Abstract
Active Principal Ingredient (API) encapsulation through adsorption and physical entrapment onto TEMPO-oxidized cellulose nanofibrils (toCNFs) is possible, but challenges such as burst release and use of low water-soluble API such as sulfadiazine (SD) are yet to be addressed. The objective of this study is to assess the release property and antibacterial activity of toCNF/β-Cyclodextrin (β-CD)/SD materials in the form of films. Release in sink conditions was achieved with result highlighting the importance of the toCNF network structure, which is tightened at acidic pH for toCNFs due to its carboxylic content, reducing the burst effect phenomena. Antibacterial activity against Staphylococcus aureus and Escherichia coli was assessed and the results showed a clear beneficial impact of using β-CDs. An antibacterial effect for toCNF/SD films is confirmed for 3 successive applications whereas an antibacterial effect for a toCNF/CMβCD/SD film is prolonged up to 7 successive applications. The improvement of the topical release of a prophylactic agent with these materials are making them promising for biomedical applications such as wound dressing.
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Abdul Qadir M, Ahmed M, Iqbal M (2015) Synthesis, characterization, and antibacterial activities of novel sulfonamides derived through condensation of amino group containing drugs, amino acids, and their analogs. BioMed Res Int 2015:1–7. https://doi.org/10.1155/2015/938486
Antibiogram Committee of the French Society of Microbiology (n.d.) Recommendation 2020 V.1.1 April.
Bauer A, Kirby W, Sherris J, Turck M (1966) Antibiotic susceptibility testing by a standardized single disk method. Am J Clin Pathol 45:493–496
Castro DO, Tabary N, Martel B et al (2016) Effect of different carboxylic acids in cyclodextrin functionalization of cellulose nanocrystals for prolonged release of carvacrol. Mater Sci Eng C 69:1018–1025. https://doi.org/10.1016/j.msec.2016.08.014
Darpentigny C, Marcoux PR, Menneteau M et al (2020) Antimicrobial cellulose nanofibril porous materials obtained by supercritical impregnation of thymol. ACS Appl Bio Mater. https://doi.org/10.1021/acsabm.0c00033
Desmaisons J, Boutonnet E, Rueff M et al (2017) A new quality index for benchmarking of different cellulose nanofibrils. Carbohydr Polym 174:318–329. https://doi.org/10.1016/j.carbpol.2017.06.032
Du H, Liu W, Zhang M et al (2019) Cellulose nanocrystals and cellulose nanofibrils based hydrogels for biomedical applications. Carbohydr Polym 209:130–144. https://doi.org/10.1016/j.carbpol.2019.01.020
Durand H, Jaouen P, Faure E et al (2020) Pure cellulose nanofibrils membranes loaded with ciprofloxacin for drug release and antibacterial activity. Cellulose. https://doi.org/10.1007/s10570-020-03231-5
Durand H, Baussanne I, Demeunynck M et al (2021) Two-step immobilization of metronidazole prodrug on TEMPO cellulose nanofibrils through thiol-yne click chemistry for in situ controlled release. Carbohydr Polym 262:117952. https://doi.org/10.1016/j.carbpol.2021.117952
Fok TF (2003) Preterm infants–nutritional requirements and management. In: Caballero B (ed) Encyclopedia of food sciences and nutrition, 2nd edn. Academic Press, Oxford, pp 4784–4792
Fox CL, Modak SM (1974) Mechanism of silver sulfadiazine action on burn wound infections. Antimicrob Agents Chemother 5:582–588. https://doi.org/10.1128/AAC.5.6.582
Gomez-Maldonado D, Vega Erramuspe IB, Filpponen I et al (2019) Cellulose-cyclodextrin co-polymer for the removal of cyanotoxins on water sources. Polymers 11:2075. https://doi.org/10.3390/polym11122075
Hasan N, Rahman L, Kim S-H et al (2020) Recent advances of nanocellulose in drug delivery systems. J Pharm Investig 50:553–572. https://doi.org/10.1007/s40005-020-00499-4
Jorfi M, Foster EJ (2015) Recent advances in nanocellulose for biomedical applications. J Appl Polym Sci. https://doi.org/10.1002/app.41719
Koch AL (1999) Diffusion through agar blocks of finite dimensions: a theoretical analysis of three systems of practical significance in microbiology. Microbiology 145:643–654. https://doi.org/10.1099/13500872-145-3-643
Kolakovic R, Peltonen L, Laukkanen A et al (2012) Nanofibrillar cellulose films for controlled drug delivery. Eur J Pharm Biopharm 82:308–315. https://doi.org/10.1016/j.ejpb.2012.06.011
Lavoine N, Desloges I, Bras J (2014a) Microfibrillated cellulose coatings as new release systems for active packaging. Carbohydr Polym 103:528–537. https://doi.org/10.1016/j.carbpol.2013.12.035
Lavoine N, Tabary N, Desloges I et al (2014b) Controlled release of chlorhexidine digluconate using β-cyclodextrin and microfibrillated cellulose. Colloids Surf B Biointerfaces 121:196–205. https://doi.org/10.1016/j.colsurfb.2014.06.021
Lin N, Dufresne A (2014) Nanocellulose in biomedicine: current status and future prospect. Eur Polym J 59:302–325. https://doi.org/10.1016/j.eurpolymj.2014.07.025
Liu P, De Wulf O, Laru J et al (2013) Dissolution studies of poorly soluble drug nanosuspensions in non-sink conditions. AAPS PharmSciTech 14:748–756. https://doi.org/10.1208/s12249-013-9960-2
Maggs DJ (2008) Chapter 3-ocular pharmacology and therapeutics. In: Maggs DJ, Miller PE, Ofri R (eds) Slatter’s fundamentals of veterinary ophthalmology, 4th edn. W.B Saunders, Saint Louis, pp 33–61
Michel B, Bras J, Dufresne A et al (2020) Production and mechanical characterisation of TEMPO-oxidised cellulose nanofibrils/β-cyclodextrin films and cryogels. Molecules 25:2381. https://doi.org/10.3390/molecules25102381
Michel B, Imberty A, Heggset EB et al (2021) Adsorption characterization of various modified β-cyclodextrins onto TEMPO-oxidized cellulose nanofibril membranes and cryogels. Sustain Chem Pharm 24:100523. https://doi.org/10.1016/j.scp.2021.100523
Michel B, Heggset EB, Syverud K et al (2022) Inclusion complex formation between sulfadiazine and various modified β-cyclodextrins and characterization of the complexes. J Drug Deliv Sci Technol. https://doi.org/10.1016/j.jddst.2022.103814
Poolman JT, Anderson AS (2018) Escherichia coli and Staphylococcus aureus: leading bacterial pathogens of healthcare associated infections and bacteremia in older-age populations. Expert Rev Vaccines 17:607–618. https://doi.org/10.1080/14760584.2018.1488590
Rol F, Belgacem MN, Gandini A, Bras J (2018) Recent advances in surface-modified cellulose nanofibrils. Prog Polym Sci. https://doi.org/10.1016/j.progpolymsci.2018.09.002
Ruiz-Palomero C, Soriano ML, Valcárcel M (2015) β-Cyclodextrin decorated nanocellulose: a smart approach towards the selective fluorimetric determination of danofloxacin in milk samples. Analyst 140:3431–3438. https://doi.org/10.1039/C4AN01967A
Saini S (2017) β-Cyclodextrin-grafted TEMPO-oxidized cellulose nanofibers for sustained release of essential oil. J Mater Sci 13
Saito T, Nishiyama Y, Putaux J-L et al (2006) Homogeneous suspensions of individualized microfibrils from TEMPO-catalyzed oxidation of native cellulose. Biomacromol 7:1687–1691. https://doi.org/10.1021/bm060154s
Scholar E (2007) Sulfadiazine. In: Enna SJ, Bylund DB (eds) xPharm: the comprehensive pharmacology reference. Elsevier, New York, pp 1–5
Schoondermark-van de Ven E, Vree T, Melchers W et al (1995) In vitro effects of sulfadiazine and its metabolites alone and in combination with pyrimethamine on toxoplasma gondii. Antimicrob Agents Chemother 39:763–765. https://doi.org/10.1128/AAC.39.3.763
Sharip NS, Ariffin H (2019) Cellulose nanofibrils for biomaterial applications. Mater Today Proc 16:1959–1968. https://doi.org/10.1016/j.matpr.2019.06.074
Syverud K (2017) Tissue engineering using plant-derived cellulose nanofibrils (CNF) as scaffold material. In: Agarwal UP, Atalla RH, Isogai A (eds) ACS symposium series. American Chemical Society, Washington, DC, pp 171–189
Yuan G, Prabakaran M, Qilong S et al (2017) Cyclodextrin functionalized cellulose nanofiber composites for the faster adsorption of toluene from aqueous solution. J Taiwan Inst Chem Eng 70:352–358. https://doi.org/10.1016/j.jtice.2016.10.028
Acknowledgments
The authors acknowledge the French National Research Agency in the framework of the "Investissements d’avenir” program Glyco@Alps (ANR-15-IDEX-02) and NTNU through its Department of Chemical Engineering for funding this work, and LGP2 and its employees for the help and support given to this project.
Funding
This work is supported by the French National Research Agency in the framework of the "Investissements d’avenir” program Glyco@Alps (ANR-15-IDEX-02) and NTNU through its Department of Chemical Engineering. LGP2 is part of the LabEx Tec 21 (Investissements d’Avenir—Grant Agreement No. ANR-11-LABX-0030) and of the PolyNat Carnot Institute (Investissements d’Avenir—Grant Agreement No. ANR-16-CARN-0025–01).This research was made possible thanks to the facilities of the TekLiCell platform funded by the Région Rhône-Alpes (ERDF: European regional dsevelopment fund).
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BM: Investigation, Methodology, Writing—Original Draft, Editing. EBH: Conceptualization, Methodology, Supervision, Reviewing and Editing. CS: Methodology. KS: Conceptualization, Methodology, Supervision, Reviewing and Editing. AD: Conceptualization, Methodology, Supervision, Reviewing and Editing. JB: Conceptualization, Methodology, Supervision, Reviewing and Editing.
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Michel, B., Heggset, E.B., Sillard, C. et al. Drug release and antimicrobial property of Cellulose Nanofibril/β-Cyclodextrin/Sulfadiazine films. Cellulose 30, 4387–4400 (2023). https://doi.org/10.1007/s10570-023-05135-6
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DOI: https://doi.org/10.1007/s10570-023-05135-6