journal article·2025

Biomimetic organomineral layers with antibacterial properties based on di/tetrahydroquinolinediol and nanocrystalline hydroxyapatite deposited on enamel surface

Pavel Seredin, Dmitry Goloshchapov, Yaroslav Peshkov, Andrey Potapov, Yana Gribanova, Khidmet Shikhaliev, Yury Ippolitov, Raul O. Freitas, Iman A. Mahdy, Manal A. Mahdy, Boknam Chae

Biomaterials Science· Volume 13· Issue 9
Publisher page

Abstract

The paper proposes a strategy for the accelerated deposition of biomimetic organomineral layers on the surface of dental enamel, utilizing di/tetrahydroquinolinediol (hydroxyquinoline) polymerized in the presence of nanocrystalline hydroxyapatite (nano-cHAp). The mechanisms underlying the formation of dental coatings were elucidated through a combination of structural, microstructural, and spectroscopic analytical methods, including synchrotron infrared nanoimaging. Additionally, the antimicrobial effects of these coatings were investigated. It has been demonstrated that the deposition of an organomineral layer, based on polymerized dihydroxyquinoline, on the surface of natural enamel leads to the agglomeration and orientation of hydroxyapatite nanocrystals within the coating. This process enables the layer to replicate the mechanical properties of natural enamel, resulting in a microhardness value that closely resembles that of natural enamel. Using synchrotron s-SNOM, it has been established that the biomimetic organomineral layer possesses the morphological structure of a poly(2,2,4-trimethyl-1,2-dihydroquinoline-6,7-diol (TMDHQ))/nano-cHAp composite film, which is homogeneously distributed and tightly packed on the enamel surface. Furthermore, it has been demonstrated that the dental coating formed from polydihydroxyquinoline and nanocrystalline hydroxyapatite exhibits inhibitory activity against colonies of Streptococcus spp. The developed technology for the formation of dental biomimetic layers, which exhibit simultaneous antibacterial and mineralizing effects, holds significant potential for future clinical applications.
Source: europepmc · Quality: candidate unverified · Source record ↗

Research context

OpenAlex topics: Dental materials and restorations · Bone Tissue Engineering Materials · Dental Implant Techniques and Outcomes

SciVX discovery tags are terminology-based. OpenAlex topics are source-provided classifications.

Affiliations

Voronezh State University, University sq.1, Voronezh, 394018, Russia

Voronezh State Medical University, Studentcheskaya st. 11, Voronezh, 394006, Russia

Brazilian Synchrotron Light Laboratory (LNLS), Brazilian Center for Research in Energy and Materials (CNPEM), Campinas 13083-970, Sao Paulo, Brazil

Physics Department, Faculty of Science (Girls), Al-Azhar University, 11754 Nasr City, Cairo, Egypt

Solid State Physics Department, Physics Research Institute, National Research Centre, 33 El Buhouth St, Dokki, Giza, 12622, Egypt

Pohang Accelerator Laboratory, Beamline Research Division, Pohang 37673, Republic of Korea

Funding

Russian Science Foundation · Fundação de Amparo à Pesquisa do Estado de São Paulo · Conselho Nacional de Desenvolvimento Científico e Tecnológico

References (98)

Show source-provided references
1. Bertolini · Microorganisms · 2022 · 10 · 241310.3390/microorganisms10122413 ↗
2. Havsed · Front. Cell. Infect. Microbiol. · 2021 · 11 · 71649310.3389/fcimb.2021.716493 ↗
3. Bowen · Trends Microbiol. · 2018 · 26 · 22910.1016/j.tim.2017.09.008 ↗
4. Bourgeois · Front. Microbiol · 2022 · 1310.3389/fmicb.2022.855668 ↗
5. Zhang · Dent. J. · 2022 · 10 · 18410.3390/dj10100184 ↗
6. Montoya · Bioact. Mater. · 2023 · 24 · 110.1016/j.bioactmat.2022.12.002 ↗
7. Seredin · Pharmaceutics · 2022 · 14 · 135510.3390/pharmaceutics14071355 ↗
8. Si · Chem. Sci. · 2022 · 13 · 34510.1039/d1sc05835e ↗
9. Bijle · Sci. Rep. · 2019 · 9 · 840510.1038/s41598-019-44612-6 ↗
10. Yu · Polymers · 2023 · 15 · 261110.3390/polym15122611 ↗
11. Behera · Biointerface Res. Appl. Chem. · 2021 · 12 · 607810.33263/BRIAC125.60786092 ↗
12. Sabt · Chem. Biodivers. · 2023 · 20 · e20230080410.1002/cbdv.202300804 ↗
13. Setlur · Mol. Biotechnol. · 2024 · 66 · 325210.1007/s12033-023-00933-6 ↗
14. Laurentiz · Med. Chem. Res. · 2018 · 27 · 107410.1007/s00044-017-2129-x ↗
15. Fu · Molecules · 2019 · 24 · 54810.3390/molecules24030548 ↗
16. Howard · RSC Med. Chem. · 2021 · 12 · 66610.1039/D0MD00424C ↗
17. Z.Mouna and R.Jennifer , 2,2,4-Trimethyl-1,2-Dihydroquinoline (TMDHQ) (CAS #147-47-7) GREENSCREEN® FOR SAFER CHEMICALS (GREENSCREEN®) ASSESSMENT , Toxicology risk assessment consulting , Washington, D.C. 20036 , 2021 , p. 47
18. Kryl'skii · Curr. Issues Mol. Biol. · 2023 · 45 · 832110.3390/cimb45100525 ↗
19. Bilici · React. Funct. Polym. · 2011 · 71 · 67510.1016/j.reactfunctpolym.2011.03.009 ↗
20. Wang · Opt. Mater. · 2013 · 36 · 23210.1016/j.optmat.2013.08.032 ↗
21. Joaquim · J. Med. Chem. · 2021 · 64 · 1634910.1021/acs.jmedchem.1c01318 ↗
22. Abeydeera · Antibiotics · 2023 · 12 · 88610.3390/antibiotics12050886 ↗
23. Li · J. Med. Chem. · 2023 · 66 · 1636410.1021/acs.jmedchem.3c01771 ↗
24. Bala · Results Chem. · 2024 · 7 · 10152910.1016/j.rechem.2024.101529 ↗
25. Nguyen · Mater. Chem. Phys. · 2024 · 319 · 12934610.1016/j.matchemphys.2024.129346 ↗
26. Mato · Spec. Care Dentist. · 2024 · 44 · 81310.1111/scd.12920 ↗
27. Meyer · Dent. J. · 2021 · 9 · 8810.3390/dj9080088 ↗
28. Seredin · Biomimetics · 2022 · 7 · 11110.3390/biomimetics7030111 ↗
29. Seredin · ACS Omega · 202410.1021/acsomega.3c08491 ↗
30. Yu · Glob. Chall. · 2020 · 4 · 190006810.1002/gch2.201900068 ↗
31. Li · Dent. Mater. · 2021 · 37 · 65510.1016/j.dental.2021.01.005 ↗
32. Seredin · J. Imaging · 2022 · 8 · 13710.3390/jimaging8050137 ↗
33. Goloshchapov · Results Phys. · 2018 · 10 · 34610.1016/j.rinp.2018.06.040 ↗
34. Seredin · PLoS One · 2015 · 10 · e012400810.1371/journal.pone.0124008 ↗
35. Goloshchapov · Nanomaterials · 2021 · 11 · 309910.3390/nano11113099 ↗
36. Goloshchapov · Results Phys. · 2017 · 7 · 385310.1016/j.rinp.2017.09.055 ↗
37. Goloshchapov · Results Phys. · 2019 · 13 · 10215810.1016/j.rinp.2019.102158 ↗
38. Seredin · Int. J. Mol. Sci. · 2022 · 23 · 1169910.3390/ijms231911699 ↗
39. Nakayama · Nat. Commun. · 2018 · 9 · 56810.1038/s41467-018-02932-7 ↗
40. Zhang · Angew. Chem., Int. Ed. · 2016 · 55 · 305410.1002/anie.201510724 ↗
41. Hasegawa · Clin. Oral Investig. · 2020 · 24 · 96310.1007/s00784-019-02991-0 ↗
42. Enan · Nanotechnology · 2021 · 32 · 21510110.1088/1361-6528/abe577 ↗
43. Beniash · Nat. Commun. · 2019 · 10 · 438310.1038/s41467-019-12185-7 ↗
44. Free · Proc. Natl. Acad. Sci. U. S. A. · 2022 · 119 · e221128511910.1073/pnas.2211285119 ↗
45. M. F.Teaford , M. M.Smith and M. W. J.Ferguson , Development, Function and Evolution of Teeth , Cambridge University Press , 2007 , ISBN 978-1-139-42922-1
46. Besnard · Dent. J. · 2023 · 11 · 9810.3390/dj11040098 ↗
47. DeRocher · Nature · 2020 · 583 · 6610.1038/s41586-020-2433-3 ↗
48. Murari · Sci. Rep. · 2020 · 10 · 1498210.1038/s41598-020-71900-3 ↗
49. Besnard · Mater. Des. · 2022 · 220 · 11082910.1016/j.matdes.2022.110829 ↗
50. Barani · J. Mech. Behav. Biomed. Mater. · 2012 · 15 · 12110.1016/j.jmbbm.2012.06.014 ↗
51. Chun · J. Dent. Biomech. · 2014 · 5 · 175873601452080910.1177/1758736014520809 ↗
52. Chuenarrom · Mater. Res. · 2009 · 12 · 47310.1590/S1516-14392009000400016 ↗
53. Hegedűs · Mater. Des. · 2023 · 234 · 11236910.1016/j.matdes.2023.112369 ↗
54. Zhang · Cryst. Growth Des. · 2009 · 9 · 272510.1021/cg801353n ↗
55. Drouet · BioMed Res. Int. · 2013 · 2013 · 49094610.1155/2013/490946 ↗
56. Doğan · J. Macromol. Sci., Part A:Pure Appl. Chem. · 2014 · 51 · 94810.1080/10601325.2014.967081 ↗
57. Matsuya · Mater. Sci. Eng., C · 2016 · 58 · 12710.1016/j.msec.2015.08.020 ↗
58. Kuczumow · Int. J. Mol. Sci. · 2022 · 23 · 953710.3390/ijms23179537 ↗
59. Goloshchapov · Results Phys. · 2018 · 9 · 138610.1016/j.rinp.2018.04.065 ↗
60. Nakano · Metall. Mater. Trans. A · 2002 · 33 · 52110.1007/s11661-002-0114-5 ↗
61. Cacciotti · Int. J. Appl. Ceram. Technol. · 2019 · 16 · 186410.1111/ijac.13229 ↗
62. Tang · Polymers · 2024 · 16 · 126310.3390/polym16091263 ↗
63. Tite · Materials · 2018 · 11 · 208110.3390/ma11112081 ↗
64. Wang · J. Phys. Chem. B · 2008 · 112 · 884010.1021/jp802492d ↗
65. Lopes · Appl. Spectrosc. Rev. · 2018 · 53 · 74710.1080/05704928.2018.1431923 ↗
66. Rey · Calcif. Tissue Int. · 1991 · 49 · 38310.1007/BF02555847 ↗
67. Kim · Int. J. Oral Sci. · 2016 · 8 · 5410.1038/ijos.2015.58 ↗
68. Otsuka · Colloid Polym. Sci. · 2015 · 293 · 278110.1007/s00396-015-3616-6 ↗
69. C.Rey , O.Marsan , C.Combes , C.Drouet , D.Grossin and S.Sarda , Characterization of Calcium Phosphates Using Vibrational Spectroscopies , in Advances in Calcium Phosphate Biomaterials , Springer Series in Biomaterials Science and Engineering, Springer , Berlin, Heidelberg , 2014 , pp. 229–266 ISBN 978-3-642-53979-410.1007/978-3-642-53980-0_8 ↗
70. Resende · Thermochim. Acta · 2006 · 451 · 1610.1016/j.tca.2006.08.012 ↗
71. Fleet · Am. Mineral. · 2017 · 102 · 14910.2138/am-2017-5704 ↗
72. Mihály · J. Raman Spectrosc. · 2009 · 40 · 89810.1002/jrs.2194 ↗
73. Seredin · Sci. Rep. · 2020 · 10 · 2089110.1038/s41598-020-78078-8 ↗
74. Madupalli · J. Solid State Chem. · 2017 · 255 · 2710.1016/j.jssc.2017.07.025 ↗
75. Fleet · Biomaterials · 2009 · 30 · 147310.1016/j.biomaterials.2008.12.007 ↗
76. Robinson · Key Eng. Mater. · 2009 · 396–398 · 64910.4028/www.scientific.net/KEM.396-398.649 ↗
77. Antunes · Spectrochim. Acta, Part A · 2006 · 64 · 114210.1016/j.saa.2005.11.036 ↗
78. Zidan · J. Polym. Res. · 2024 · 31 · 17010.1007/s10965-024-04006-3 ↗
79. Yuan · J. Power Sources · 2015 · 279 · 15710.1016/j.jpowsour.2014.12.148 ↗
80. Sokal · Molbank · 2023 · 2023 · M174710.3390/M1747 ↗
81. Shah · J. Chil. Chem. Soc. · 2012 · 57 · 147210.4067/S0717-97072012000400028 ↗
82. Fu · Macromolecules · 2018 · 51 · 325410.1021/acs.macromol.7b02494 ↗
83. Prasad · Spectrochim. Acta, Part A · 2015 · 148 · 16310.1016/j.saa.2015.03.105 ↗
84. Svoboda · Colloids Surf., B · 2021 · 205 · 11189710.1016/j.colsurfb.2021.111897 ↗
85. Kuo · Mater. Adv. · 2021 · 2 · 568610.1039/D0MA00908C ↗
86. Ponzio · Chem. Mater. · 2016 · 28 · 469710.1021/acs.chemmater.6b01587 ↗
87. Huth · Nano Lett. · 2012 · 12 · 397310.1021/nl301159v ↗
88. Mester · Nat. Commun. · 2020 · 11 · 335910.1038/s41467-020-17034-6 ↗
89. Seredin · Nano-Struct. Nano-Objects · 2024 · 38 · 10120510.1016/j.nanoso.2024.101205 ↗
90. Freitas · Opt. Express · 2018 · 26 · 1123810.1364/OE.26.011238 ↗
91. Seredin · Results Phys. · 2017 · 7 · 108610.1016/j.rinp.2017.02.025 ↗
92. Muller · Sci. Adv. · 2016 · 2 · e160100610.1126/sciadv.1601006 ↗
93. Seredin · Int. J. Mol. Sci. · 2023 · 24 · 1163610.3390/ijms241411636 ↗
94. Vettukattil · ChemistrySelect · 2022 · 7 · e20220125010.1002/slct.202201250 ↗
95. Eswaran · Eur. J. Med. Chem. · 2010 · 45 · 337410.1016/j.ejmech.2010.04.022 ↗
96. Saeed · RSC Adv. · 2022 · 12 · 2713110.1039/D2RA04750K ↗
97. Kumar · Mol. Divers. · 2023 · 27 · 190510.1007/s11030-022-10537-y ↗
98. Faydy · Chem. Data Collect. · 2021 · 31 · 10059310.1016/j.cdc.2020.100593 ↗