atom transfer radical polymerization in the presence of transition-metal complexes. J Am Chem Soc 117 (1995), 5614–5615.
156. Kato, M., Kamigaito, M., Sawamoto, M., Higashimura, T., Polymerization of methyl methacrylate with the carbon tetrachloride/dichlorotris- (triphenylphosphine)ruthenium(II)/methylaluminum bis(2,6-di-tert-butylphenoxide) initiating system: possibility of living radical polymerization. Macromolecules 28 (1995), 1721–1723.
157. Matyjaszewski, K., Tsarevsky, N.V., Macromolecular engineering by atom transfer radical polymerization. J Am Chem Soc 136 (2014), 6513–6533.
158. Matyjaszewski, K., Atom transfer radical polymerization (ATRP): Current status and future perspectives. Macromolecules 45 (2012), 4015–4039.
159. Ran, J., Wu, L., Zhang, Z., Xu, T., Atom transfer radical polymerization (ATRP): a versatileand forceful tool for functional membranes. Prog Polym Sci 39 (2013), 124–144.
160. Siegwart, D.J., Oh, J.K., Matyjaszewski, K., ATRP in the design of functional materials for biomedical applications. Prog Polym Sci 37 (2012), 18–37.
161. Mayadunne, R.T., Rizzardo, E., Chiefari, J., Chong, Y.K., Moad, G., Thang, S.H., Living radical polymerization with reversible addition-fragmentation chain transfer (RAFT polymerization) using dithiocarbamates as chain transfer agents. Macromolecules 32 (1999), 6977–6980.
162. Chong, Y., Le, T.P., Moad, G., Rizzardo, E., Thang, S.H., A more versatile route to block copolymers and other polymers of complex architecture by living radical polymerization: the RAFT process. Macromolecules 32 (1999), 2071–2074.
163. Barner Kowollik, C., Perrier, S., The future of reversible addition fragmentation chain transfer polymerization. J Polym Sci Part A Polym Chem 46 (2008), 5715–5723.
164. Zhang, H., Controlled/living radical precipitation polymerization: a versatile polymerization technique for advanced functional polymers. Eur Polym J 49 (2013), 579–600.
165. Gregory, A., Stenzel, M.H., Complex polymer architectures via RAFT polymerization: from fundamental process to extending the scope using click chemistry and nature's building blocks. Prog Polym Sci 37 (2012), 38–105.
166. Benaglia, M., Chiefari, J., Chong, Y.K., Moad, G., Rizzardo, E., Thang, S.H., Universal (switchable) RAFT agents. J Am Chem Soc 131 (2009), 6914–6915.
167. Nicolas, J., Guillaneuf, Y., Lefay, C., Bertin, D., Gigmes, D., Charleux, B., Nitroxide-mediated polymerization. Prog Polym Sci 38 (2013), 63–235.
168. Zhao, L., Li, N., Wang, K., Shi, C., Zhang, L., Luan, Y., A review of polypeptide-based polymersomes. Biomaterials 35 (2014), 1284–1301.
169. Nuyken, O., Pask, S.D., Ring-opening polymerization – an introductory review. Polymers 5 (2013), 361–403.
170. Penczek, S., Cypryk, M., Duda, A., Kubisa, P., Slomkowski, S., Living ring-opening polymerizations of heterocyclic monomers. Prog Polym Sci 32 (2007), 247–282.
171. King, A., Chakrabarty, S., Zhang, W., Zeng, X., Ohman, D.E., Wood, L.F., et al. High antimicrobial effectiveness with low hemolytic and cytotoxic activity for PEG/quaternary copolyoxetanes. Biomacromolecules 15 (2014), 456–467.
172. Chakrabarty, S., King, A., Kurt, P., Zhang, W., Ohman, D.E., Wood, L.F., et al. Highly effective, water-soluble, hemocompatible 1,3-propylene oxide-based antimicrobials: poly[(3,3-quaternary/PEG)-copolyoxetanes]. Biomacromolecules 12 (2011), 757–769.
173. Worley, B.V., Slomberg, D.L., Schoenfisch, M.H., Nitric oxide-releasing quaternary ammonium-modified poly(amidoamine) dendrimers as dual action antibacterial agents. Bioconjug Chem 25 (2014), 918–927.
174. Carpenter, A.W., Worley, B.V., Slomberg, D.L., Schoenfisch, M.H., Dual action antimicrobials: nitric oxide release from quaternary ammonium-functionalized silica nanoparticles. Biomacromolecules 13 (2012), 3334–3342.
175. Leng, M., Hu, S., Lu, A., Cai, M., Luo, X., The anti-bacterial poly(caprolactone)-poly(quaternary ammonium salt) as drug delivery carriers. Appl Microbiol Biotechnol 100 (2015), 3049–3059.
176. Pascual, A., Tan, J.P., Yuen, A., Chan, J.M., Coady, D.J., Mecerreyes, D., et al. Broad-spectrum antimicrobial polycarbonate hydrogels with fast degradability. Biomacromolecules 16 (2015), 1169–1178.
177. Liang, Z., Zhu, M., Yang, Y.W., Gao, H., Antimicrobial activities of polymeric quaternary ammonium salts from poly(glycidyl methacrylate)s. Polym Adv Technol 25 (2014), 117–122.
178. Kolb, H.C., Finn, M.G., Sharpless, K.B., Click chemistry: diverse chemical function from a few good reactions. Angew Chem Int Ed 40 (2001), 2004–2021.
179. Golas, P.L., Matyjaszewski, K., Marrying click chemistry with polymerization: expanding the scope of polymeric materials. Chem Soc Rev 41 (2010), 1338–1354.
180. Galvin, C.J., Genzer, J., Applications of surface-grafted macromolecules derived from post-polymerization modification reactions. Prog Polym Sci 37 (2012), 871–906.
181. Moses, J.E., Moorhouse, A.D., The growing applications of click chemistry. Chem Soc Rev 36 (2007), 1249–1262.
182. Sheiko, S.S., Sumerlin, B.S., Matyjaszewski, K., Cylindrical molecular brushes: synthesis, characterization, and properties. Prog Polym Sci 33 (2008), 759–785.
183. Such, G.K., Johnston, A.P.R., Liang, K., Caruso, F., Synthesis and functionalization of nanoengineered materials using click chemistry. Prog Polym Sci 37 (2012), 985–1003.
184. Tasdelen, M.A., Kiskan, B., Yagci, Y., Externally stimulated click reactions for macromolecular syntheses. Prog Polym Sci 52 (2015), 19–78.
185. Rostovtsev, V.V., Green, L.G., Fokin, V.V., Sharpless, K.B., A stepwise huisgen cycloaddition process: copper(I)-catalyzed regioselective ligation of azides and terminal alkynes. Angew Chem Int Ed 41 (2002), 2596–2599.
186. Tornoe, C.W., Christensen, C., Meldal, M., Peptidotriazoles on solid phase: [1,2,3]-triazoles by regiospecific copper(I)-catalyzed 1,3-dipolar cycloadditions of terminal alkynes to azides. J Org Chem 67 (2002), 3057–3064.
187. Bock, V.D., Hiemstra, H., Van Maarseveen, J.H., CuI-catalyzed alkyne-azide click cycloadditions from a mechanistic and synthetic perspective. Eur J Org Chem 37 (2006), 51–68.
188. Ganewatta, M.S., Miller, K.P., Singleton, S.P., Mehrpouya-Bahrami, P., Chen, Y.P., Yan, Y., et al. Antibacterial and biofilm-disrupting coatings from resin acid-derived materials. Biomacromolecules 16 (2015), 3336–3344.
189. Qin, T., Chang, T., Ma, T., Long, P., Wang, J., Click synthesis of quaternized poly(dimethylaminoethyl methacrylate) functionalized graphene oxide with improved antibacterial and antifouling ability. Colloids Surf B 141 (2016), 196–205.
190. Riva, R., Lussis, P., Lenoir, S., Jérôme, C., Jérôme, R., Lecomte, P., Contribution of click chemistry to the synthesis of antimicrobial aliphatic copolyester. Polymer 49 (2008), 2023–2028.
191. Yao, K., Chen, Y., Zhang, J., Clay, B., Tang, C., Cationic salt-responsive bottle-brush polymers. Macromol Rapid Comm 34 (2013), 645–651.
192. Jewett, J.C., Bertozzi, C.R., Cu-free click cycloaddition reactions in chemical biology. Chem Soc Rev 39 (2010), 1272–1279.
193. Jewett, J.C., Sletten, E.M., Bertozzi, C.R., Rapid Cu-free click chemistry with readily synthesized biarylazacyclooctynones. J Am Chem Soc 132 (2010), 3688–3690.
194. Tu, Q., Ma, C., Tian, C., Yuan, M., Han, X., Wang, D.E., et al. Quantum dots modified with quaternized poly(dimethylaminoethyl methacrylate) for selective recognition and killing of bacteria over mammalian cells. Analyst 141 (2016), 3328–3336.
195. Tian, W., Hu, Y., Wang, W., Yu, D., Synthesis of a gemini quaternary ammonium salt and its reaction with wool fabric using click chemistry. RSC Adv 5 (2015), 91932–91936.
196. Hoyle, C.E., Lowe, A.B., Bowman, C.N., Thiol-click chemistry: a multifaceted toolbox for small molecule and polymer synthesis. Chem Soc Rev 39 (2010), 1355–1387.
197. Wen, J., Weinhart, M., Lai, B., Kizhakkedathu, J., Brooks, D.E., Reversible hemostatic properties of sulfabetaine/quaternary ammonium modified hyperbranched polyglycerol. Biomaterials 86 (2016), 42–55.
198. Zilberman, M., Elsner, J.J., Antibiotic-eluting medical devices for various applications. J Control Release 130 (2008), 202–215.
199. Buchholz, H., Engelbrecht, H., Über die Depotwirkung einiger Antibiotika beiVermischung mit dem kunstharz Palacos. Chirurg 41 (1970), 511–515.
200. Vecsei, V., Barquet, A., Treatment of chronic osteomyelitis by necrectomy and gentamicin-PMMA beads. Clin Orthop Relat Res 159 (1981), 201–207.
201. Hendriks, J.G., van Horn, J.R., van der Mei, H.C., Busscher, H.J., Backgrounds of antibiotic-loaded bone cement and prosthesis-related infection. Biomaterials 25 (2004), 545–556.
202. van de Belt, H., Neut, D., van Horn, J.R., van der Mei, H.C., Schenk, W., Busscher, H.J., Antibiotic resistance—to treat or not to treat. Nat Med 5 (1999), 358–359.
203. Bunetel, L., Segui, A., Cormier, M., Percheron, E., Langlais, F., Release of gentamicin from acrylic bone cement. Clin Pharmacokinet 17 (1989), 291–297.
204. Wu, P., Grainger, D.W., Drug/device combinations for local drug therapies and infectionprophylaxis. Biomaterials 27 (2006), 2450–2467.
205. Punyani, S., Singh, H., Preparation of iodine containing quaternary amine methacrylate copolymers and their contact killing antimicrobial properties. J Appl Polym Sci 102 (2006), 1038–1044.
206. Deb, S., Doiron, R., Disilvio, L., Punyani, S., Singh, H., PMMA bone cement containing a quaternary amine comonomer with potential antibacterial properties. J Biomed Mater Res B 85 (2008), 130–139.
207. Punyani, S., Deb, S., Singh, H., Contact killing antimicrobial acrylic bone cements: preparation and characterization. J Biomater Sci Polym Ed 18 (2007), 131–145.
208. Abid, C.K., Jain, S., Jackeray, R., Chattopadhyay, S., Singh, H., Formulation and characterization of antimicrobial quaternary ammonium dendrimer in poly(methyl methacrylate) bone cement. J Biomed Mater Res B, 2015, 10, 10.1002/jbm.b.33553.
209. Tan, H., Peng, Z., Li, Q., Xu, X., Guo, S., Tang, T., The use of quaternised chitosan-loadedPMMA to inhibit biofilm formation and downregulate the virulence-associated gene expression of antibiotic-resistant staphylococcus. Biomaterials 33 (2012), 365–377.
210. Tan, H., Guo, S., Yang, S., Xu, X., Tang, T., Physical characterization and osteogenic activity of the quaternized chitosan-loaded PMMA bone cement. Acta Biomater 8 (2012), 2166–2174.
211. Tan, H., Ao, H., Ma, R., Tang, T., Quaternised chitosan-loaded polymethylmethacrylate bone cement: biomechanical and histological evaluations. J Orthop Trans 1 (2013), 57–66.
212. Tan, H.L., Ao, H.Y., Ma, R., Lin, W.T., Tang, T.T., Tan, H.L., In vivo effect of quaternized chitosan-loaded PMMA bone cement on methicillin-resistant staphylococcus infection of the tibial metaphysis in a rabbit model. Antimicrob Agents Chemother 58 (2014), 6016–6023.
213. Shi, Z., Neoh, K.G., Kang, E.T., Wang, W., Antibacterial and mechanical properties of bone cement impregnated with chitosan nanoparticles. Biomaterials 27 (2006), 2440–2449.
214. Beyth, S., Polak, D., Milgrom, C., Weiss, E.I., Matanis, S., Beyth, N., Antibacterial activity of bone cement containing quaternary ammonium polyethyleneimine nanoparticles. J Antimicrob Chemother 69 (2014), 854–855.
215. Peng, Z.X., Ao, H.Y., Wang, L., Guo, S.R., Tang, T.T., Quaternised chitosan coating on titanium provides a self-protective surface that prevents bacterial colonisation and implant-associated infections. RSC Adv 5 (2015), 54304–54311.
216. Dan, Y., Cai, J.Y., Xin, L., Church, J.S., Wang, L., Novel immobilization of a quaternary ammonium moiety on keratin fibers for medical applications. Int J Biol Macromol 70 (2014), 236–240.
217. Meghil, M.M., Rueggeberg, F., El-Awady, A., Miles, B., Tay, F., Pashley, D., et al. Novel coating of surgical suture confers antimicrobial activity against porphyromonas gingivalis and Enterococcus faecalis. J Periodontol 86 (2015), 788–794.
218. Liu, Y., Ma, K., Li, R., Ren, X., Huang, T.S., Antibacterial cotton treated with N-halamine and quaternary ammonium salt. Cellulose 20 (2013), 3123–3130.
219. Kang, C.K., Kim, S.S., Kim, S., Lee, J., Lee, J.H., Roh, C., et al. Antibacterial cotton fibers treated with silver nanoparticles and quaternary ammonium salts. Carbohyd Polym 151 (2016), 1012–1018.
220. Tran, P.L., Hamood, A.N., de Souza, A., Schultz, G., Liesenfeld, B., Mehta, D., et al. A study on the ability of quaternary ammonium groups attached to a polyurethane foam wound dressing to inhibit bacterial attachment and biofilm formation. Wound Repair Regen 23 (2015), 74–81.
221. Yari, A., Yeganeh, H., Bakhshi, H., Synthesis and evaluation of novel absorptive and antibacterial polyurethane membranes as wound dressing. J Mater Sci Mater Med 23 (2012), 2187–2202.
222. Uppanan, P., Channasanon, S., Veeranondh, S., Tanodekaew, S., Synthesis of GTMAC modified chitin-PAA gel and evaluation of its biological properties. J Biomed Mater Res A 98 (2011), 185–191.
223. Pilakasiri, K., Molee, P., Sringernyuang, D., Sangjun, N., Channasanon, S., Tanodekaew, S., Efficacy of chitin-PAA-GTMAC gel in promoting wound healing: animal study. J Mater Sci Mater Med 22 (2011), 2497–2504.
224. Imazato, S., Ebi, N., Takahashi, Y., Kaneko, T., Ebisu, S., Russell, R.R., Antibacterial activity of bactericide-immobilized filler for resin-based restoratives. Biomaterials 24 (2003), 3605–3609.
225. Imazato, S., Imai, T., Russell, R.R., Torii, M., Ebisu, S., Antibacterial activity of cured dental resin incorporating the antibacterial monomer MDPB and an adhesion-promoting monomer. J Biomed Mater Res 39 (1998), 511–515.
226. Imazato, S., McCabe, J.F., Influence of incorporation of antibacterial monomer on curing behavior of a dental composite. J Dent Res 73 (1994), 1641–1645.
227. Imazato, S., Russell, R.R., McCabe, J.F., Antibacterial activity of MDPB polymer incorporated in dental resin. J Dent 23 (1995), 177–181.
228. Imazato, S., Tarumi, H., Kato, S., Ebisu, S., Water sorption and colour stability of composites containing the antibacterial monomer MDPB. J Dent 27 (1999), 279–283.
229. Beyth, N., Yudovin-Farber, I., Bahir, R., Domb, A.J., Weiss, E.I., Antibacterial activity of dental composites containing quaternary ammonium polyethylenimine nanoparticles against Streptococcus mutans. Biomaterials 27 (2006), 3995–4002.
230. Beyth, N., Yudovin-Farber, I., Perez-Davidi, M., Domb, A.J., Weiss, E.I., Polyethyleneimine nanoparticles incorporated into resin composite cause cell death and trigger biofilm stress in vivo. Proc Natl Acad Sci USA 107 (2010), 22038–22043.
231. Yudovin-Farber, I., Beyth, N., Nyska, A., Weiss, E.I., Golenser, J., Domb, A.J., Surface characterization and biocompatibility of restorative resin containing nanoparticles. Biomacromolecules 9 (2008), 3044–3050.
232. Cheng, L., Weir, M.D., Zhang, K., Wu, E.J., Xu, S.M., Zhou, X., et al. Dental plaquemicrocosm biofilm behavior on calcium phosphate nanocomposite with quaternary ammonium. Dent Mater 28 (2012), 853–862.
233. Cheng, L., Weir, M.D., Zhang, K., Xu, S.M., Chen, Q., Zhou, X., et al. Antibacterial nanocomposite with calcium phosphate and quaternary ammonium. J Dent Res 91 (2012), 460–466.
234. Li, F., Wang, P., Weir, M.D., Fouad, A.F., Xu, H.H., Evaluation of antibacterial and remineralizing nanocomposite and adhesive in rat tooth cavity model. Acta Biomater 10 (2014), 2804–2813.
235. Wu, J., Weir, M.D., Melo, M.A., Xu, H.H., Development of novel self-healing and antibacterial dental composite containing calcium phosphate nanoparticles. J Dent 43 (2015), 317–326.
236. Wu, J., Zhou, H., Weir, M.D., Melo, M.A., Levine, E.D., Xu, H.H., Effect of dimethylaminohexadecyl methacrylate mass fraction on fracture toughness and antibacterial properties of CaP nanocomposite. J Dent 43 (2015), 1539–1546.
237. Zhou, C., Weir, M.D., Zhang, K., Deng, D., Cheng, L., Xu, H.H., Synthesis of new antibacterialquaternary ammonium monomer for incorporation into CaP nanocomposite. Dent Mater 29 (2013), 859–870.
238. Cheng, L., Weir, M.D., Xu, H.H., Antonucci, J.M., Kraigsley, A.M., Lin, N.J., et al. Antibacterial amorphous calcium phosphate nanocomposites with a quaternary ammonium dimethacrylate and silver nanoparticles. Dent Mater 28 (2012), 561–572.
239. Cheng, L., Zhang, K., Zhou, C.C., Weir, M.D., Zhou, X.D., Xu, H.H.K., One-year water-ageing of calcium phosphate composite containing nano-silver and quaternary ammonium to inhibit biofilms. Int J Oral Sci 8 (2016), 172–181.
240. Antonucci, J.M., Zeiger, D.N., Tang, K., Lin-Gibson, S., Fowler, B.O., Lin, N.J., Synthesis and characterization of dimethacrylates containing quaternary ammonium functionalities for dental applications. Dent Mater 28 (2012), 219–228.
241. He, J., Soderling, E., Lassila, L.V., Vallittu, P.K., Incorporation of an antibacterial and radiopaque monomer in to dental resin system. Dent Mater 28 (2012), e110–e117.
242. He, J., Soderling, E., Vallittu, P.K., Lassila, L.V., Preparation and evaluation of dental resinwith antibacterial and radio-opaque functions. Int J Mol Sci 14 (2013), 5445–5460.
243. He, J., Söderling, E., Lassila, L.V., Vallittu, P.K., Synthesis of antibacterial and radio-opaquedimethacrylate monomers and their potential application in dental resin. Dent Mater 30 (2014), 968–976.
244. Huang, L., Sun, X., Xiao, Y.H., Dong, Y., Tong, Z.C., Xing, X.D., et al. Antibacterial effect of a resin incorporating a novel polymerizable quaternary ammonium salt MAE-DB against Streptococcus mutans. J Biomed Mater Res B 100 (2012), 1353–1358.
245. He, J., Soderling, E., Lassila, L.V., Vallittu, P.K., Preparation of antibacterial and radio-opaque dental resin with new polymerizable quaternary ammonium monomer. Dent Mater 31 (2015), 575–582.
246. Xu, X., Wang, Y., Liao, S., Wen, Z.T., Fan, Y., Synthesis and characterization of antibacterial dental monomers and composites. J Biomed Mater Res B 100 (2012), 1151–1162.
247. Burujeny, S.B., Atai, M., Yeganeh, H., Assessments of antibacterial and physico-mechanical properties for dental materials with chemically anchored quaternary ammonium moieties: thiol-ene-methacrylate vs. conventional methacrylate system. Dent Mater 31 (2015), 244–261.
248. Liang, X., Soderling, E., Liu, F., He, J., Lassila, L.V., Vallittu, P.K., Optimizing the concentration of quaternary ammonium dimethacrylate monomer in bis-GMA/TEGDMA dental resin system for antibacterial activity and mechanical properties. J Mater Sci Mater Med 25 (2014), 1387–1393.
249. Huang, Q.T., He, J.W., Lin, Z.M., Liu, F., Lassila, L.V., Vallittu, P.K., Physical and chemical properties of an antimicrobial Bis-GMA free dental resin with quaternary ammonium dimethacrylate monomer. J Mech Behav Biomed Mater 56 (2016), 68–76.
250. Banzi, E.C., Costa, A.R., Puppin-Rontani, R.M., Babu, J., Garcia-Godoy, F., Inhibitory effects of a cured antibacterial bonding system on viability and metabolic activity of oral bacteria. Dent Mater 30 (2014), e238–44.
251. da Silva, B.M., Franca, F.M., Florio, F.M., Basting, R.T., In situ anticariogenic effect ofadhesive systems containing fluoride and MDPB. Am J Dent 23 (2010), 75–80.
252. Gondim, J.O., Duque, C., Hebling, J., Giro, E.M., Influence of human dentine on the antibacterial activity of self-etching adhesive systems against cariogenic bacteria. J Dent 36 (2008), 241–248.
253. Imazato, S., Ehara, A., Torii, M., Ebisu, S., Antibacterial activity of dentine primer containing MDPB after curing. J Dent 26 (1998), 267–271.
254. Imazato, S., Kaneko, T., Takahashi, Y., Noiri, Y., Ebisu, S., In vivo antibacterial effects of dentin primer incorporating MDPB. Oper Dent 29 (2004), 369–375.
255. Imazato, S., Kinomoto, Y., Tarumi, H., Torii, M., Russell, R., McCabe, J., Incorporation of antibacterial monomer MDPB into dentin primer. J Dent Res 76 (1997), 768–772.
256. Imazato, S., Tay, F.R., Kaneshiro, A.V., Takahashi, Y., Ebisu, S., An in vivo evaluation of bonding ability of comprehensive antibacterial adhesive system incorporating MDPB. Dent Mater 23 (2007), 170–176.
257. Turkun, M., Turkun, L., Ergucu, Z., Ates, M., Is an antibacterial adhesive system more effective than cavity disinfectants. Am J Dent 19 (2006), 166–170.
258. Uysal, T., Amasyali, M., Ozcan, S., Koyuturk, A.E., Sagdic, D., Effect of antibacterial monomer-containing adhesive on enamel demineralization around orthodontic brackets: an in-vivo study. Am J Orthod Dentofacial Orthop 139 (2011), 650–656.
259. Li, F., Chai, Z.G., Sun, M.N., Wang, F., Ma, S., Zhang, L., et al. Anti-biofilm effect of dental adhesive with cationic monomer. J Dent Res 88 (2009), 372–376.
260. Li, F., Chen, J., Chai, Z., Zhang, L., Xiao, Y., Fang, M., et al. Effects of a dental adhesive incorporating antibacterial monomer on the growth, adherence and membrane integrity of Streptococcus mutans. J Dent 37 (2009), 289–296.
261. Xiao, Y.H., Ma, S., Chen, J.H., Chai, Z.G., Li, F., Wang, Y.J., Antibacterial activity and bondingability of an adhesive incorporating an antibacterial monomer DMAE-CB. J Biomed Mater Res B 90 (2009), 813–817.
262. Li, F., Weir, M.D., Chen, J., Xu, H.H., Effect of charge density of bonding agent containing a new quaternary ammonium methacrylate on antibacterial and bonding properties. Dent Mater 30 (2014), 433–441.
263. Wang, S., Zhang, K., Zhou, X., Xu, N., Xu, H.H., Weir, M.D., et al. Antibacterial effect of dental adhesive containing dimethylaminododecyl methacrylate on the development of Streptococcus mutans biofilm. Int J Mol Sci 15 (2014), 12791–12806.
264. Zhang, K., Wang, S., Zhou, X., Xu, H.H., Weir, M.D., Ge, Y., et al. Effect of antibacterial dental adhesive on multispecies biofilms formation. J Dent Res 94 (2015), 622–629.
265. Zhou, H., Li, F., Weir, M.D., Xu, H.H., Dental plaque microcosm response to bonding agents containing quaternary ammonium methacrylates with different chain lengths and charge densities. J Dent 41 (2013), 1122–1131.
266. Zhang, K., Cheng, L., Imazato, S., Antonucci, J.M., Lin, N.J., Lin-Gibson, S., et al. Effects of dual antibacterial agents MDPB and nano-silver in primer on microcosm biofilm, cytotoxicity and dentine bond properties. J Dent 41 (2013), 464–474.
267. Zhang, K., Li, F., Imazato, S., Cheng, L., Liu, H., Arola, D.D., et al. Dual antibacterial agents of nano-silver and 12-methacryloyloxydodecylpyridinium bromide in dental adhesive to inhibit caries. J Biomed Mater Res B 101 (2013), 929–938.
268. Cheng, L., Zhang, K., Weir, M.D., Liu, H., Zhou, X., Xu, H.H., Effects of antibacterial primers with quaternary ammonium and nano-silver on Streptococcus mutans impregnated in human dentin blocks. Dent Mater 29 (2013), 462–472.
269. Zhang, K., Melo, M.A., Cheng, L., Weir, M.D., Bai, Y., Xu, H.H., Effect of quaternary ammonium and silver nanoparticle-containing adhesives on dentin bond strength and dental plaque microcosm biofilms. Dent Mater 28 (2012), 842–852.
270. Cheng, L., Zhang, K., Melo, M.A., Weir, M.D., Zhou, X., Xu, H.H., Anti-biofilm dentin primer with quaternary ammonium and silver nanoparticles. J Dent Res 91 (2012), 598–604.
271. Li, F., Weir, M.D., Chen, J., Xu, H.H., Comparison of quaternary ammonium-containing with nano-silver-containing adhesive in antibacterial properties and cytotoxicity. Dent Mater 29 (2013), 450–461.
272. Chen, C., Weir, M.D., Cheng, L., Lin, N.J., Lin-Gibson, S., Chow, L.C., et al. Antibacterial activity and ion release of bonding agent containing amorphous calcium phosphate nanoparticles. Dent Mater 30 (2014), 891–901.
273. Weng, Y., Guo, X., Gregory, R., Xie, D., A novel antibacterial dental glass-ionomer cement. Eur J Oral Sci 118 (2010), 531–534.
274. Weng, Y., Howard, L., Chong, V.J., Sun, J., Gregory, R.L., Xie, D., A novel furanone-modified antibacterial dental glass ionomer cement. Acta Biomater 8 (2012), 3153–3160.
275. Weng, Y., Guo, X., Gregory, R.L., Xie, D., Preparation and evaluation of an antibacterial dental cement containing quaternary ammonium salts. J Appl Polym Sci 122 (2011), 2542–2551.
276. Feng, J., Cheng, L., Zhou, X., Xu, H.H., Weir, M.D., Meyer, M., et al. In situ antibiofilm effect of glass-ionomer cement containing dimethylaminododecyl methacrylate. Dent Mater 31 (2015), 992–1002.
277. Wang, S.P., Ge, Y., Zhou, X.D., Xu, H.H., Weir, M.D., Zhang, K.K., et al. Effect of anti-biofilm glass-ionomer cement onStreptococcus mutans biofilms. Int J Oral Sci 8 (2016), 76–83.
278. Izutani, N., Imazato, S., Noiri, Y., Ebisu, S., Antibacterial effects of MDPB against anaerobes associated with endodontic infections. Int Endod J 43 (2010), 637–645.
279. Kitagawa, R., Kitagawa, H., Izutani, N., Hirose, N., Hayashi, M., Imazato, S., Development of an antibacterial root canal filling system containing MDPB. J Dent Res 93 (2014), 1277–1282.
280. Gong, S.Q., Epasinghe, D.J., Zhang, W., Zhou, B., Niu, L.N., Ryou, H., et al. Synthesis of antimicrobial silsesquioxane-silica hybrids by hydrolytic co-condensation of alkoxysilanes. Polym Chem 5 (2014), 454–462.
281. Gong, S.Q., Huang, Z.B., Shi, W., Ma, B., Tay, F.R., Zhou, B., In vitro evaluation of antibacterial effect of AH Plus incorporated with quaternary ammonium epoxy silicate against Enterococcus faecalis. J Endod 40 (2014), 1611–1615.
282. Barros, J., Silva, M.G., Rocas, I.N., Goncalves, L.S., Alves, F.F., Lopes, M.A., et al. Antibiofilm effects of endodontic sealers containing quaternary ammonium polyethylenimine nanoparticles. J Endod 40 (2014), 1167–1171.
283. Barros, J., Silva, M.G., Rodrigues, M.A., Alves, F.R., Lopes, M.A., Pina-Vaz, I., et al. Antibacterial, physicochemical and mechanical properties of endodontic sealers containing quaternary ammonium polyethylenimine nanoparticles. Int Endod J 47 (2014), 725–734.
284. Kesler Shvero, D., Abramovitz, I., Zaltsman, N., Perez Davidi, M., Weiss, E., Beyth, N., Towards antibacterial endodontic sealers using quaternary ammonium nanoparticles. Int Endod J 46 (2013), 747–754.
285. Li, F., Li, F., Wu, D., Ma, S., Gao, J., Li, Y., et al. The effect of an antibacterial monomer on the antibacterial activity and mechanical properties of a pit-and-fissure sealant. J Am Dent Assoc 142 (2011), 184–193.
286. Yu, F., Yu, H., Lin, P., Dong, Y., Zhang, L., Sun, X., et al. Effect of an antibacterial monomer on the antibacterial activity of a pit-and-fissure sealant. PLoS One, 11, 2016 e0162281/1-12.
287. Yang, Y., Huang, L., Dong, Y., Zhang, H., Zhou, W., Ban, J., et al. In vitro antibacterial activity of a novel resin-based pulp capping material containing the quaternary ammonium salt MAE-DB and Portland cement. PLoS One, 9, 2014 e112549/1-8.
288. Gong, S.Q., Epasinghe, D.J., Zhou, B., Niu, L.N., Kimmerling, K.A., Rueggeberg, F.A., et al. Effect of water-aging on the antimicrobial activities of an ORMOSIL-containing orthodontic acrylic resin. Acta Biomater 9 (2013), 6964–6973.
289. Gong, S.Q., Epasinghe, J., Rueggeberg, F.A., Niu, L.N., Mettenberg, D., Yiu, C.K., et al. An ORMOSIL-containing orthodontic acrylic resin with concomitant improvements in antimicrobial and fracture toughness properties. PLoS One, 7, 2012 e42355/1-15.
290. Gong, S.Q., Niu, L.N., Kemp, L.K., Yiu, C.K., Ryou, H., Qi, Y.P., et al. Quaternary ammonium silane-functionalized, methacrylate resin composition with antimicrobial activities and self-repair potential. Acta Biomater 8 (2012), 3270–3282.
291. Liu, S.Y., Tonggu, L., Niu, L.N., Gong, S.Q., Fan, B., Wang, L., et al. Antimicrobial activity of a quaternary ammonium methacryloxy silicate-containing acrylic resin: a randomised clinical trial. Sci Rep 6 (2016), 21882/1–21882/14.
292. Regis, R.R., Zanini, A.P., Della Vecchia, M.P., Silva-Lovato, C.H., Oliveira Paranhos, H.F., deSouza, R.F., Physical properties of an acrylic resin after incorporation of an antimicrobial monomer. J Prosthodont 20 (2011), 372–379.
293. Song, R., Zhong, Z., Lin, L., Evaluation of chitosan quaternary ammonium salt-modified resin denture base material. Int J Biol Macromol 85 (2016), 102–110.
294. Wassmann, M., Winkel, A., Haak, K., Dempwolf, W., Stiesch, M., Menzel, H., Influence of quaternization of ammonium on antibacterial activity and cytocompatibility of thin copolymer layers on titanium. J Biomater Sci Polym Ed 27 (2016), 1507–1519.
295. Kalomiraki, M., Thermos, K., Chaniotakis, N.A., Dendrimers as tunable vectors of drug delivery systems and biomedical and ocular applications. Int J Nanomed 11 (2015), 1–12.
296. Li, Z., Lee, D., Sheng, X., Cohen, R.E., Rubner, M.F., Two-level antibacterial coating with both release-killing and contact-killing capabilities. Langmuir 22 (2006), 9820–9823.
297. Eby, D.M., Luckarift, H.R., Johnson, G.R., Hybrid antimicrobial enzyme and silver nanoparticle coatings for medical instruments. ACS Appl Mater Interfaces 1 (2009), 1553–1560.
298. Varun, S., Macbride, M.M., Peterson, B.R., Ayusman, S., Silver bromide nanoparticle/polymer composites: dual action tunable antimicrobial materials. J Am Chem Soc 128 (2006), 9798–9808.
299. Hetrick, E.M., Schoenfisch, M.H., Reducing implant-related infections: active release strategies. Chem Soc Rev 35 (2006), 780–789.
300. Mackenzie, D., The history of sutures. Med Hist 17 (1973), 158–168.
301. Masini, B.D., Stinner, D.J., Waterman, S.M., Wenke, J.C., Bacterial adherence to suture materials. J Surg Educ 68 (2011), 101–104.
302. Mogosanu, G.D., Grumezescu, A.M., Natural and synthetic polymers for wounds and burns dressing. Int J Pharm 463 (2014), 127–136.
303. Windler, L., Height, M., Nowack, B., Comparative evaluation of antimicrobials for textile applications. Environ Int 53 (2013), 62–73.
304. Dastjerdi, R., Montazer, M., A review on the application of inorganic nano-structured materials in the modification of textiles: focus on anti-microbial properties. Colloids Surf B 79 (2010), 5–18.
305. Supaphol, P., Suwantong, O., Sangsanoh, P., Srinivasan, S., Jayakumar, R., Nair, S.V., Electrospinning of biocompatible polymers and their potentials in biomedical applications. Adv Polym Sci 246 (2011), 213–239.
306. Gliścińska, E., Gutarowska, B., Brycki, B., Krucińska, I., Electrospun polyacrylonitrile nanofibers modified by quaternary ammonium salts. J Appl Polym Sci 128 (2013), 767–775.
307. Uykun, N., Ergal, I., Kurt, H., Gokceoren, A.T., Gocek, I., Kayaoglu, B.K., et al. Electrospun antibacterial nanofibrous polyvinylpyrrolidone/cetyltrimethylammonium bromide membranes for biomedical applications. J Bioact Compat Polym 29 (2014), 382–397.
308. Cerkez, I., Kocer, H.B., Worley, S.D., Broughton, R.M., Huang, T.S., N-halamine biocidal coatings via a layer-by-layer assembly technique. Langmuir 27 (2011), 4091–4097.
309. Liu, Y., Liu, Y., Ren, X., Huang, T.S., Antimicrobial cotton containing N-halamine andquaternary ammonium groups by grafting copolymerization. Appl Surf Sci 296 (2014), 231–236.
310. Duque Sanchez, L., Brack, N., Postma, A., Pigram, P.J., Meagher, L., Surface modification of electrospun fibres for biomedical applications: a focus on radical polymerization methods. Biomaterials 106 (2016), 24–45.
311. DeForest, C.A., Anseth, K.S., Advances in bioactive hydrogels to probe and direct cell fate. Annu Rev Chem Biomol Eng 3 (2012), 421–444.
312. Malda, J., Visser, J., Melchels, F.P., Jüngst, T., Hennink, W.E., Dhert, W.J., et al. 25th anniversary article: engineering hydrogels for biofabrication. Adv Mater 25 (2013), 5011–5028.
313. Bagramian, R.A., Garcia-Godoy, F., Volpe, A.R., The global increase in dental caries: apending public health crisis. Am J Dent 22 (2009), 3–8.
314. Totiam, P., Gonzalez-Cabezas, C., Fontana, M.R., Zero, D.T., A new in vitro model to study the relationship of gap size and secondary caries. Caries Res 41 (2007), 467–473.
315. Tjäderhane, L., Buzalaf, M.A.R., Carrilho, M., Chaussain, C., Matrix metalloproteinases and other matrix proteinases in relation to cariology: the era of dentin degradomics. Caries Res 49 (2015), 193–208.
316. Imazato, S., Ma, S., Chen, J.H., Xu, H.H., Therapeutic polymers for dental adhesives: loading resins with bio-active components. Dent Mater 30 (2014), 97–104.
317. Ge, Y., Wang, S., Zhou, X., Wang, H., Xu, H.H., Cheng, L., The use of quaternary ammonium to combat dental caries. Materials 8 (2015), 3532–3549.
318. Zhou, W., Niu, L.N., Huang, L., Fang, M., Chang, G., Shen, L.J., et al. Improved secondary caries resistance via augmented pressure displacement of antibacterial adhesive. Sci Rep 6 (2016), 22269/1–22269/10.
319. Batoni, G., Pardini, M., Giannotti, A., Ota, F., Giuca, M.R., Gabriele, M., et al. Effect of removable orthodontic appliances on oral colonisation by mutans streptococci in children. Eur J Oral Sci 109 (2001), 388–392.
320. Arendorf, T., Addy, M., Candidal carriage and plaque distribution before, during and afterremovable orthodontic appliance therapy. J Clin Periodontol 12 (1985), 360–368.
321. Ferracane, J.L., Hilton, T.J., Polymerization stress-is it clinically meaningful. Dent Mater 32 (2016), 1–10.
322. Kleverlaan, C.J., Feilzer, A.J., Polymerization shrinkage and contraction stress of dental resin composites. Dent Mater 21 (2005), 1150–1157.
323. Lee, T.Y., Carioscia, J., Smith, Z., Bowman, C.N., Thiol-allyl ether-methacrylate ternary systems: evolution mechanism of polymerization-induced shrinkage stress and mechanical properties. Macromolecules 40 (2007), 1473–1479.
324. Boulden, J.E., Cramer, N.B., Schreck, K.M., Couch, C.L., Bracho-Troconis, C., Stansbury, J.W., et al. Thiol-ene-methacrylate composites as dental restorative materials. Dent Mater 27 (2011), 267–272.
325. Ortega, A., Farah, S., Tranque, P., Ocana, A.V., Nam-Cha, S.H., Beyth, N., et al. Antimicrobial evaluation of quaternary ammonium polyethyleneimine nanoparticles against clinical isolates of pathogenic bacteria. IET Nanobiotechnol 9 (2015), 342–348.
326. Farah, S., Aviv, O., Laout, N., Ratner, S., Beyth, N., Domb, A.J., Quaternary ammonium polyethylenimine nanoparticles for treating bacterial contaminated water. Colloids Surf B 128 (2015), 614–619.
327. Beyth, N., Houri-Haddad, Y., Baraness-Hadar, L., Yudovin-Farber, I., Domb, A.J., Weiss, E.I., Surface antimicrobial activity and biocompatibility of incorporated polyethylenimine nanoparticles. Biomaterials 29 (2008), 4157–4163.
328. Speier, J., Development of an organosilicone antimicrobial agent for the treatment of surfaces. J Ind Text 12 (1982), 38–45.
329. Jang, J., Kim, Y., Fabrication of monodisperse silica-polymer core-shell nanoparticles with excellent antimicrobial efficacy. Chem Commun, 2008, 4016–4018.
330. Song, J., Kong, H., Jang, J., Enhanced antibacterial performance of cationic polymer modified silica nanoparticles. Chem Commun 541 (2009), 5418–5420.
331. Song, J., Kong, H., Jang, J., Bacterial adhesion inhibition of the quaternary ammonium functionalized silica nanoparticles. Colloids Surf B 82 (2011), 651–656.
332. Farah, S., Aviv, O., Laout, N., Ratner, S., Beyth, N., Domb, A.J., Antimicrobial silica particles loaded with quaternary ammonium polyethyleneimine network. Polym Adv Technol 25 (2014), 689–692.
333. Makvandi, P., Ghaemy, M., Ghadiri, A.A., Mohseni, M., Photocurable antimicrobial quaternary ammonium-modified nanosilica. J Dent Res 94 (2015), 1401–1407.
334. Yu, Q., Wu, Z., Chen, H., Dual-function antibacterial surfaces for biomedical applications. Acta Biomater 16 (2015), 1–13.
335. Zhang, K., Cheng, L., Weir, M.D., Bai, Y.X., Xu, H.H., Effects of quaternary ammonium chain length on the antibacterial and remineralizing effects of a calcium phosphate nanocomposite. Int J Oral Sci 8 (2016), 45–53.
336. Putsep, K., Carlsson, G., Boman, H.G., Andersson, M., Deficiency of antibacterial peptides in patients with morbus Kostmann: an observation study. Lancet 360 (2002), 1144–1149.
337. Zasloff, M., Antimicrobial peptides of multicellular organisms. Nature 415 (2002), 389–395.
338. Hay, D.I., Salivary factors in caries models. Adv Dent Res 9 (1995), 239–243.
339. Lendenmann, U., Grogan, J., Oppenheim, F.G., Saliva and dental pellicle – a review. Adv Dent Res 14 (2000), 22–28.
340. Li, F., Weir, M.D., Fouad, A.F., Xu, H.H., Effect of salivary pellicle on antibacterial activity of novel antibacterial dental adhesives using a dental plaque microcosm biofilm model. Dent Mater 30 (2014), 182–191.
341. Tziafas, D., Koliniotou-Koumpia, E., Tziafa, C., Papadimitriou, S., Effects of a new antibacterial adhesive on the repair capacity of the pulp-dentine complex in infected teeth. Int Endod J 40 (2007), 58–66.
342. Bjarnsholt, T., Alhede, M., Alhede, M., Eickhardt-Sorensen, S.R., Moser, C., Kühl, M., et al. The in vivo biofilm. Trends Microbiol 21 (2013), 466–474.
343. Toyofuku, M., Inaba, T., Kiyokawa, T., Obana, N., Yawata, Y., Nomura, N., Environmental factors that shape biofilm formation. Biosci Biotechnol Biochem 80 (2015), 7–12.
344. Goo, E., An, J.H., Kang, Y., Hwang, I., Control of bacterial metabolism by quorum sensing. Trends Microbiol 23 (2015), 567–576.
345. Dixon, E.F., Hall, R.A., Noisy neighbourhoods: quorum sensing in fungal-polymicrobial infections. Cell Microbiol 17 (2015), 1431–1441.
346. Metzdorff, M.T., Evidence-based medicine: what it is, what it isn't, and are we practicing it?. J Trauma Acute Care Surg 75 (2013), 927–935.
347. Paik, S., Sechrist, C., Torabinejad, M., Levels of evidence for the outcome of endodontic retreatment. J Endod 30 (2004), 745–750.
348. Torabinejad, M., Kutsenko, D., Machnick, T.K., Ismail, A., Newton, C.W., Levels of evidence for the outcome of nonsurgical endodontic treatment. J Endod 31 (2005), 637–646.
349. Tiller, J.C., Liao, C.J., Lewis, K., Klibanov AM.V Designing surfaces that kill bacteria on contact. Proc Natl Acad Sci USA 98 (2001), 5981–5985.
350. Netuschil, L., Reich, E., Unteregger, G., Sculean, A., Brecx, M., A pilot study of confocal laser scanning microscopy for the assessment of undisturbed dental plaque vitality and topography. Arch Oral Biol 43 (1998), 277–285.
351. Auschill, T.M., Arweiler, N.B., Netuschil, L., Brecx, M., Reich, E., Sculean, A., Spatial distribution of vital and dead microorganisms in dental biofilms. Arch Oral Biol 46 (2001), 471–476.
352. Zhou, H., Weir, M.D., Antonucci, J.M., Schumacher, G.E., Zhou, X.D., Xu, H.H., Evaluation of three-dimensional biofilms on antibacterial bonding agents containing novel quaternary ammonium methacrylates. Int J Oral Sci 6 (2014), 77–86.
353. Zhou, H., Liu, H., Weir, M.D., Reynolds, M.A., Zhang, K., Xu, H.H., Three-dimensional biofilm properties on dental bonding agent with varying quaternary ammonium charge densities. J Dent 26 (2016), 30141–30145.
354. Bayles, K.W., Bacterial programmed cell death: making sense of a paradox. Nat Rev Microbiol 12 (2014), 63–69.
355. Rice, K.C., Bayles, K.W., Molecular control of bacterial death and lysis. Microbiol Mol Biol Rev 72 (2008), 85–109.
356. Allocati, N., Masulli, M., Di Ilio, C., De Laurenzi, V., Die for the community: an overviewof programmed cell death in bacteria. Cell Death Dis, 6, 2015 e1609/1-10.
357. Gerdes, K., Christensen, S.K., Løbner-Olesen, A., Prokaryotic toxin-antitoxin stress response loci. Nat Rev Microbiol 3 (2005), 371–382.
358. Senadheera, D.B., Cordova, M., Ayala, E.A., Chavez de Paz, L.E., Singh, K., Downey, J.S., et al. Regulation of bacteriocin production and cell death by the VicRK signaling system in Streptococcus mutans. J Bacteriol 194 (2012), 1307–1316.
359. Zhang, C., Cui, F., Zeng, G.M., Jiang, M., Yang, Z.Z., Yu, Z.G., et al. Quaternary ammonium compounds (QACs): a review on occurrence, fate and toxicity in the environment. Sci Total Environ, 2015, 518–519 352-62.
360. Sandbacka, M., Christianson, I., Isomaa, B., The acute toxicity of surfactants on fish cells, Daphnia magna and fish-a comparative study. Toxicol In Vitro 14 (2000), 61–68.
361. van Wijk, D., Gyimesi-van den Bos, M., Garttener-Arends, I., Geurts, M., Kamstra, J., Thomas, P., Bioavailability and detoxification of cationics: I. Algal toxicity of alkyltrimethyl ammonium salts in the presence of suspended sediment and humic acid. Chemosphere 75 (2009), 303–309.
362. Guohua, J., Zuoming, Z., Jing, Z., Quantitative structure-activity relationship (QSAR) study of toxicity of quaternary ammonium compounds on Chlorella pyrenoidosa and Scenedesmus quadricauda. Chemosphere 86 (2012), 76–82.
363. Liang, Z., Ge, F., Zeng, H., Xu, Y., Peng, F., Wong, M., Influence of cetyltrimethyl ammoniumbromide on nutrient uptake and cell responses of Chlorella vulgaris. Aquat Toxicol 138–139 (2013), 81–87.
364. Sarkar, B., Megharaj, M., Shanmuganathan, D., Naidu, R., Toxicity of organoclays to microbial processes and earthworm survival in soils. J Hazard Mater 261 (2013), 793–800.
365. Sarkar, B., Megharaj, M., Xi, Y., Krishnamurti, G.S., Naidu, R., Sorption of quaternary ammonium compounds in soils: implications to the soil microbial activities. J Hazard Mater 184 (2010), 448–456.
366. Grabinska-Sota, E., Genotoxicity and biodegradation of quaternary ammonium salts in aquatic environments. J Hazard Mater 195 (2011), 182–187.
367. Lavorgna, M., Russo, C., D'Abrosca, B., Parrella, A., Isidori, M., Toxicity and genotoxicity of the quaternary ammonium compound benzalkonium chloride (BAC) using Daphnia magna and Ceriodaphnia dubia as model systems. Environ Pollut 210 (2016), 34–39.
368. Ferk, F., Misik, M., Hoelzl, C., Uhl, M., Fuerhacker, M., Grillitsch, B., et al. Benzalkonium chloride (BAC) and dimethyldioctadecyl-ammonium bromide (DDAB), two common quaternary ammonium compounds, cause genotoxic effects in mammalian and plant cells at environmentally relevant concentrations. Mutagenesis 22 (2007), 363–370.
369. Deutschle, T., Porkert, U., Reiter, R., Keck, T., Riechelmann, H., In vitro genotoxicity and cytotoxicity of benzalkonium chloride. Toxicol In Vitro 20 (2006), 1472–1477.
370. Melin, V.E., Potineni, H., Hunt, P., Griswold, J., Siems, B., Werre, S.R., et al. Exposure to common quaternary ammonium disinfectants decreases fertility in mice. Reprod Toxicol 50 (2014), 163–170.
371. Melin, V.E., Melin, T.E., Dessify, B.J., Nguyen, C.T., Shea, C.S., Hrubec, T.C., Quaternary ammonium disinfectants cause subfertility in mice by targeting both male and female reproductive processes. Reprod Toxicol 59 (2016), 159–166.
372. Larsen, S.T., Verder, H., Nielsen, G.D., Airway effects of inhaled quaternary ammonium compounds in mice. Basic Clin Pharmacol Toxicol 110 (2012), 537–543.
373. Vieira, O.V., Hartmann, D.O., Cardoso, C.M., Oberdoerfer, D., Baptista, M., Santos, M.A., et al. Surfactants as microbicides and contraceptive agents: a systematic in vitro study. PLoS One, 3, 2008 e2913/1-12.
374. Inácio, Â.S., Mesquita, K.A., Baptista, M., Ramalho-Santos, J., Vaz, W.L., Vieira, O.V., In vitro surfactant structure-toxicity relationships: implications for surfactant use in sexually transmitted infection prophylaxis and contraception. PLoS One 6 (2011), 1851–1864.
375. Debbasch, C., Brignole, F., Pisella, P.J., Warnet, J.M., Rat, P., Baudouin, C., Quaternary ammoniums and other preservatives’ contribution in oxidative stress and apoptosis on Chang conjunctival cells. Invest Ophthalmol Vis Sci 42 (2001), 642–652.
376. Perani, A., Gerardin, C., Stacey, G., Infante, M.R., Vinardell, P., Rodehuser, L., et al. Interactions of surfactants with living cells: induction of apoptosis by detergents containing a beta-lactam moiety. Amino Acids 21 (2001), 185–194.
377. Green, D.R., Reed JC. mitochondria and apoptosis. Science 281 (1998), 1309–1312.
378. Yip, K.W., Mao, X., Au, P.Y., Hedley, D.W., Chow, S., Dalili, S., et al. Benzethonium chloride: a novel anticancer agent identified by using a cell-based small-molecule screen. Clin Cancer Res 12 (2006), 5557–5569.
379. Levine, S.L., Han, Z., Liu, J., Farmer, D.R., Papadopoulos, V., Disrupting mitochondrial function with surfactants inhibits MA-10 Leydig cell steroidogenesis. Cell Biol Toxicol 23 (2007), 385–400.
380. Inacio, A.S., Costa, G.N., Domingues, N.S., Santos, M.S., Moreno, A.J., Vaz, W.L., et al. Mitochondrial dysfunction is the focus of quaternary ammonium surfactant toxicity to mammalian epithelial cells. Antimicrob Agents Chemother 57 (2013), 2631–2639.
381. Gaweda, S., Moran, M.C., Pais, A.A., Dias, R.S., Schillen, K., Lindman, B., et al. Cationic agents for DNA compaction. J Colloid Interface Sci 323 (2008), 75–83.
382. Jiao, Y., Ma, S., Wang, Y., Li, J., Shan, L., Sun, J., et al. Methacryloxylethyl cetyl ammonium chloride induces DNA damage and apoptosis in human dental pulp cells via generation of oxidative stress. Int J Biol Sci 12 (2016), 580–593.
383. Allison, B.C., Applegate, B.M., Youngblood, J.P., Hemocompatibility of hydrophilic antimicrobial copolymers of alkylated 4-vinylpyridine. Biomacromolecules 8 (2007), 2995–2999.
384. Sellenet, P.H., Allison, B., Applegate, B.M., Youngblood, J.P., Synergistic activity of hydrophilic modification in antibiotic polymers. Biomacromolecules 8 (2007), 19–23.
385. Venkataraman, S., Zhang, Y., Liu, L., Yang, Y.Y., Design, syntheses and evaluation of hemocompatible pegylated-antimicrobial polymers with well-controlled molecular structures. Biomaterials 31 (2010), 1751–1756.
386. Feng, X., Chen, A., Zhang, Y., Wang, J., Shao, L., Wei, L., Application of dental nanomaterials: potential toxicity to the central nervous system. Int J Nanomed 10 (2015), 3547–3565.
387. Nel, A.E., Madler, L., Velegol, D., Xia, T., Hoek, E.M., Somasundaran, P., et al. Understanding biophysicochemical interactions at the nano-bio interface. Nat Mater 8 (2009), 543–557.
388. Laxminarayan, R., Duse, A., Wattal, C., Zaidi, A.K., Wertheim, H.F., Sumpradit, N., et al. Antibiotic resistance-the need for global solutions. Lancet Infect Dis 13 (2013), 1057–1098.
389. Centers for Disease Control and Prevention (CDC), Vital signs: carbapenem-resistant enterobacteriaceae. MMWR Morb Mortal Wkly Rep 62 (2013), 165–170.
390. Jennings, M.C., Minbiole, K.P.C., Wuest, W.M., Quaternary ammonium compounds: an antimicrobial mainstay and platform for innovation to address bacterial resistance. ACS Infect Dis 1 (2015), 288–303.
391. McBain, A.J., Rickard, A.H., Gilbert, P., Possible implications of biocide accumulation in the environment on the prevalence of bacterial antibiotic resistance. J Ind Microbiol Biotechnol 29 (2002), 326–330.
392. Buffet-Bataillon, S., Tattevin, P., Bonnaure-Mallet, M., Jolivet-Gougeon, A., Emergence of resistance to antibacterial agents: the role of quaternary ammonium compounds? A critical review. Int J Antimicrob Agents 39 (2012), 381–389.
393. Hegstad, K., Langsrud, S., Lunestad, B.T., Scheie, A.A., Sunde, M., Yazdankhah, S.P., Does the wide use of quaternary ammonium compounds enhance the selection and spread of antimicrobial resistance and thus threaten our health. Microb Drug Resist 16 (2010), 91–104.
394. Tezel, U., Pavlostathis, S.G., Quaternary ammonium disinfectants: microbial adaptation, degradation and ecology. Curr Opin Biotechnol 33 (2015), 296–304.
395. Fox, E.M., Leonard, N., Jordan, K., Physiological and transcriptional characterization of persistent and nonpersistent Listeria monocytogenes isolates. Appl Environ Microbiol 77 (2011), 6559–6569.
396. Pagedar, A., Singh, J., Batish, V.K., Adaptation to benzalkonium chloride and ciprofloxacin affects biofilm formation potential, efflux pump and haemolysin activity of Escherichia coli of dairy origin. J Dairy Res 79 (2012), 383–389.
397. Nakamura, H., Takakura, K., Sone, Y., Itano, Y., Nishikawa, Y., Biofilm formation andresistance to benzalkonium chloride in Listeria monocytogenes isolated from a fish processing plant. J Food Prot 76 (2013), 1179–1186.
398. Stijn, V.D.V., Tjakko, A., Importance of SigB for Listeria monocytogenes static andcontinuous-flow biofilm formation and disinfectant resistance. Appl Environ Microbiol 76 (2010), 7854–7860.
399. van der Veen, S., Abee, T., HrcA and DnaK are important for static and continuous-flow biofilm formation and disinfectant resistance in Listeria monocytogenes. Microbiology 156 (2010), 3782–3790.
400. Atsushi, T., Hideaki, N., Takuya, M., Keiji, M., Yoichiro, M., Hiroki, K., Correlation between resistance of Pseudomonas aeruginosa to quaternary ammonium compounds and expression of outer membrane protein OprR. Antimicrob Agents Chemother 47 (2008), 2093–2099.
401. Karatzas, K.A., Randall, L.P., Webber, M., Piddock, L.J., Humphrey, T.J., Woodward, M.J., et al. Phenotypic and proteomic characterization of multiply antibiotic-resistant variants of Salmonella enterica serovar Typhimurium selected following exposure to disinfectants. Appl Environ Microbiol 74 (2008), 1508–1516.
402. Swartjes, J.J., Sharma, P.K., van Kooten, T.G., van der Mei, H.C., Mahmoudi, M., Busscher, H.J., et al. Current developments in antimicrobial surface coatings for biomedical applications. Curr Med Chem 22 (2015), 2116–2129.
403. Grkovic, S., Brown, M.H., Skurray, R.A., Regulation of bacterial drug export systems. Microbiol Mol Biol Rev 66 (2002), 671–701.
404. Guo, W., Cui, S., Xu, X., Wang, H., Resistant mechanism study of benzalkonium chloride selected Salmonella Typhimurium mutants. Microb Drug Resist 20 (2014), 11–16.
405. Buffet-Bataillon, S., Le Jeune, A., Le Gall-David, S., Bonnaure-Mallet, M., Jolivet-Gougeon, A., Molecular mechanisms of higher MICs of antibiotics and quaternary ammonium compounds for Escherichia coli isolated from bacteraemia. J Antimicrob Chemother 67 (2012), 2837–2842.
406. He, G.X., Zhang, C., Crow, R.R., Thorpe, C., Chen, H., Kumar, S., et al. SugE, a new member of the SMR family of transporters, contributes to antimicrobial resistance in Enterobacter cloacae. Antimicrob Agents Chemother 55 (2011), 3954–3957.
407. Braga, T.M., Marujo, P.E., Pomba, C., Lopes, M.F.S., Involvement, and dissemination, of the enterococcal small multidrug resistance transporter QacZ in resistance to quaternary ammonium compounds. J Antimicrob Chemother 66 (2011), 283–286.
408. Turner, R.J., Taylor, D.E., Weiner, J.H., Expression of Escherichia coli TehA gives resistance to antiseptics and disinfectants similar to that conferred by multidrug resistance efflux pumps. Antimicrob Agents Chemother 41 (1997), 440–444.
409. Kitagawa, H., Izutani, N., Kitagawa, R., Maezono, H., Yamaguchi, M., Imazato, S., Evolution of resistance to cationic biocides in Streptococcus mutans and Enterococcus faecalis. J Dent 47 (2016), 18–22.
410. Jiao, Y., Ma, S., Wang, Y., Li, J., Shan, L., Chen, J., Epigallocatechin-3-gallate reduces cytotoxic effects caused by dental monomers: a hypothesis. Medi Sci Monit 21 (2015), 3197–3202.
411. Suzuki, T., Motohashi, H., Yamamoto, M., Toward clinical application of the Keap1-Nrf2 pathway. Trends Pharmacol Sci 34 (2013), 340–346.
412. Shi, Z., Niu, Y., Wang, Q., Shi, L., Guo, H., Liu, Y., et al. Reduction of DNA damage induced by titanium dioxide nanoparticles through Nrf2 in vitro and in vivo. J Hazard Mater 298 (2015), 310–319.
413. Kang, S.J., Ryoo, I.G., Lee, Y.J., Kwak, M.K., Role of the Nrf2-heme oxygenase-1 pathway in silver nanoparticle-mediated cytotoxicity. Toxicol Appl Pharmacol 258 (2012), 89–98.
414. de Carvalho, F.G., Puppin-Rontani, R.M., Soares, L.E., Santo, A.M., Martin, A.A., Nociti-Junior, F.H., Mineral distribution and CLSM analysis of secondary caries inhibition by fluoride/MDPB-containing adhesive system after cariogenic challenges. J Dent 37 (2009), 307–314.
415. Zhang, N., Melo, M.A., Chen, C., Liu, J., Weir, M.D., Bai, Y., et al. Development of a multifunctional adhesive system for prevention of root caries and secondary caries. Dent Mater 31 (2015), 1119–1131.
416. Zhang, N., Weir, M.D., Romberg, E., Bai, Y., Xu, H.H., Development of novel dental adhesivewith double benefits of protein-repellent and antibacterial capabilities. Dent Mater 31 (2015), 845–854.
417. Zhang, N., Ma, J., Melo, M.A., Weir, M.D., Bai, Y., Xu, H.H., Protein-repellent and antibacterial dental composite to inhibit biofilms and caries. J Dent 43 (2015), 225–234.
418. Marsh, P., Controlling the oral biofilm with antimicrobials. J Dent 38 (2010), S11–S15.
419. Mauline, L., Gressier, M., Roques, C., Hammer, P., Ribeiro, S.J., Caiut, J.M., et al. Bifunctional silica nanoparticles for the exploration of biofilms of Pseudomonas aeruginosa. Biofouling 29 (2013), 775–788.
420. Hidalgo, G., Burns, A., Herz, E., Hay, A.G., Houston, P.L., Wiesner, U., et al. Functional tomographic fluorescence imaging of pH microenvironments in microbial biofilms by use of silica nanoparticle sensors. Appl Environ Microbiol 75 (2009), 7426–7435.