Sequential pore wall functionalization in covalent organic frameworks and application to stable camptothecin delivery systems
Autores de CIPF
Participantes ajenos a CIPF
- Oliveira, AD
- Rivero-Buceta, EM
- Vidaurre-Agut, C
- Misturini, A
- Jorda, JL
- Sastre, G
- Pergher, SBC
- Botella, P
Grupos de Investigación
Abstract
Post-synthetic modification of covalent organic frameworks (COFs) is strongly demanded in order to provide additional functionalities to their structures. However, the introduction of functional groups during the synthesis of two dimensional COFs (2D COFs) is highly discouraged, as they can interfere with the ox-ox stacking forces, compromising framework integrity. Here, we show that direct incorporation of nucleophyllic groups (e.g., primary amines) on pore wall during the synthesis of a 2D-COF (COF-5) is possible by sequential substitution of original monomers. Subsequent bonding of the antitumor drug camptothecin results in a stable hydrophobic drug delivery system. Water adsorption isotherms modelling indicates that the insertion of CPT ligand in the framework promotes a hydrophobic effect that protects a region of COF chain from boronate ester hydrolysis and resulting degradation, which is also proven by stability testing in physiological conditions. Furthermore, this hydrophobic nature favors cell internalization kinetics by promoting interactions with the lipophilic cell membrane. To the best of our knowledge, this is the first case of a stable drug delivery system based on covalently conjugated COFs.
Datos de la publicación
- ISSN/ISSNe:
- 0928-4931, 1873-0191
- Tipo:
- Article
- Páginas:
- -
- PubMed:
- 32919629
Materials Science & Engineering C-Materials for Biological Applications Elsevier BV
Citas Recibidas en Web of Science: 18
Documentos
- No hay documentos
Filiaciones
Keywords
- Covalent organic framework; Sequential functionalization; Framework stability; Water adsorption isotherms; Drug delivery systems; Camptothecin
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