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Poly(hydroxyethyl methacrylate-co-methacrylated-beta-cyclodextrin) hydrogels: synthesis, cytocompatibility, mechanical properties and drug loading/release properties.
Acta Biomater. 2008 May; 4(3):745-55.AB

Abstract

Copolymerization of hydroxyethyl methacrylate (HEMA) with a methacrylated-derivative of beta-cyclodextrin (beta-CD) was evaluated as a way to obtain hydrogels with tunable mechanical and drug loading and release properties, particularly for preparing medicated soft contact lenses. A fully methacrylated beta-CD monomer was synthesized and added to the HEMA and cross-linker solution at concentrations ranging from 0.042 to 0.333 g ml(-1) (i.e. 0.23-1.82 mol.%). Thermal polymerization led to transparent hydrogels with a degree of conversion above 74%, which showed a high cytocompatibility and did not induce macrophage response. The greater the content in methacrylated beta-CD was, the higher the glass transition temperature, the lower the degree of swelling and free water proportion, and the greater the storage and loss moduli of the swollen disks. These findings are directly related to the increase in the degree of cross-linking caused by the methacrylated beta-CD. Loading studies were carried out with hydrocortisone and acetazolamide, both able to form complexes with CDs in water and in lacrimal fluid. Hydrocortisone loading progressively decreased as the content in methacrylated beta-CD rose due to a decrease in the volume of aqueous phase of the hydrogel. Acetazolamide loading showed a maximum for an intermediate content in beta-CD (0.125-0.167 g ml(-1)) owing to a balance between complexation with beta-CD and hydrogel mesh size. The hydrogels sustained drug delivery for several days, the acetazolamide release rate being dependent on the beta-CD content. An adequate selection of the content in beta-CD enables pHEMA-co-beta-CD hydrogels suitable for specific biomedical applications to be obtained.

Authors+Show Affiliations

Departamento de Farmacia y Tecnología Farmacéutica, Facultad de Farmacia, Universidad de Santiago de Compostela, 15782-Santiago de Compostela, Spain.No affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info available

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

18291738

Citation

dos Santos, Jose-Fernando Rosa, et al. "Poly(hydroxyethyl Methacrylate-co-methacrylated-beta-cyclodextrin) Hydrogels: Synthesis, Cytocompatibility, Mechanical Properties and Drug Loading/release Properties." Acta Biomaterialia, vol. 4, no. 3, 2008, pp. 745-55.
dos Santos JF, Couceiro R, Concheiro A, et al. Poly(hydroxyethyl methacrylate-co-methacrylated-beta-cyclodextrin) hydrogels: synthesis, cytocompatibility, mechanical properties and drug loading/release properties. Acta Biomater. 2008;4(3):745-55.
dos Santos, J. F., Couceiro, R., Concheiro, A., Torres-Labandeira, J. J., & Alvarez-Lorenzo, C. (2008). Poly(hydroxyethyl methacrylate-co-methacrylated-beta-cyclodextrin) hydrogels: synthesis, cytocompatibility, mechanical properties and drug loading/release properties. Acta Biomaterialia, 4(3), 745-55. https://doi.org/10.1016/j.actbio.2007.12.008
dos Santos JF, et al. Poly(hydroxyethyl Methacrylate-co-methacrylated-beta-cyclodextrin) Hydrogels: Synthesis, Cytocompatibility, Mechanical Properties and Drug Loading/release Properties. Acta Biomater. 2008;4(3):745-55. PubMed PMID: 18291738.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Poly(hydroxyethyl methacrylate-co-methacrylated-beta-cyclodextrin) hydrogels: synthesis, cytocompatibility, mechanical properties and drug loading/release properties. AU - dos Santos,Jose-Fernando Rosa, AU - Couceiro,Ramiro, AU - Concheiro,Angel, AU - Torres-Labandeira,Juan-Jose, AU - Alvarez-Lorenzo,Carmen, Y1 - 2008/01/11/ PY - 2007/09/25/received PY - 2007/12/20/revised PY - 2007/12/20/accepted PY - 2008/2/23/pubmed PY - 2008/7/1/medline PY - 2008/2/23/entrez SP - 745 EP - 55 JF - Acta biomaterialia JO - Acta Biomater VL - 4 IS - 3 N2 - Copolymerization of hydroxyethyl methacrylate (HEMA) with a methacrylated-derivative of beta-cyclodextrin (beta-CD) was evaluated as a way to obtain hydrogels with tunable mechanical and drug loading and release properties, particularly for preparing medicated soft contact lenses. A fully methacrylated beta-CD monomer was synthesized and added to the HEMA and cross-linker solution at concentrations ranging from 0.042 to 0.333 g ml(-1) (i.e. 0.23-1.82 mol.%). Thermal polymerization led to transparent hydrogels with a degree of conversion above 74%, which showed a high cytocompatibility and did not induce macrophage response. The greater the content in methacrylated beta-CD was, the higher the glass transition temperature, the lower the degree of swelling and free water proportion, and the greater the storage and loss moduli of the swollen disks. These findings are directly related to the increase in the degree of cross-linking caused by the methacrylated beta-CD. Loading studies were carried out with hydrocortisone and acetazolamide, both able to form complexes with CDs in water and in lacrimal fluid. Hydrocortisone loading progressively decreased as the content in methacrylated beta-CD rose due to a decrease in the volume of aqueous phase of the hydrogel. Acetazolamide loading showed a maximum for an intermediate content in beta-CD (0.125-0.167 g ml(-1)) owing to a balance between complexation with beta-CD and hydrogel mesh size. The hydrogels sustained drug delivery for several days, the acetazolamide release rate being dependent on the beta-CD content. An adequate selection of the content in beta-CD enables pHEMA-co-beta-CD hydrogels suitable for specific biomedical applications to be obtained. SN - 1742-7061 UR - https://www.unboundmedicine.com/medline/citation/18291738/Poly_hydroxyethyl_methacrylate_co_methacrylated_beta_cyclodextrin__hydrogels:_synthesis_cytocompatibility_mechanical_properties_and_drug_loading/release_properties_ L2 - https://linkinghub.elsevier.com/retrieve/pii/S1742-7061(08)00002-0 DB - PRIME DP - Unbound Medicine ER -