Balanced Intersystem Crossing in Iodinated Silicon-Fluoresceins Allows New Class of Red Shifted Theranostic Agents

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2021-01-01

Author

Cetin, Sultan
Elmazoglu, Zubeyir
Karaman, Osman
Gunduz, Hande
Günbaş, Emrullah Görkem
Kolemen, Safacan

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Iodination of the silicon-fluorescein core revealed a new class of highly cytotoxic, red-shifted and water-soluble photosensitizer (SF-I) which is also fairly emissive to serve as a theranostic agent. Singlet oxygen generation capacity of SF-I was evaluated chemically, and up to 45% singlet oxygen quantum yield was reported in aqueous solutions. SF-I was further tested in triple negative breast (MDA MB-231) and colon (HCT-116) cancer cell lines, which are known to have limited chemotherapy options as well as very poor prognosis. SF-I induced efficient singlet oxygen generation and consequent photocytotoxicity in both cell lines upon light irradiation with a negligible dark toxicity while allowing cell imaging at the same time. SF-I marks the first ever example of a silicon xanthene-based photosensitizer and holds a lot of promise as a small-molecule-based theranostic scaffold.

Subject Keywords

Photodynamic therapy, cancer, theranostic, silicon-fluorescein, fluorescence imaging

URI

https://hdl.handle.net/11511/90386

Journal

ACS Medicinal Chemistry Letters

DOI

https://doi.org/10.1021/acsmedchemlett.1c00018

Collections

Department of Chemistry, Article

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Citation Formats

S. Cetin, Z. Elmazoglu, O. Karaman, H. Gunduz, E. G. Günbaş, and S. Kolemen, “Balanced Intersystem Crossing in Iodinated Silicon-Fluoresceins Allows New Class of Red Shifted Theranostic Agents,” ACS Medicinal Chemistry Letters, pp. 0–0, 2021, Accessed: 00, 2021. [Online]. Available: https://hdl.handle.net/11511/90386.