Activity-Based Photosensitizers with Optimized Triplet State Characteristics Toward Cancer Cell Selective and Image Guided Photodynamic Therapy

Date

2022-01-01

Author

Kilic, Eda
ELMAZOĞLU, ZÜBEYİR
Almammadov, Toghrul
KEPİL, DİLAY
Etienne, Thibaud
Marıon, Antoıne
Günbaş, Emrullah Görkem
Kolemen, Safacan

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© 2022 The Authors. Published by American Chemical Society.Activity-based theranostic photosensitizers are highly attractive in photodynamic therapy as they offer enhanced therapeutic outcome on cancer cells with an imaging opportunity at the same time. However, photosensitizers (PS) cores that can be easily converted to activity-based photosensitizers (aPSs) are still quite limited in the literature. In this study, we modified the dicyanomethylene-4H-chromene (DCM) core with a heavy iodine atom to get two different PSs (DCMO-I, I-DCMO-Cl) that can be further converted to aPS after simple modifications. The effect of iodine positioning on singlet oxygen generation capacity was also evaluated through computational studies. DCMO-I showed better performance in solution experiments and further proved to be a promising phototheranostic scaffold via cell culture studies. Later, a cysteine (Cys) activatable PS based on the DCMO-I core (DCMO-I-Cys) was developed, which induced selective photocytotoxicity along with a fluorescence turn-on response in Cys rich cancer cells.

Subject Keywords

activatable photosensitizer, cancer, cysteine, DCM, photodynamic therapy

URI

https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=85130823860&origin=inward
https://hdl.handle.net/11511/98001

Journal

ACS Applied Bio Materials

DOI

https://doi.org/10.1021/acsabm.2c00202

Collections

Department of Chemistry, Article

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Citation Formats

E. Kilic et al., “Activity-Based Photosensitizers with Optimized Triplet State Characteristics Toward Cancer Cell Selective and Image Guided Photodynamic Therapy,” ACS Applied Bio Materials, pp. 0–0, 2022, Accessed: 00, 2022. [Online]. Available: https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=85130823860&origin=inward.