Facile Method to Prepare pH-Sensitive PEI-Functionalized Carbon Nanotubes as Rationally Designed Vehicles for Non-Steroidal Anti-Inflammatory Drugs (NSAIDs) Delivery
A new pH-sensitive system designed for drug-delivery purposes and based on functionalized multiwall magnetic carbon nanotubes (Mag-CNTs) was synthesized for the effective incorporation of non-steroidal anti-inflammatory drugs (NSAIDs), aiming at drug release in characteristic acidic conditions close...
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MDPI AG
2020-10-01
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| Online Access: | https://www.mdpi.com/2311-5629/6/4/62 |
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| author | Vassilis Tangoulis Nikolia Lalioti John Parthenios Nathan Langford Eugenia Valsami-Jones Chrisoula Kakoulidou George Psomas Vlasoula Bekiari |
| author_facet | Vassilis Tangoulis Nikolia Lalioti John Parthenios Nathan Langford Eugenia Valsami-Jones Chrisoula Kakoulidou George Psomas Vlasoula Bekiari |
| author_sort | Vassilis Tangoulis |
| collection | DOAJ |
| description | A new pH-sensitive system designed for drug-delivery purposes and based on functionalized multiwall magnetic carbon nanotubes (Mag-CNTs) was synthesized for the effective incorporation of non-steroidal anti-inflammatory drugs (NSAIDs), aiming at drug release in characteristic acidic conditions close to the actual conditions of inflamed tissues. Cationic hyperbranched polyethyleneimine (PEI) was immobilized on the surface of Mag-CNTs via electrostatic interactions between the positively charged protonated amines within the polymer and the carboxyl groups on the chemically oxidized Mag-CNT surface. The addition of the NSAID with a carboxylate donor, Naproxen (NAP), was achieved by indirect coupling through the amino groups of the intermediate linker PEI. FT-IR, Raman, and UV–vis spectroscopy were employed to fully characterize the synthesized nanocarrier and its functionalization procedure. The interaction of the designed nanocarrier with bovine serum albumin (BSA) was studied in vitro by fluorescence emission spectroscopy while its in vitro interaction with calf-thymus (CT) DNA was monitored by UV–vis spectroscopy and viscosity measurements and via competitive studies with ethidium bromide. The calculated binding constants were compared to those of free NAP revealing a higher binding affinity for BSA and CT DNA. Finally, drug-release studies were performed, revealing that the electrostatic linkage ensures an effective release of the drug in the acidic pH typical of inflamed cells, while maintaining the multiwall nanotubes (MWNTs)–drug conjugates stable at the typical bloodstream. |
| first_indexed | 2024-03-10T15:48:00Z |
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| institution | Directory Open Access Journal |
| issn | 2311-5629 |
| language | English |
| last_indexed | 2024-03-10T15:48:00Z |
| publishDate | 2020-10-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | C |
| spelling | doaj.art-9cabe759d6b84a39a995d4405c0ce4ee2023-11-20T16:16:31ZengMDPI AGC2311-56292020-10-01646210.3390/c6040062Facile Method to Prepare pH-Sensitive PEI-Functionalized Carbon Nanotubes as Rationally Designed Vehicles for Non-Steroidal Anti-Inflammatory Drugs (NSAIDs) DeliveryVassilis Tangoulis0Nikolia Lalioti1John Parthenios2Nathan Langford3Eugenia Valsami-Jones4Chrisoula Kakoulidou5George Psomas6Vlasoula Bekiari7Department of Chemistry, University of Patras, GR-26504 Patras, GreeceDepartment of Chemistry, University of Patras, GR-26504 Patras, GreeceFoundation for Research and Technology, Hellas (FORTH), Institute of Chemical Engineering Sciences (ICE/HT), P.O. Box 1414, GR-26504 Patras, GreeceSchool of Geography, Earth and Environmental Sciences, University of Birmingham, Edgbaston, Birmingham, UKSchool of Geography, Earth and Environmental Sciences, University of Birmingham, Edgbaston, Birmingham, UKDepartment of General and Inorganic Chemistry, Faculty of Chemistry, Aristotle University of Thessaloniki, P.O. Box 135, GR-54124 Thessaloniki, GreeceDepartment of General and Inorganic Chemistry, Faculty of Chemistry, Aristotle University of Thessaloniki, P.O. Box 135, GR-54124 Thessaloniki, GreeceDepartment of Crop Science, University of Patras, 30200 Messolonghi, GreeceA new pH-sensitive system designed for drug-delivery purposes and based on functionalized multiwall magnetic carbon nanotubes (Mag-CNTs) was synthesized for the effective incorporation of non-steroidal anti-inflammatory drugs (NSAIDs), aiming at drug release in characteristic acidic conditions close to the actual conditions of inflamed tissues. Cationic hyperbranched polyethyleneimine (PEI) was immobilized on the surface of Mag-CNTs via electrostatic interactions between the positively charged protonated amines within the polymer and the carboxyl groups on the chemically oxidized Mag-CNT surface. The addition of the NSAID with a carboxylate donor, Naproxen (NAP), was achieved by indirect coupling through the amino groups of the intermediate linker PEI. FT-IR, Raman, and UV–vis spectroscopy were employed to fully characterize the synthesized nanocarrier and its functionalization procedure. The interaction of the designed nanocarrier with bovine serum albumin (BSA) was studied in vitro by fluorescence emission spectroscopy while its in vitro interaction with calf-thymus (CT) DNA was monitored by UV–vis spectroscopy and viscosity measurements and via competitive studies with ethidium bromide. The calculated binding constants were compared to those of free NAP revealing a higher binding affinity for BSA and CT DNA. Finally, drug-release studies were performed, revealing that the electrostatic linkage ensures an effective release of the drug in the acidic pH typical of inflamed cells, while maintaining the multiwall nanotubes (MWNTs)–drug conjugates stable at the typical bloodstream.https://www.mdpi.com/2311-5629/6/4/62NSAIDMag-CNTsdrug-releasePEI-CNTsDNAdrug-delivery |
| spellingShingle | Vassilis Tangoulis Nikolia Lalioti John Parthenios Nathan Langford Eugenia Valsami-Jones Chrisoula Kakoulidou George Psomas Vlasoula Bekiari Facile Method to Prepare pH-Sensitive PEI-Functionalized Carbon Nanotubes as Rationally Designed Vehicles for Non-Steroidal Anti-Inflammatory Drugs (NSAIDs) Delivery C NSAID Mag-CNTs drug-release PEI-CNTs DNA drug-delivery |
| title | Facile Method to Prepare pH-Sensitive PEI-Functionalized Carbon Nanotubes as Rationally Designed Vehicles for Non-Steroidal Anti-Inflammatory Drugs (NSAIDs) Delivery |
| title_full | Facile Method to Prepare pH-Sensitive PEI-Functionalized Carbon Nanotubes as Rationally Designed Vehicles for Non-Steroidal Anti-Inflammatory Drugs (NSAIDs) Delivery |
| title_fullStr | Facile Method to Prepare pH-Sensitive PEI-Functionalized Carbon Nanotubes as Rationally Designed Vehicles for Non-Steroidal Anti-Inflammatory Drugs (NSAIDs) Delivery |
| title_full_unstemmed | Facile Method to Prepare pH-Sensitive PEI-Functionalized Carbon Nanotubes as Rationally Designed Vehicles for Non-Steroidal Anti-Inflammatory Drugs (NSAIDs) Delivery |
| title_short | Facile Method to Prepare pH-Sensitive PEI-Functionalized Carbon Nanotubes as Rationally Designed Vehicles for Non-Steroidal Anti-Inflammatory Drugs (NSAIDs) Delivery |
| title_sort | facile method to prepare ph sensitive pei functionalized carbon nanotubes as rationally designed vehicles for non steroidal anti inflammatory drugs nsaids delivery |
| topic | NSAID Mag-CNTs drug-release PEI-CNTs DNA drug-delivery |
| url | https://www.mdpi.com/2311-5629/6/4/62 |
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