Two-step immobilization of metronidazole prodrug on TEMPO cellulose nanofibrils through thiol-yne click chemistry for in situ controlled release
| Autor: | Jasmine Viger-Gravel, Elisa Zeno, Lyndon Emsley, Michel Bardet, Isabelle Baussanne, Martine Demeunynck, Hippolyte Durand, Julien Bras, Naceur Belgacem |
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| Přispěvatelé: | Centre National de la Recherche Scientifique (CNRS), Institut National Polytechnique de Grenoble (INPG), Inst National Polytechnique de Grenoble (INPG) |
| Rok vydání: | 2020 |
| Předmět: |
Green chemistry
Magnetic Resonance Spectroscopy Polymers and Plastics [SDV]Life Sciences [q-bio] Nanofibers 02 engineering and technology 010402 general chemistry Spectrum Analysis Raman 01 natural sciences Nanomaterials Cyclic N-Oxides chemistry.chemical_compound Metronidazole Materials Chemistry [CHIM]Chemical Sciences Humans Prodrugs Sulfhydryl Compounds Cellulose ComputingMilieux_MISCELLANEOUS drug release chemistry.chemical_classification Organic Chemistry cellulose nanofibrils Water Prodrug 021001 nanoscience & nanotechnology Combinatorial chemistry Controlled release 0104 chemical sciences Anti-Bacterial Agents chemistry Covalent bond dnp-nmr Delayed-Action Preparations ddc:540 Click chemistry Thiol Click Chemistry 0210 nano-technology Oxidation-Reduction |
| Zdroj: | Carbohydrate Polymers, Vol. 262, No 117952 (2021) Carbohydrate Polymers Carbohydrate Polymers, Elsevier, 2021, 262, pp.117952. ⟨10.1016/j.carbpol.2021.117952⟩ |
| ISSN: | 1879-1344 0144-8617 |
| DOI: | 10.1016/j.carbpol.2021.117952⟩ |
| Popis: | Nowadays, drug encapsulation and drug release from cellulose nanofibrils systems are intense research topics, and commercial grades of cellulose nanomaterials are currently available. In this work we present an ester-containing prodrug of metronidazole that is covalently bound to cellulose nanofibrils in aqueous suspension through a two-step immobilization procedure involving green chemistr y principles. The presence of the drug is confirmed by several characterization tools and methods such as Raman spectroscopy, elemental analysis, Dy-namic Nuclear Polarization enhanced NM R . This technique allow s enhancing the sensitivity of NM R by several orders of magnitude. It has been used to study cellulose nanofibrils substrates and it appears as the ultimate tool to confirm the covalent nature of the binding through thiol-yne click chemistry. Moreover, the ester function of the immobilized prodrug can be cleaved by specific enzyme activity thus allowing controlled drug release. |
| Databáze: | OpenAIRE |
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