Effect of different carboxylic acids in cyclodextrin functionalization of cellulose nanocrystals for prolonged release of carvacrol.
Current investigations deal with new surface functionalization strategy of nanocrystalline cellulose-based substrates to impart active molecule release properties. In this study, cellulose nanocrystals (CNC) were surface-functionalized with β-cyclodextrin (β-CD) using succinic acid (SA) and fumaric acid (FA) as bridging agents. The main objective of this surface modification performed only in aqueous media was to obtain new active materials able to release antibacterial molecules over a prolonged period of time. The reactions were conducted by immersing the CNC film into a solution composed of β-CD, SA and FA, leading to CNC grafting. The materials were characterized by infrared spectroscopy (FT-IR), Quartz crystal microbalance-dissipation (QCM-D), AFM and phenolphthalein (PhP) was used to determine the efficiency of CNC grafting with β-CD. The results indicated that β-CD was successfully attached to the CNC backbone through the formation of ester bonds. Furthermore, carvacrol was entrapped by the attached β-CD and a prolonged release was confirmed. In particular, CNC grafted to β-CD in the presence of FA was selected as the best solution. The antibacterial activity and the controlled release were studied for this sample. Considerably longer bacterial activity against B. subtilis was observed for CNC grafted to β-CD compared to CNC and CNC-FA, confirming the promising impact of the present strategy.
Univ. Grenoble Alpes, LGP2, F-38000 Grenoble, France; CNRS, LGP2, F-38000 Grenoble, France. Electronic address: danieleocastro@gmail.com.
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Castro
Université Lille 1, Unité Matériaux et Transformations (UMET), UMR CNRS 8207, F-59655 Villeneuve d'Ascq, France.
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Tabary
Université Lille 1, Unité Matériaux et Transformations (UMET), UMR CNRS 8207, F-59655 Villeneuve d'Ascq, France.
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Martel
Univ. Grenoble Alpes, LGP2, F-38000 Grenoble, France; CNRS, LGP2, F-38000 Grenoble, France.
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Gandini
Univ. Grenoble Alpes, LGP2, F-38000 Grenoble, France; CNRS, LGP2, F-38000 Grenoble, France.
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Belgacem
Univ. Grenoble Alpes, LGP2, F-38000 Grenoble, France; CNRS, LGP2, F-38000 Grenoble, France.
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D000900:Anti-Bacterial Agents / Q000494:pharmacology; D001412:Bacillus subtilis / Q000187:drug effects; D002264:Carboxylic Acids / Q000737:chemistry*; D002482:Cellulose / Q000737:chemistry*; D000081007:Cymenes; D003692:Delayed-Action Preparations; D065546:Drug Liberation; D018625:Microscopy, Atomic Force; D008970:Molecular Weight; D039821:Monoterpenes / Q000494:pharmacology*; D053758:Nanoparticles / Q000737:chemistry*; D020113:Phenolphthalein / Q000737:chemistry; D058525:Quartz Crystal Microbalance Techniques; D017550:Spectroscopy, Fourier Transform Infrared; D013696:Temperature; D047392:beta-Cyclodextrins / Q000737:chemistry*
D000900:Anti-Bacterial Agents; D002264:Carboxylic Acids; D000081007:Cymenes; D003692:Delayed-Action Preparations; D039821:Monoterpenes; D047392:beta-Cyclodextrins; D020113:Phenolphthalein; D002482:Cellulose; C073316:carvacrol; C031215:betadex
Carboxylic acids; Carvacrol; Cellulose nanocrystals; Controlled release; β-Cyclodextrin