Facile synthesis of a triazine-based porous organic polymer containing thiophene units for effective loading and releasing of temozolomide
Suzuki cross-coupling reaction was employed to easily obtain a triazine-based porous organic polymer (2,4,6-tris(5-bromothiophene-2-yl)-1,3,5-triazine [TBrTh]–1,3,5-benzene-triyltriboronic acid pinacol ester [BTBPE]–covalent triazine framework [CTF]) containing thiophene units. The chemical structur...
| Main Authors: | , , , , |
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| Format: | Article |
| Language: | English |
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De Gruyter
2022-08-01
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| Series: | e-Polymers |
| Subjects: | |
| Online Access: | https://doi.org/10.1515/epoly-2022-0063 |
| _version_ | 1811236541702340608 |
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| author | Hao Di Wang Dong-Yue Dong Bin Xi Sun-Chang Jiang Guan |
| author_facet | Hao Di Wang Dong-Yue Dong Bin Xi Sun-Chang Jiang Guan |
| author_sort | Hao Di |
| collection | DOAJ |
| description | Suzuki cross-coupling reaction was employed to easily obtain a triazine-based porous organic polymer (2,4,6-tris(5-bromothiophene-2-yl)-1,3,5-triazine [TBrTh]–1,3,5-benzene-triyltriboronic acid pinacol ester [BTBPE]–covalent triazine framework [CTF]) containing thiophene units. The chemical structure of TBrTh–BTBPE–CTF was revealed by solid-state 13C NMR, Fourier-transform infrared, and X-ray photoelectron spectroscopy. TBrTh–BTBPE–CTF with an amorphous structure exhibited excellent thermal stability and intrinsic porosity (373 m2·g−1 of Brunauer–Emmett–Teller surface area). Consequently, temozolomide (TMZ) was used as an oral alkylating agent in melanoma treatment to explore the drug loading and releasing behavior of TBrTh–BTBPE–CTF as a result of the low cytotoxicity of thiophene-based polymers. The successful loading of TMZ within the polymeric structure was suggested by thermogravimetric analysis and N2 sorption isotherms. The release experiments were performed in phosphate-buffered saline at pH values of 5.5 and 7.4, exhibiting good controlled-release properties. These results suggest that the current porous organic polymer is expected to be a drug carrier for the delivery and release of TMZ. |
| first_indexed | 2024-04-12T12:11:08Z |
| format | Article |
| id | doaj.art-4324e06d59a0473fa53b1ca3fe88942c |
| institution | Directory Open Access Journal |
| issn | 1618-7229 |
| language | English |
| last_indexed | 2024-04-12T12:11:08Z |
| publishDate | 2022-08-01 |
| publisher | De Gruyter |
| record_format | Article |
| series | e-Polymers |
| spelling | doaj.art-4324e06d59a0473fa53b1ca3fe88942c2022-12-22T03:33:35ZengDe Gruytere-Polymers1618-72292022-08-0122166467510.1515/epoly-2022-0063Facile synthesis of a triazine-based porous organic polymer containing thiophene units for effective loading and releasing of temozolomideHao Di0Wang Dong-Yue1Dong Bin2Xi Sun-Chang3Jiang Guan4Department of Dermatology, Affiliated Hospital of Xuzhou Medical University, Xuzhou 221002, ChinaSchool of Chemical Engineering and Technology, China University of Mining and Technology, Xuzhou 221116, ChinaSchool of Chemical Engineering and Technology, China University of Mining and Technology, Xuzhou 221116, ChinaSchool of Chemical Engineering and Technology, China University of Mining and Technology, Xuzhou 221116, ChinaDepartment of Dermatology, Affiliated Hospital of Xuzhou Medical University, Xuzhou 221002, ChinaSuzuki cross-coupling reaction was employed to easily obtain a triazine-based porous organic polymer (2,4,6-tris(5-bromothiophene-2-yl)-1,3,5-triazine [TBrTh]–1,3,5-benzene-triyltriboronic acid pinacol ester [BTBPE]–covalent triazine framework [CTF]) containing thiophene units. The chemical structure of TBrTh–BTBPE–CTF was revealed by solid-state 13C NMR, Fourier-transform infrared, and X-ray photoelectron spectroscopy. TBrTh–BTBPE–CTF with an amorphous structure exhibited excellent thermal stability and intrinsic porosity (373 m2·g−1 of Brunauer–Emmett–Teller surface area). Consequently, temozolomide (TMZ) was used as an oral alkylating agent in melanoma treatment to explore the drug loading and releasing behavior of TBrTh–BTBPE–CTF as a result of the low cytotoxicity of thiophene-based polymers. The successful loading of TMZ within the polymeric structure was suggested by thermogravimetric analysis and N2 sorption isotherms. The release experiments were performed in phosphate-buffered saline at pH values of 5.5 and 7.4, exhibiting good controlled-release properties. These results suggest that the current porous organic polymer is expected to be a drug carrier for the delivery and release of TMZ.https://doi.org/10.1515/epoly-2022-0063porous organic polymerscovalent triazine frameworksdrug loadingmelanomadrug releasing |
| spellingShingle | Hao Di Wang Dong-Yue Dong Bin Xi Sun-Chang Jiang Guan Facile synthesis of a triazine-based porous organic polymer containing thiophene units for effective loading and releasing of temozolomide e-Polymers porous organic polymers covalent triazine frameworks drug loading melanoma drug releasing |
| title | Facile synthesis of a triazine-based porous organic polymer containing thiophene units for effective loading and releasing of temozolomide |
| title_full | Facile synthesis of a triazine-based porous organic polymer containing thiophene units for effective loading and releasing of temozolomide |
| title_fullStr | Facile synthesis of a triazine-based porous organic polymer containing thiophene units for effective loading and releasing of temozolomide |
| title_full_unstemmed | Facile synthesis of a triazine-based porous organic polymer containing thiophene units for effective loading and releasing of temozolomide |
| title_short | Facile synthesis of a triazine-based porous organic polymer containing thiophene units for effective loading and releasing of temozolomide |
| title_sort | facile synthesis of a triazine based porous organic polymer containing thiophene units for effective loading and releasing of temozolomide |
| topic | porous organic polymers covalent triazine frameworks drug loading melanoma drug releasing |
| url | https://doi.org/10.1515/epoly-2022-0063 |
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