Author:
Golczak Anna,Prukała Dorota,Sikorska Ewa,Gierszewski Mateusz,Cherkas Volodymyr,Kwiatek Dorota,Kubiak Adam,Varma Naisargi,Pędziński Tomasz,Murphree Shaun,Cibulka Radek,Mrówczyńska Lucyna,Kolanowski Jacek Lukasz,Sikorski Marek
Abstract
AbstractTetramethylalloxazines (TMeAll) have been found to have a high quantum yield of singlet oxygen generation when used as photosensitizers. Their electronic structure and transition energies (S0 → Si, S0 → Ti, T1 → Ti) were calculated using DFT and TD-DFT methods and compared to experimental absorption spectra. Generally, TMeAll display an energy diagram similar to other derivatives belonging to the alloxazine class of compounds, namely π,π* transitions are accompanied by closely located n,π* transitions. Photophysical data such as quantum yields of fluorescence, fluorescence lifetimes, and nonradiative rate constants were also studied in methanol (MeOH), acetonitrile (ACN), and 1,2-dichloroethane (DCE). The transient absorption spectra were also analyzed. To assess cytotoxicity of new compounds, a hemolytic assay was performed using human red blood cells (RBC) in vitro. Subsequently, fluorescence lifetime imaging experiments (FLIM) were performed on RBC under physiological and oxidative stress conditions alone or in the presence of TMeAll allowing for pinpointing changes caused by those compounds on the intracellular environment of these cells.
Funder
The National Science Centre of Poland
the Poznań Supercomputing and Networking Centre IBCH PAS
the PL-Grid project
the Polish Roadmap Project NEBI
Polish-U.S. Fulbright Commission
the Czech Science Foundation
the Foundation for Polish Science
the Centre for High Throughput Screening Studies at IBCH PAS
Publisher
Springer Science and Business Media LLC