- Title
- Synthesis and pharmacological evaluation of chlorin derivatives for photodynamic therapy of cholangiocarcinoma
- Creator
- Gao, Ying-Hua, Li, Man-Yi, Saijad, Faiza, Wang, Jin-Hai, Meharban, Faiza, Gadoora, Malaz A, Yan, Yi-Jia, Nyokong, Tebello, Chen, Zhi-Long
- Subject
- To be catalogued
- Date
- 2020
- Type
- text
- Type
- article
- Identifier
- http://hdl.handle.net/10962/190873
- Identifier
- vital:45036
- Identifier
- xlink:href="https://doi.org/10.1016/j.ejmech.2020.112049"
- Description
- Photodynamic therapy (PDT) has been developed as a promising therapeutic method in cancer treatment. The discovery of effective photosensitizer, which is the key factor of PDT, is highly desired. This paper reports the synthesis of novel chlorin derivatives, 5,10,15,20-tetraphenyl-[2:3]-[(methoxycarbonyl, carboxy)methano] chlorin I and 5,10,15,20-tetraphenyl-[2:3]- {[methoxycarbonyl, (2-hydroxyethyl)amide]methano}chlorin II. Their structures were characterized with UV–vis, 1HNMR, 13CNMR and HRMS spectroscopies. Photophysical and photochemical experiments results showed that compound I and II had an absorption maximum around 650 nm, with molar extinction coefficients of 1 × 104 M−1 cm−1. They had strong fluorescence emission in 650–660 nm upon excitation with 419–422 nm light. ESR showed that singlet oxygen was produced upon irradiation of compounds with 650 nm light in the presence of molecular oxygen. The photo-bleaching test indicated that the structure of compounds was stable. These new compounds exhibit excellent anti-tumor effects and lower toxicity compared to m-THPC in vitro and in vivo. Compound I and II had high tumor selectivity, which could induced tumor cells shrinkage and necrosis under 650 nm laser irradiation. Flow cytometry revealed that the compounds might mediate PDT effect at late apoptotic phase. These results make these compound I and II promising candidates for future study in photo-diagnosis and photodynamic therapy of cholangiocarcinoma.
- Format
- computer, online resource, application/pdf, 1 online resource (14 pages), pdf
- Publisher
- Elsevier
- Language
- English
- Relation
- European Journal of Medicinal Chemistry, Gao, Y.H., Li, M.Y., Sajjad, F., Wang, J.H., Meharban, F., Gadoora, M.A., Yan, Y.J., Nyokong, T. and Chen, Z.L., 2020. Synthesis and pharmacological evaluation of chlorin derivatives for photodynamic therapy of cholangiocarcinoma. European journal of medicinal chemistry, 189, p.112049, European Journal of Medicinal Chemistry volume 189 p. 112049 2020 1768-3254
- Rights
- Publisher
- Rights
- Use of this resource is governed by the terms and conditions of the Elsevier Terms and Conditions Statement (https://www.elsevier.com/legal/elsevier-website-terms-and-conditions)
- Rights
- Closed Access
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RU DST/NRF SARChI for Medicinal Chemistry and Nanotechnology
Nyokong, Tebello (Distinguished Professor)
RU Department of Chemistry
| Thumbnail | File | Description | Size | Format | |||
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| View Details | SOURCE1 | Synthesis and pharmacological evaluation of chlorin derivatives for photodynamic therapy of cholangiocarcinoma.pdf | 767 KB | Adobe Acrobat PDF | View Details |