Journal: Molecules (Basel, Switzerland)

Article Title: Modulating the Luminescence, Photosensitizing Properties, and Mitochondria-Targeting Ability of D-π-A-Structured Dihydrodibenzo[ a , c ]phenazines.

doi: 10.3390/molecules28176392

Figure Lengend Snippet: Scheme 2. (A) Structures of the pyridinium-DPAC adducts DPAC-PyPF6 and DPAC-D-PyPF6, and their corresponding control compounds DPAC-Py and DPAC-D-Py. (B) Schematic illustration of the mechanism of the ROS generation of these DPAC derivatives under light irradiation, where diagrams (i,ii) represent the excited-state photophysical processes of DPAC-Py/DPAC-D-Py and DPAC-PyPF6/DPAC-D-PyPF6, respectively.

Article Snippet: The X-ray crystallographic measurements of DPAC-Py and DPAC-PyPF6 were carried out on Bruker D8 Venture (Bruker Technology GmbH, Karlsruhe, Baden-Württemberg, Germany), with the MoKα (λ = 0.71073 Å) and CuKα (λ = 1.54178 Å) as radiation source for DPAC-Py and DPAC-PyPF6, respectively.

Techniques: Control, Irradiation

Journal: Molecules (Basel, Switzerland)

Article Title: Modulating the Luminescence, Photosensitizing Properties, and Mitochondria-Targeting Ability of D-π-A-Structured Dihydrodibenzo[ a , c ]phenazines.

doi: 10.3390/molecules28176392

Figure Lengend Snippet: Figure 1. The UV-Vis and fluorescence spectra of (A,E) DPAC-Py, (B,F) DPAC-PyPF6, (C,G) DPAC-D- Py and (D,H) DPAC-D-PyPF6 in different solvents, c = 10 µM.

Article Snippet: The X-ray crystallographic measurements of DPAC-Py and DPAC-PyPF6 were carried out on Bruker D8 Venture (Bruker Technology GmbH, Karlsruhe, Baden-Württemberg, Germany), with the MoKα (λ = 0.71073 Å) and CuKα (λ = 1.54178 Å) as radiation source for DPAC-Py and DPAC-PyPF6, respectively.

Techniques:

Journal: Molecules (Basel, Switzerland)

Article Title: Modulating the Luminescence, Photosensitizing Properties, and Mitochondria-Targeting Ability of D-π-A-Structured Dihydrodibenzo[ a , c ]phenazines.

doi: 10.3390/molecules28176392

Figure Lengend Snippet: Figure 2. The fluorescence spectra of (A) DPAC-Py, (B) DPAC-PyPF6, (C) DPAC-D-Py and (D) DPAC-D-PyPF6 in the THF/water mixtures with different f ws at room temperature, c = 10 µM, λex,A = 365 nm, λex,B = 409 nm, λex,C = 367 nm, λex,D = 450 nm. The corresponding plots of the emission enhancement (I/I0) versus f ws in the (E) THF/water, and (F) DMSO/water mixtures, respectively.

Article Snippet: The X-ray crystallographic measurements of DPAC-Py and DPAC-PyPF6 were carried out on Bruker D8 Venture (Bruker Technology GmbH, Karlsruhe, Baden-Württemberg, Germany), with the MoKα (λ = 0.71073 Å) and CuKα (λ = 1.54178 Å) as radiation source for DPAC-Py and DPAC-PyPF6, respectively.

Techniques:

Journal: Molecules (Basel, Switzerland)

Article Title: Modulating the Luminescence, Photosensitizing Properties, and Mitochondria-Targeting Ability of D-π-A-Structured Dihydrodibenzo[ a , c ]phenazines.

doi: 10.3390/molecules28176392

Figure Lengend Snippet: Figure 3. The FL spectra of (A) DPAC-Py and (B) DPAC-PyPF6 as film, powder, and single crystal, (C) DPAC-D-Py and (D) DPAC-D-PyPF6 as film and powder, λex,A = 365 nm, λex,B = 401 nm, λex,C = 370 nm, λex,D = 450 nm. Insets: The photographs of the single crystals of DPAC-Py and DPAC-PyPF6 taken under daylight (left) and UV illumination (right). (E) The photographs of DPAC-Py, DPAC-PyPF6, DPAC-D-Py, and DPAC-D-PyPF6 in the powder and film states taken under daylight and UV light.

Article Snippet: The X-ray crystallographic measurements of DPAC-Py and DPAC-PyPF6 were carried out on Bruker D8 Venture (Bruker Technology GmbH, Karlsruhe, Baden-Württemberg, Germany), with the MoKα (λ = 0.71073 Å) and CuKα (λ = 1.54178 Å) as radiation source for DPAC-Py and DPAC-PyPF6, respectively.

Techniques:

Journal: Molecules (Basel, Switzerland)

Article Title: Modulating the Luminescence, Photosensitizing Properties, and Mitochondria-Targeting Ability of D-π-A-Structured Dihydrodibenzo[ a , c ]phenazines.

doi: 10.3390/molecules28176392

Figure Lengend Snippet: Figure 4. (A) HOMO and LUMO and (B) the singlet (S1)-, triplet (T1)-state energy levels, and the energy gap between S1 and T1 (∆EST) of DPAC-Py, DPAC-PyPF6, DPAC-D-Py, and DPAC-D-PyPF6, respectively, obtained from the DFT calculations.

Article Snippet: The X-ray crystallographic measurements of DPAC-Py and DPAC-PyPF6 were carried out on Bruker D8 Venture (Bruker Technology GmbH, Karlsruhe, Baden-Württemberg, Germany), with the MoKα (λ = 0.71073 Å) and CuKα (λ = 1.54178 Å) as radiation source for DPAC-Py and DPAC-PyPF6, respectively.

Techniques:

Journal: Molecules (Basel, Switzerland)

Article Title: Modulating the Luminescence, Photosensitizing Properties, and Mitochondria-Targeting Ability of D-π-A-Structured Dihydrodibenzo[ a , c ]phenazines.

doi: 10.3390/molecules28176392

Figure Lengend Snippet: Figure 5. (A) The decomposition rates of ABDA only and when ABDA (50 mM) coexists with DPAC-Py, DPAC-D-Py, DPAC-PyPF6, DPAC-D-PyPF6 (10 mM) or Rose Bengal (10 mM) in the aqueous solution (containing 1% DMSO) under white-light irradiation (10 mW/cm2). Rates of ABDA decomposition when the ABDA (50 mM) coexists with (B) DPAC-PyPF6 (10 mM) or (C) DPAC-D-PyPF6 (10 mM) in the DMSO/water mixtures with different water fractions under white- light irradiation (10 mW/cm2). A0 and A are the absorbance of ABDA at 378 nm before and after white-light irradiation, respectively. The mitochondria-targeting ability of (D) DPAC-PyPF6 and (E) DPAC-D-PyPF6 in HeLa cells. λex,DPAC-PyPF6 = 404 nm, λem,DPAC-PyPF6 = 570–620 nm, λex,MTG = 488 nm, λem,MTG = 500–549 nm. λex,DPAC-D-PyPF6 = 404 nm, λem,DPAC-D-PyPF6 = 650–700 nm λex,MTR = 561 nm, λem,MTR = 570–620 nm. [probe] = 5 µM, [MitoTracker] = 250 nM, Scale bar: 10 µm.

Article Snippet: The X-ray crystallographic measurements of DPAC-Py and DPAC-PyPF6 were carried out on Bruker D8 Venture (Bruker Technology GmbH, Karlsruhe, Baden-Württemberg, Germany), with the MoKα (λ = 0.71073 Å) and CuKα (λ = 1.54178 Å) as radiation source for DPAC-Py and DPAC-PyPF6, respectively.

Techniques: Irradiation

Journal: Molecules (Basel, Switzerland)

Article Title: Modulating the Luminescence, Photosensitizing Properties, and Mitochondria-Targeting Ability of D-π-A-Structured Dihydrodibenzo[ a , c ]phenazines.

doi: 10.3390/molecules28176392

Figure Lengend Snippet: Figure 6. Viability of HeLa cells treated with different concentrations of (A) DPAC-PyPF6 or (B) DPAC-D-PyPF6 with and without white-light irradiation (72 mW/cm2) for 0.5 h and further incubated for 4 h in dark.

Article Snippet: The X-ray crystallographic measurements of DPAC-Py and DPAC-PyPF6 were carried out on Bruker D8 Venture (Bruker Technology GmbH, Karlsruhe, Baden-Württemberg, Germany), with the MoKα (λ = 0.71073 Å) and CuKα (λ = 1.54178 Å) as radiation source for DPAC-Py and DPAC-PyPF6, respectively.

Techniques: Irradiation, Incubation

Journal: Molecules

Article Title: Modulating the Luminescence, Photosensitizing Properties, and Mitochondria-Targeting Ability of D-π-A-Structured Dihydrodibenzo[ a , c ]phenazines

doi: 10.3390/molecules28176392

Figure Lengend Snippet: ( A ) Structures of the pyridinium-DPAC adducts DPAC-PyPF 6 and DPAC-D-PyPF 6 , and their corresponding control compounds DPAC-Py and DPAC-D-Py. ( B ) Schematic illustration of the mechanism of the ROS generation of these DPAC derivatives under light irradiation, where diagrams ( i , ii ) represent the excited-state photophysical processes of DPAC-Py/DPAC-D-Py and DPAC-PyPF 6 /DPAC-D-PyPF 6 , respectively.

Article Snippet: The X-ray crystallographic measurements of DPAC-Py and DPAC-PyPF 6 were carried out on Bruker D8 Venture (Bruker Technology GmbH, Karlsruhe, Baden-Württemberg, Germany), with the MoK α ( λ = 0.71073 Å) and CuK α ( λ = 1.54178 Å) as radiation source for DPAC-Py and DPAC-PyPF 6 , respectively.

Techniques: Control, Irradiation

Journal: Molecules

Article Title: Modulating the Luminescence, Photosensitizing Properties, and Mitochondria-Targeting Ability of D-π-A-Structured Dihydrodibenzo[ a , c ]phenazines

doi: 10.3390/molecules28176392

Figure Lengend Snippet: The UV-Vis and fluorescence spectra of ( A , E ) DPAC-Py, ( B , F ) DPAC-PyPF 6 , ( C , G ) DPAC-D-Py and ( D , H ) DPAC-D-PyPF 6 in different solvents, c = 10 μM.

Article Snippet: The X-ray crystallographic measurements of DPAC-Py and DPAC-PyPF 6 were carried out on Bruker D8 Venture (Bruker Technology GmbH, Karlsruhe, Baden-Württemberg, Germany), with the MoK α ( λ = 0.71073 Å) and CuK α ( λ = 1.54178 Å) as radiation source for DPAC-Py and DPAC-PyPF 6 , respectively.

Techniques: Fluorescence

Journal: Molecules

Article Title: Modulating the Luminescence, Photosensitizing Properties, and Mitochondria-Targeting Ability of D-π-A-Structured Dihydrodibenzo[ a , c ]phenazines

doi: 10.3390/molecules28176392

Figure Lengend Snippet: The fluorescence spectra of ( A ) DPAC-Py, ( B ) DPAC-PyPF 6 , ( C ) DPAC-D-Py and ( D ) DPAC-D-PyPF 6 in the THF/water mixtures with different f w s at room temperature, c = 10 μM, λ ex,A = 365 nm, λ ex,B = 409 nm, λ ex,C = 367 nm, λ ex,D = 450 nm. The corresponding plots of the emission enhancement ( I / I 0 ) versus f w s in the ( E ) THF/water, and ( F ) DMSO/water mixtures, respectively.

Article Snippet: The X-ray crystallographic measurements of DPAC-Py and DPAC-PyPF 6 were carried out on Bruker D8 Venture (Bruker Technology GmbH, Karlsruhe, Baden-Württemberg, Germany), with the MoK α ( λ = 0.71073 Å) and CuK α ( λ = 1.54178 Å) as radiation source for DPAC-Py and DPAC-PyPF 6 , respectively.

Techniques: Fluorescence

Journal: Molecules

Article Title: Modulating the Luminescence, Photosensitizing Properties, and Mitochondria-Targeting Ability of D-π-A-Structured Dihydrodibenzo[ a , c ]phenazines

doi: 10.3390/molecules28176392

Figure Lengend Snippet: The FL spectra of ( A ) DPAC-Py and ( B ) DPAC-PyPF 6 as film, powder, and single crystal, ( C ) DPAC-D-Py and ( D ) DPAC-D-PyPF 6 as film and powder, λ ex,A = 365 nm, λ ex,B = 401 nm, λ ex,C = 370 nm, λ ex,D = 450 nm. Insets: The photographs of the single crystals of DPAC-Py and DPAC-PyPF 6 taken under daylight (left) and UV illumination (right). ( E ) The photographs of DPAC-Py, DPAC-PyPF 6 , DPAC-D-Py, and DPAC-D-PyPF 6 in the powder and film states taken under daylight and UV light.

Article Snippet: The X-ray crystallographic measurements of DPAC-Py and DPAC-PyPF 6 were carried out on Bruker D8 Venture (Bruker Technology GmbH, Karlsruhe, Baden-Württemberg, Germany), with the MoK α ( λ = 0.71073 Å) and CuK α ( λ = 1.54178 Å) as radiation source for DPAC-Py and DPAC-PyPF 6 , respectively.

Techniques:

Journal: Molecules

Article Title: Modulating the Luminescence, Photosensitizing Properties, and Mitochondria-Targeting Ability of D-π-A-Structured Dihydrodibenzo[ a , c ]phenazines

doi: 10.3390/molecules28176392

Figure Lengend Snippet: ( A ) HOMO and LUMO and ( B ) the singlet ( S 1 )-, triplet ( T 1 )-state energy levels, and the energy gap between S 1 and T 1 (Δ E ST ) of DPAC-Py, DPAC-PyPF 6 , DPAC-D-Py, and DPAC-D-PyPF 6 , respectively, obtained from the DFT calculations.

Article Snippet: The X-ray crystallographic measurements of DPAC-Py and DPAC-PyPF 6 were carried out on Bruker D8 Venture (Bruker Technology GmbH, Karlsruhe, Baden-Württemberg, Germany), with the MoK α ( λ = 0.71073 Å) and CuK α ( λ = 1.54178 Å) as radiation source for DPAC-Py and DPAC-PyPF 6 , respectively.

Techniques:

Journal: Molecules

Article Title: Modulating the Luminescence, Photosensitizing Properties, and Mitochondria-Targeting Ability of D-π-A-Structured Dihydrodibenzo[ a , c ]phenazines

doi: 10.3390/molecules28176392

Figure Lengend Snippet: ( A ) The decomposition rates of ABDA only and when ABDA (50 mM) coexists with DPAC-Py, DPAC-D-Py, DPAC-PyPF 6 , DPAC-D-PyPF 6 (10 mM) or Rose Bengal (10 mM) in the aqueous solution (containing 1% DMSO) under white-light irradiation (10 mW/cm 2 ). Rates of ABDA decomposition when the ABDA (50 mM) coexists with ( B ) DPAC-PyPF 6 (10 mM) or ( C ) DPAC-D-PyPF 6 (10 mM) in the DMSO/water mixtures with different water fractions under white-light irradiation (10 mW/cm 2 ). A 0 and A are the absorbance of ABDA at 378 nm before and after white-light irradiation, respectively. The mitochondria-targeting ability of ( D ) DPAC-PyPF 6 and ( E ) DPAC-D-PyPF 6 in HeLa cells. λ ex,DPAC-PyPF6 = 404 nm, λ em,DPAC-PyPF6 = 570–620 nm, λ ex,MTG = 488 nm, λ em,MTG = 500–549 nm. λ ex,DPAC-D-PyPF6 = 404 nm, λ em,DPAC-D-PyPF6 = 650–700 nm λ ex,MTR = 561 nm, λ em,MTR = 570–620 nm. [probe] = 5 μM, [MitoTracker] = 250 nM, Scale bar: 10 μm.

Article Snippet: The X-ray crystallographic measurements of DPAC-Py and DPAC-PyPF 6 were carried out on Bruker D8 Venture (Bruker Technology GmbH, Karlsruhe, Baden-Württemberg, Germany), with the MoK α ( λ = 0.71073 Å) and CuK α ( λ = 1.54178 Å) as radiation source for DPAC-Py and DPAC-PyPF 6 , respectively.

Techniques: Irradiation

Journal: Molecules

Article Title: Modulating the Luminescence, Photosensitizing Properties, and Mitochondria-Targeting Ability of D-π-A-Structured Dihydrodibenzo[ a , c ]phenazines

doi: 10.3390/molecules28176392

Figure Lengend Snippet: Viability of HeLa cells treated with different concentrations of ( A ) DPAC-PyPF 6 or ( B ) DPAC-D-PyPF 6 with and without white-light irradiation (72 mW/cm 2 ) for 0.5 h and further incubated for 4 h in dark.

Article Snippet: The X-ray crystallographic measurements of DPAC-Py and DPAC-PyPF 6 were carried out on Bruker D8 Venture (Bruker Technology GmbH, Karlsruhe, Baden-Württemberg, Germany), with the MoK α ( λ = 0.71073 Å) and CuK α ( λ = 1.54178 Å) as radiation source for DPAC-Py and DPAC-PyPF 6 , respectively.

Techniques: Irradiation, Incubation