- Title
- Preparation of NIR absorbing axial substituted tin (iv) porphyrins and their photocytotoxic properties
- Creator
- Babu, Balaji, Amuhaya, Edith K, Oluwole, David O, Prinsloo, Earl, Mack, John, Nyokong, Tebello
- Subject
- To be catalogued
- Date
- 2019
- Type
- text
- Type
- article
- Identifier
- http://hdl.handle.net/10962/234592
- Identifier
- vital:50211
- Identifier
- xlink:href="https://doi.org/10.1039/C8MD00373D"
- Description
- Sn(IV) porphyrins ([Sn(IV)TTP(3PyO)2] (5) and [Sn(IV)TPP(3PyO)2] (6) [tetrathienylporphyrin (TTP), tetraphenylporphyrin (TPP), and pyridyloxy (PyO)]) were prepared and characterized and their photocytotoxicity upon irradiation with 625 nm light has been studied. The presence of the 3PyO axial ligands was found to limit the aggregation and enhance the solubility of 5 and 6 in DMF/H2O (1 : 1). The photophysical properties and photodynamic therapy (PDT) activity of the meso-2-thienyl and meso-phenyl-substituted Sn(IV) porphyrins are compared. 5 and 6 were found to be photocytotoxic in MCF-7 cancer cells when irradiated with a Thorlabs M625L3 LED at 625 nm but remained nontoxic in the dark. The PDT activity of Sn(IV) meso-tetra-2-thienylporphyrin 5 was found to be significantly enhanced relative to its analogous tetraphenylporphyrin 6. There is a marked red-shift of the Q00 band of 5 into the therapeutic window due to the meso-2-thienyl rings, and 5 has an unusually high singlet oxygen quantum yield value of 0.83 in DMF. The results demonstrate that readily synthesized axially ligated Sn(IV) meso-arylporphyrins are potentially suitable for use as singlet oxygen photosensitizers in biomedical applications and merit further in depth investigation in this context.
- Format
- computer, online resource, application/pdf, 1 online resource (8 pages), pdf
- Publisher
- Royal Society of Chemistry
- Language
- English
- Relation
- MedChemComm, Babu, B., Amuhaya, E., Oluwole, D., Prinsloo, E., Mack, J. and Nyokong, T., 2019. Preparation of NIR absorbing axial substituted tin (iv) porphyrins and their photocytotoxic properties. MedChemComm, 10(1), pp.41-48, MedChemComm volume 10 number 1 p. 41 2019 2040-2511
- Rights
- Publisher
- Rights
- Use of this resource is governed by the terms and conditions of the Royal Society of Chemistry Terms and Conditions Statement (https://0-www.rsc.org.wam.seals.ac.za/help-legal/)
- Rights
- Open Access
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Collections
Prinsloo, Earl (Dr)
RU DST/NRF SARChI for Biotechnology Innovation and Engagement
Mack, John (Associate Prof)
RU DST/NRF SARChI for Medicinal Chemistry and Nanotechnology
Nyokong, Tebello (Distinguished Professor)
RU Department of Chemistry
SDG 09. Industry, Innovation and Infrastructure
SDG 03. Good Health and Well-Being
| Thumbnail | File | Description | Size | Format | |||
|---|---|---|---|---|---|---|---|
| View Details | SOURCE1 | Preparation of NIR absorbing axial substituted tin.pdf | 2 MB | Adobe Acrobat PDF | View Details |