Luminescent iridium(iii) dipyrrinato complexes: synthesis, X-ray structures, and DFT and photocytotoxicity studies of glycosylated derivatives

Abstract

A series of luminescent Ir(III) dipyrrinato complexes were synthesized having various aromatic chromophores on the C-5 position of dipyrrin ligand. The presence of different chromophores on the Ir(III) dipyrrinato complexes...

Antitumor effects of new glycoconjugated PtII agents dual-targeting GLUT1 and Pgp proteins

“…When the newly generated DCFH is combined with ROS in the cell, it will be oxidized into 2,7-dichlorofluorescein (DCF) with high fluorescence. 47,48 As shown in Fig. 6, the ROS levels in the A549 cells showed a dose-dependent increase as the concentrations of 2 were increased from 0 to 12.5 μM, and the intracellular ROS production after treatment of 2 may induce A549 cell apoptosis.…”

Molecularly Engineered Room-Temperature Phosphorescence for Biomedical Application: From the Visible toward Second Near-Infrared Window

“…Compared with the aforementioned charged Ir(III) complexes emitting efficient NIR-I phosphorescence (Figures 31 and 32), there has been a tremendous effort toward the design and preparation of neutral Ir(III) complexes, which are believed to possess minimal dark toxicity. 457−459 In a recent study, Manav et al 290 synthesized two typical glycosylated (such as glucose and galactose) neutral Ir(III) complexes (Figure 33a), generating bright room-temperature phosphor- In this regard, the design and fabrication of high-efficiency singlet oxygen photosensitizers, which could functionally target specific cellular organelles, constitute a pertinent endeavor to optimize their biological activities against cancer cells. 463 Apart from Ir(III) complexes, photosensitizers based on other types of metal complexes with intense NIR-I phosphorescence have also been proposed for tumor-selective imaging and therapy.…”

“…The cyclometalated Ir(III) complexes were highly luminescent in deaerated solution and showed a bimodal emission pattern (maximum peaks at 728 and 800 nm) in the NIR-I optical region. Very currently, by introducing significant charge transfer between the dipyrrin ligand and cyclometalated octahedral Ir(III) unit, the emission maxima of Ir(III) complexes can be tuned at approximately 827 nm, 290 falling in the first window (700−950 nm) of transparency of biological tissues. 291−293 The emission peak of room-temperature phosphorescence, if it can be further red-shifted in the biological windows of transparency, is of particular interest for highly selective and sensitive imaging in living systems.…”

“…The cyclometalated Ir­(III) complexes were highly luminescent in deaerated solution and showed a bimodal emission pattern (maximum peaks at 728 and 800 nm) in the NIR-I optical region. Very currently, by introducing significant charge transfer between the dipyrrin ligand and cyclometalated octahedral Ir­(III) unit, the emission maxima of Ir­(III) complexes can be tuned at approximately 827 nm, falling in the first window (700–950 nm) of transparency of biological tissues. − …”

“…Compared with the aforementioned charged Ir­(III) complexes emitting efficient NIR-I phosphorescence (Figures and ), there has been a tremendous effort toward the design and preparation of neutral Ir­(III) complexes, which are believed to possess minimal dark toxicity. − In a recent study, Manav et al synthesized two typical glycosylated (such as glucose and galactose) neutral Ir­(III) complexes (Figure a), generating bright room-temperature phosphorescence in the red and NIR-I spectral windows (680–900 nm). Both neutral Ir­(III) complexes had negligible dark cellular toxicity.…”