Hostname: page-component-76fb5796d-25wd4 Total loading time: 0 Render date: 2024-04-27T08:08:03.765Z Has data issue: false hasContentIssue false

Characterization and drug release of benzalkonium chloride-loaded organo-palygorskite or organo-montmorillonite

Published online by Cambridge University Press:  21 July 2023

Héctor A. Lobato-Aguilar
Affiliation:
Centro de Investigación Científica de Yucatán, A.C., Unidad de Materiales, Mérida, México
Wilberth A. Herrera-Kao
Affiliation:
Centro de Investigación Científica de Yucatán, A.C., Unidad de Materiales, Mérida, México
Santiago Duarte-Aranda
Affiliation:
Centro de Investigación Científica de Yucatán, A.C., Unidad de Materiales, Mérida, México
Fernando J. Aguilar-Pérez
Affiliation:
Universidad Autónoma de Yucatán, Facultad de Odontología, Mérida, México
Andrés I. Oliva-Arias
Affiliation:
Centro de Investigación y de Estudios Avanzados (CINVESTAV), Unidad Mérida, Mérida, México
Víctor Rejón-Moo
Affiliation:
Centro de Investigación y de Estudios Avanzados (CINVESTAV), Unidad Mérida, Mérida, México
José M. Baas-López
Affiliation:
Centro de Investigación Científica de Yucatán, A.C., Unidad de Energía Renovable, Mérida, México
Jorge A. Uribe-Calderón
Affiliation:
Centro de Investigación Científica de Yucatán, A.C., Unidad de Materiales, Mérida, México
José M. Cervantes-Uc*
Affiliation:
Centro de Investigación Científica de Yucatán, A.C., Unidad de Materiales, Mérida, México
*
*Corresponding author: José M. Cervantes-Uc; Email: manceruc@cicy.mx

Abstract

This study examined the incorporation of benzalkonium chloride into palygorskite and montmorillonite, assessing their potential as drug carriers. The aim was to evaluate the use of both clay minerals as viable options for antibacterial drug delivery. Various amounts (0.5, 1.0 and 2.0 times the cation-exchange capacity) of benzalkonium chloride were incorporated into both clay minerals, and the resulting materials were characterized using Fourier-transform infrared spectroscopy, thermogravimetric analysis, X-ray diffraction and elemental analysis using both CHNS-O elemental analysis and energy-dispersive X-ray spectroscopy. The Fourier-transform infrared spectroscopy and elemental analysis results indicate that benzalkonium chloride was incorporated successfully into the clay minerals. The X-ray diffraction traces of organo-montmorillonite indicate that the d-value increased as benzalkonium chloride content increased, confirming the intercalation of benzalkonium chloride within the montmorillonite interlayer space. By contrast, this behaviour was not observed for palygorskite. For the benzalkonium chloride-release studies, an initial burst release was found within the first 5 h, followed by a sustained release of benzalkonium chloride during the remaining testing time (24 h). Drug-release profiles were similar for modified palygorskite or montmorillonite during the testing time (24 h). Both clay minerals modified with benzalkonium chloride are promising materials for use as antibacterial fillers for several applications, including in the dental care industry.

Type
Article
Copyright
Copyright © The Author(s), 2023. Published by Cambridge University Press on behalf of The Mineralogical Society of the United Kingdom and Ireland

Access options

Get access to the full version of this content by using one of the access options below. (Log in options will check for institutional or personal access. Content may require purchase if you do not have access.)

Footnotes

Associate Editor: Chun-Hui Zhou

References

Alansy, A.S., Saeed, T.A., Guo, Y., Yang, Y., Liu, B. & Fan, Z. (2022) Antibacterial dental resin composites: a narrative review. Open Journal of Stomatology, 12, 147165.CrossRefGoogle Scholar
Barot, T., Rawtani, D. & Kulkarni, P. (2020) Development of chlorhexidine loaded halloysite nanotube based experimental resin composite with enhanced physico-mechanical and biological properties for dental applications. Journal of Composites Science, 4, 81.CrossRefGoogle Scholar
Blazheyevskiy, M. & Kovalska, O. (2017) A novel colorimetric biosensor for determination of cationic surfactants. GISAP: Physics, Mathematics and Chemistry, 8, 37.Google Scholar
Boaro, L.C.C., Campos, L.M., Varca, G.H.C., Dos Santos, T.M.R., Marques, P.A., Sugii, M.M. et al. (2019) Antibacterial resin-based composite containing chlorhexidine for dental applications. Dental Materials, 35, 909918.CrossRefGoogle ScholarPubMed
Boudriche, L., Bergaya, F. & Boudjemaa, A. (2023) Effects of clay activation and amine chain length on silica–palygorskite heterostructure properties. Clay Minerals, 58, 1925.CrossRefGoogle Scholar
Caccamo, M.T., Mavilia, G., Mavilia, L., Lombardo, D. & Magazù, S. (2020) Self-assembly processes in hydrated montmorillonite by FTIR investigations. Materials, 13, 1100.CrossRefGoogle ScholarPubMed
Cisneros-Rosado, D., Paz-Alpuche, E. & Uribe-Calderon, J. (2017) The effect of surface modification of palygorskite on the morphology, mechanical, and thermal properties of Nylon 6/palygorskite nanocomposites prepared by melt compounding. Polymer Composites, 39, E1531E1543.Google Scholar
Darder, M., He, J., Charlet, L., Ruiz-Hitzky, E. & Aranda, P. (2021) Gentamicin–montmorillonite intercalation compounds as an active component of hydroxypropylmethylcellulose bionanocomposite films with antimicrobial properties. Clays and Clay Minerals, 69, 576588.CrossRefGoogle Scholar
Flores, F.M., Loveira, E.L., Yarza, F., Candal, R. & Sánchez, R.M.T. (2016) Benzalkonium chloride surface adsorption and release by two montmorillonites and their modified organomontmorillonites. Water, Air, and Soil Pollution, 228, 42.CrossRefGoogle Scholar
Huang, D., Zhang, Z., Ma, Z. & Quan, Q. (2018) Effect of natural nanostructured rods and platelets on mechanical and water resistance properties of alginate-based nanocomposites. Frontiers in Chemistry, 6, 635.CrossRefGoogle ScholarPubMed
Khan, A.S., Ur Rehman, S., AlMaimouni, Y.K., Ahmad, S., Khan, M. & Ashiq, M. (2020) Bibliometric analysis of literature published on antibacterial dental adhesive from 1996–2020. Polymers, 12, 2848.CrossRefGoogle ScholarPubMed
Lagaly, G., Ogawa, M. & Dékány, I. (2013) Clay mineral–organic interactions. Pp. 435505 in: Handbook of Clay Science Vol. 5 (Bergaya, F. & Lagaly, G., editors). Elsevier, Amsterdam, The Netherlands.CrossRefGoogle Scholar
Lobato-Aguilar, H., Uribe-Calderón, J., Herrera-Kao, W., Duarte-Aranda, S., Baas-López, J., Escobar-Morales, B. et al. (2018) Synthesis, characterization and chlorhexidine release from either montmorillonite or palygorskite modified organoclays for antibacterial applications. Journal of Drug Delivery Science and Technology, 46, 452460.CrossRefGoogle Scholar
Mansour, M., Hussein, T.S. & Salem, H. (2021) The effect of incorporating different concentrations of octenidine dihydrochloride on the degree of conversion of an experimental flowable resin composite. Open Access Macedonian Journal of Medical Sciences, 9, 196201.CrossRefGoogle Scholar
Mehdawi, I.M. & Young, A. (2013) Antibacterial composite restorative materials for dental applications. Pp. 270293 in: Non-metallic Biomaterials for Tooth Repair and Replacement (Vallittu, P., editor). Woodhead Publishing, Cambridge, UK.CrossRefGoogle Scholar
Misni, N., Nor, Z.M. & Ahmad, R. (2018) Microencapsulation of citrus grandis peel oil using interfacial precipitation chemistry technique for repellent application. Iranian Journal of Pharmaceutical Research, 18, 198209.Google Scholar
Nedeljkovic, I., Teughels, W., De Munck, J., Van Meerbeek, B. & Van Landuyt, K.L. (2015) Is secondary caries with composites a material-based problem? Dental Materials, 31, e247e277.CrossRefGoogle ScholarPubMed
Nikolic, M.S., Petrovic, R., Veljovic, D., Cosovic, V., Stankovic, N. & Djonlagic, J. (2017) Effect of sepiolite organomodification on the performance of PCL/sepiolite nanocomposites. European Polymer Journal, 97, 198209.CrossRefGoogle Scholar
Park, J.H., Shin, H.J., Kim, M.H., Kim, J.S., Kang, N., Lee, J.Y. et al. (2016) Application of montmorillonite in bentonite as a pharmaceutical excipient in drug delivery systems. Journal of Pharmaceutical Investigation, 46, 363375.CrossRefGoogle ScholarPubMed
Pazourková, L., Reli, M., Hundáková, M., Pazdziora, E., Predoi, D., Simha, M.G. & Lafdi, K. (2019) Study of the structure and antimicrobial activity of Ca-deficient ceramics on chlorhexidine nanoclay substrate. Materials, 12, 2996.CrossRefGoogle ScholarPubMed
Sehgal, V., Shetty, V.S., Mogra, S., Bhat, G., Eipe, M., Jacob, S. & Prabu, L. (2007) Evaluation of antimicrobial and physical properties of orthodontic composite resin modified by addition of antimicrobial agents – an in-vitro study. American Journal of Orthodontics and Dentofacial Orthopedics, 131, 525529.CrossRefGoogle ScholarPubMed
Silva, R.P., Góis, A.G.B., Ramme, M.O., De Castro Dantas, T.N., Barillas, J.L.M. & Santanna, V.C. (2021) Adsorption of cetyltrimethyl ammonium bromide surfactant for organophilization of palygorskite clay. Clay Minerals, 56, 140147.CrossRefGoogle Scholar
Sun, H., Peng, T., Liu, B. & Xian, H. (2015). Effects of montmorillonite on phase transition and size of TiO2 nanoparticles in TiO2/montmorillonite nanocomposites. Applied Clay Science, 114, 440446.CrossRefGoogle Scholar
Sun, B., Zhang, M., Zhou, N., Chu, X., Yuan, P., Chi, C. et al. (2018) Study on montmorillonite–chlorhexidine acetate–terbinafine hydrochloride intercalation composites as drug release systems. RSC Advances, 8, 2136921377.CrossRefGoogle Scholar
Tahani, A., Karroua, M., Van Damme, H., Levitz, P. & Bergaya, F. (1999) Adsorption of a cationic surfactant on Na-montmorillonite: inspection of adsorption layer by X-ray and fluorescence spectroscopies. Journal of Colloid and Interface Science, 216, 242249.CrossRefGoogle ScholarPubMed
Wójcik-Bania, M. & Matusik, J. (2021) The effect of surfactant-modified montmorillonite on the cross-linking efficiency of polysiloxanes. Materials, 14, 2623.CrossRefGoogle ScholarPubMed
Wu, J., Ding, S., Chen, J.M., Zhou, S. & Ding, H. (2014) Preparation and drug release properties of chitosan/organomodified palygorskite microspheres. International Journal of Biological Macromolecules, 68, 107112.CrossRefGoogle ScholarPubMed
Yahia, Y., García-Villén, F., Djelad, A., Belaroui, L.S., Sánchez-Espejo, R., Sassi, M. et al. (2019). Crosslinked palygorskite–chitosan beads as diclofenac carriers. Applied Clay Science, 180, 105169.CrossRefGoogle Scholar
Yue, X., Zhang, R., Li, H., Su, M., Jin, X. & Qin, D. (2019) Loading and sustained release of benzyl ammonium chloride (BAC) in nano-clays. Materials, 12, 3780.CrossRefGoogle ScholarPubMed
Zanini, G.P., Ovesen, R.G., Hansen, H. & Strobel, B.W. (2013) Adsorption of the disinfectant benzalkonium chloride on montmorillonite. Synergistic effect in mixture of molecules with different chain lengths. Journal of Environmental Management, 128, 100105.CrossRefGoogle ScholarPubMed
Zhang, N., Ma, Y., Weir, M.D., Xu, H.H.K., Bai, Y. & Melo, M.A.S. (2017) Current insights into the modulation of oral bacterial degradation of dental polymeric restorative materials. Materials, 10, 507.CrossRefGoogle ScholarPubMed