Uptake and Release of Photosensitizers in a Hydrogel for Applications in Photodynamic Therapy: the Impact of Structural Parameters on Intrapolymer Transport Dynamics

Overview

Journal RSC Adv

Publisher Royal Society of Chemistry

Specialty Chemistry

Date 2022 May 13

PMID 35559284

Authors

Sarah Glass

Tom Rudiger

Jan Griebel

Bernd Abel

Agnes Schulze

Affiliations

Soon will be listed here.

Abstract

In this study a hydrogel is presented that can be used as a carrier and release system for photosensitizers. Because of the high structural variety of photosensitizers, four different substances were analysed. Two porphyrins, 5,10,15,20-tetrakis(1-methyl-4-pyridinio)porphyrin tetra(-toluene-sulfonate) and sodium -tetraphenylporphine-4,4',4'',4'''-tetrasulfonat, eosin y and methylene blue were selected. Uptake and release of these photosensitizers were studied. All photosensitizers were taken up by the hydrogel not depending significantly on the structure of the photosensitizer, and it was possible to load the hydrogels in the μmol g range. Nevertheless, size and p value were shown to influence the release behaviour. Finally, the singlet oxygen generation of the photosensitizer after release was demonstrated. The photosensitizer was still highly active and produced a sufficient amount of singlet oxygen.

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References

Gomes A, Fernandes E, Lima J . Fluorescence probes used for detection of reactive oxygen species. J Biochem Biophys Methods. 2005; 65(2-3):45-80. DOI: 10.1016/j.jbbm.2005.10.003. View

Xu L, Sheybani N, Yeudall W, Yang H . The effect of photoinitiators on intracellular AKT signaling pathway in tissue engineering application. Biomater Sci. 2015; 3(2):250-5. PMC: 4335638. DOI: 10.1039/C4BM00245H. View

Nesi-Reis V, Lera-Nonose D, Oyama J, Silva-Lalucci M, Demarchi I, Alessi Aristides S . Contribution of photodynamic therapy in wound healing: A systematic review. Photodiagnosis Photodyn Ther. 2018; 21:294-305. DOI: 10.1016/j.pdpdt.2017.12.015. View

Maisch T, Spannberger F, Regensburger J, Felgentrager A, Baumler W . Fast and effective: intense pulse light photodynamic inactivation of bacteria. J Ind Microbiol Biotechnol. 2012; 39(7):1013-21. DOI: 10.1007/s10295-012-1103-3. View

Juzeniene A, Peng Q, Moan J . Milestones in the development of photodynamic therapy and fluorescence diagnosis. Photochem Photobiol Sci. 2007; 6(12):1234-45. DOI: 10.1039/b705461k. View

Tan F, Xu X, Deng T, Yin M, Zhang X, Wang J . Fabrication of positively charged poly(ethylene glycol)-diacrylate hydrogel as a bone tissue engineering scaffold. Biomed Mater. 2012; 7(5):055009. DOI: 10.1088/1748-6041/7/5/055009. View

Jen A, Wake M, Mikos A . Review: Hydrogels for cell immobilization. Biotechnol Bioeng. 1996; 50(4):357-64. DOI: 10.1002/(SICI)1097-0290(19960520)50:4<357::AID-BIT2>3.0.CO;2-K. View

Pelras T, Glass S, Scherzer T, Elsner C, Schulze A, Abel B . Transparent Low Molecular Weight Poly(Ethylene Glycol) Diacrylate-Based Hydrogels as Film Media for Photoswitchable Drugs. Polymers (Basel). 2019; 9(12). PMC: 6418822. DOI: 10.3390/polym9120639. View

Lohmann N, Schirmer L, Atallah P, Wandel E, Ferrer R, Werner C . Glycosaminoglycan-based hydrogels capture inflammatory chemokines and rescue defective wound healing in mice. Sci Transl Med. 2017; 9(386). DOI: 10.1126/scitranslmed.aai9044. View

10.

Konopka K, Goslinski T . Photodynamic therapy in dentistry. J Dent Res. 2007; 86(8):694-707. DOI: 10.1177/154405910708600803. View

11.

Tanaka M, Kinoshita M, Yoshihara Y, Shinomiya N, Seki S, Nemoto K . Optimal photosensitizers for photodynamic therapy of infections should kill bacteria but spare neutrophils. Photochem Photobiol. 2011; 88(1):227-32. PMC: 3253242. DOI: 10.1111/j.1751-1097.2011.01005.x. View

12.

FIGGE F, WEILAND G, MANGANIELLO L . Cancer detection and therapy; affinity of neoplastic, embryonic, and traumatized tissues for porphyrins and metalloporphyrins. Proc Soc Exp Biol Med. 1948; 68(3):640. DOI: 10.3181/00379727-68-16580. View

13.

Chai Q, Jiao Y, Yu X . Hydrogels for Biomedical Applications: Their Characteristics and the Mechanisms behind Them. Gels. 2019; 3(1). PMC: 6318667. DOI: 10.3390/gels3010006. View

14.

Johnson G, Muthukrishnan N, Pellois J . Photoinactivation of Gram positive and Gram negative bacteria with the antimicrobial peptide (KLAKLAK)(2) conjugated to the hydrophilic photosensitizer eosin Y. Bioconjug Chem. 2012; 24(1):114-23. DOI: 10.1021/bc3005254. View

15.

Berg K, Selbo P, Weyergang A, Dietze A, Prasmickaite L, Bonsted A . Porphyrin-related photosensitizers for cancer imaging and therapeutic applications. J Microsc. 2005; 218(Pt 2):133-47. DOI: 10.1111/j.1365-2818.2005.01471.x. View

16.

Dolmans D, Fukumura D, Jain R . Photodynamic therapy for cancer. Nat Rev Cancer. 2003; 3(5):380-7. DOI: 10.1038/nrc1071. View

17.

Bullock A, Pickavance P, Haddow D, Rimmer S, MacNeil S . Development of a calcium-chelating hydrogel for treatment of superficial burns and scalds. Regen Med. 2009; 5(1):55-64. DOI: 10.2217/rme.09.67. View

18.

Glass S, Trinklein B, Abel B, Schulze A . TiO as Photosensitizer and Photoinitiator for Synthesis of Photoactive TiO-PEGDA Hydrogel Without Organic Photoinitiator. Front Chem. 2018; 6:340. PMC: 6090817. DOI: 10.3389/fchem.2018.00340. View

19.

Ormond A, Freeman H . Dye Sensitizers for Photodynamic Therapy. Materials (Basel). 2017; 6(3):817-840. PMC: 5512801. DOI: 10.3390/ma6030817. View

20.

Johnson G, Ellis E, Kim H, Muthukrishnan N, Snavely T, Pellois J . Photoinduced membrane damage of E. coli and S. aureus by the photosensitizer-antimicrobial peptide conjugate eosin-(KLAKLAK)2. PLoS One. 2014; 9(3):e91220. PMC: 3946741. DOI: 10.1371/journal.pone.0091220. View