Academic Journal
Near-Infrared BODIPY-Acridine Dyads Acting as Heavy-Atom-Free Dual-Functioning Photosensitizers
| العنوان: | Near-Infrared BODIPY-Acridine Dyads Acting as Heavy-Atom-Free Dual-Functioning Photosensitizers |
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| المؤلفون: | DECKERS, Jasper, CARDEYNAELS, Tom, PENXTEN, Huguette, ETHIRAJAN, Anitha, AMELOOT, Marcel, Kruk, Mikalai, Champagne, Benoit, MAES, Wouter |
| المساهمون: | Deckers, Jasper/0000-0002-8748-6044, Cardeynaels, Tom/0000-0003-4861-6739, Ameloot, Marcel/0000-0002-0888-2488, CHAMPAGNE, Benoit/0000-0003-3678-8875, ETHIRAJAN, Anitha/0000-0002-2264-2536, DECKERS, Jasper, CARDEYNAELS, Tom, PENXTEN, Huguette, ETHIRAJAN, Anitha, AMELOOT, Marcel, Kruk, Mikalai, Champagne, Benoit, MAES, Wouter |
| بيانات النشر: | WILEY-V C H VERLAG GMBH |
| سنة النشر: | 2020 |
| المجموعة: | Document Server@UHasselt (Universiteit Hasselt) |
| مصطلحات موضوعية: | BODIPY dyes, fluorescence, near-infrared, photosensitizers, singlet oxygen |
| الوصف: | Boron dipyrromethene (BODIPY) dyes represent a particular class within the broad array of potential photosensitizers. Their highly fluorescent nature opens the door for theragnostic applications, combining imaging and therapy using a single, easily synthesized chromophore. However, near-infrared absorption is strongly desired for photodynamic therapy to enhance tissue penetration. Furthermore, singlet oxygen should preferentially be generated without the incorporation of heavy atoms, as these often require additional synthetic efforts and/or afford dark cytotoxicity. Solutions for both problems are known, but have never been successfully combined in one simple BODIPY material. Here, we present a series of compact BODIPY-acridine dyads, active in the phototherapeutic window and showing balanced brightness and phototoxic power. Although the donor-acceptor design was envisioned to introduce a charge transfer state to assist in intersystem crossing, quantum-chemical calculations refute this. Further photophysical investigations suggest the presence of exciplex states and their involvement in singlet oxygen formation. ; The authors thank Hasselt University and the University of Namur for continuing financial support (PhD scholarships J.D. and T.C.). M.K., B.C., and W.M. thank the Research Foundation-Flanders (FWO) for support through project G087718N, Hercules project GOH3816NAUHL, and the Scientific Research Community (WOG) "Supramolecular Chemistry and Materials" (W000620N). The calculations were performed on the computers of the "Consortium des equipements de Calcul Intensif" (CECI) (http://www.ceci-hpc.be), including those of the "UNamur Technological Platform of High-Performance Computing" (PTCI) (http://www.ptci.unamur.be), for which we gratefully acknowledge the financial support from the FNRS-FRFC, the Walloon Region, and the University of Namur (Conventions No. 2.5020.11, GEQ U.G006.15, U.G018.19, 1610468, and RW/GEQ2016). ; Maes, W (corresponding author), UHasselt Hasselt Univ, Inst Mat Res IMO, Design ... |
| نوع الوثيقة: | article in journal/newspaper |
| وصف الملف: | application/pdf |
| اللغة: | English |
| Relation: | http://hdl.handle.net/1942/32818; 15225; 66; 15212; 26; WOS:000579248300001 |
| DOI: | 10.1002/chem.202002549 |
| الاتاحة: | http://hdl.handle.net/1942/32818 https://doi.org/10.1002/chem.202002549 |
| رقم الانضمام: | edsbas.F58E9059 |
| قاعدة البيانات: | BASE |
| DOI: | 10.1002/chem.202002549 |
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