Fluorescence Quenching Studies on the Interactions between Chosen Fluoroquinolones and Selected Stable TEMPO and PROXYL Nitroxides
Abstract
:1. Introduction
2. Results and Discussion
3. Materials and Methods
4. Conclusions
Supplementary Materials
Author Contributions
Funding
Institutional Review Board Statement
Informed Consent Statement
Data Availability Statement
Conflicts of Interest
References
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Nitroxide Radical | Fluoroquinolone (Fluorescence Lifetime ± S.D.) | KD ± S.D. [mol−1·dm3] | R2 | kq ± S.D. [mol−1·dm3·s−1] |
---|---|---|---|---|
TEMPO | Enrofloxacin (1.95 ± 0.02 ns) | 48.32 ± 1.01 | 0.998 | (2.48 ± 0.08) × 1010 |
4-methoxy-TEMPO | 40.29 ± 0.24 | 1.000 | (2.07 ± 0.03) × 1010 | |
4-hydroxy-TEMPO | 66.92 ± 1.62 | 0.998 | (3.43 ± 0.12) × 1010 | |
4-oxo-TEMPO | 24.71 ± 0.54 | 0.998 | (1.27 ± 0.04) × 1010 | |
4-acetamido-TEMPO | 56.48 ± 0.34 | 1.000 | (2.90 ± 0.05) × 1010 | |
4-carboxy-TEMPO | 27.33 ± 0.24 | 1.000 | (1.40 ± 0.03) × 1010 | |
3-carboxy-PROXYL | 29.52 ± 0.14 | 1.000 | (1.51 ± 0.02) × 1010 | |
3-carbamoyl-PROXYL | 47.75 ± 1.93 | 0.994 | (2.45 ± 0.12) × 1010 | |
3-carbamoyl-PROXYL (MeOH) | 49.26 ± 0.92 | 0.999 | (2.53 ± 0.07) × 1010 | |
TEMPO methacrylate | 21.03 ± 1.18 | 0.988 | (1.08 ± 0.07) × 1010 | |
TEMPO | Ciprofloxacin (1.54 ± 0.01 ns) | 18.93 ± 1.90 | 0.961 | (1.23 ± 0.13) × 1010 |
4-methoxy-TEMPO | 25.50 ± 1.02 | 0.994 | (1.66 ± 0.08) × 1010 | |
4-hydroxy-TEMPO | 26.60 ± 1.70 | 0.984 | (1.73 ± 0.12) × 1010 | |
4-oxo-TEMPO | 31.73 ± 1.45 | 0.992 | (2.06 ± 0.11) × 1010 | |
4-acetamido-TEMPO | 13.07 ± 0.51 | 0.994 | (8.49 ± 0.39) × 109 | |
4-carboxy-TEMPO | 20.02 ± 0.88 | 0.992 | (1.30 ± 0.07) × 1010 | |
3-carboxy-PROXYL | 23.10 ± 0.62 | 0.997 | (1.50 ± 0.05) × 1010 | |
3-carbamoyl-PROXYL | 4.11 ± 0.13 | 0.996 | (2.67 ± 0.10) × 109 | |
3-carbamoyl-PROXYL (MeOH) | 4.15 ± 0.18 | 0.993 | (2.69 ± 0.13) × 109 | |
TEMPO methacrylate | 64.30 ± 3.35 | 0.989 | (4.18 ± 0.24) × 1010 | |
TEMPO | Danofloxacin (5.97 ± 0.05 ns) | 52.94 ± 1.67 | 0.996 | (8.87 ± 0.35) × 109 |
4-methoxy-TEMPO | 57.51 ± 1.81 | 0.996 | (9.63 ± 0.38) × 109 | |
4-hydroxy-TEMPO | 127.3 ± 0.3 | 1.000 | (2.13 ± 0.02) × 1010 | |
4-oxo-TEMPO | 47.77 ± 2.35 | 0.990 | (8.00 ± 0.46) × 109 | |
4-acetamido-TEMPO | 106.6 ± 1.5 | 0.999 | (1.79 ± 0.04) × 1010 | |
4-carboxy-TEMPO | 48.96 ± 0.66 | 0.999 | (8.20 ± 0.18) × 109 | |
3-carboxy-PROXYL | 51.46 ± 0.47 | 1.000 | (8.62 ± 0.15) × 109 | |
3-carbamoyl-PROXYL | 68.56 ± 1.89 | 0.997 | (1.15 ± 0.04) × 1010 | |
3-carbamoyl-PROXYL (MeOH) | 84.70 ± 2.50 | 0.996 | (1.42 ± 0.05) × 1010 | |
TEMPO methacrylate | 22.00 ± 1.86 | 0.972 | (3.69 ± 0.34) × 109 | |
TEMPO | Marbofloxacin (3.54 ± 0.02 ns) | 24.58 ± 0.65 | 0.997 | (6.94 ± 0.22) × 109 |
4-methoxy-TEMPO | 47.07 ± 2.84 | 0.986 | (1.33 ± 0.09) × 1010 | |
4-hydroxy-TEMPO | 31.86 ± 0.82 | 0.997 | (9.00 ± 0.28) × 109 | |
4-oxo-TEMPO | 61.13 ± 1.58 | 0.997 | (1.73 ± 0.05) × 1010 | |
4-acetamido-TEMPO | 15.86 ± 0.83 | 0.989 | (4.48 ± 0.26) × 109 | |
4-carboxy-TEMPO | 21.92 ± 0.68 | 0.996 | (6.19 ± 0.23) × 109 | |
3-carboxy-PROXYL | 24.05 ± 2.09 | 0.971 | (6.79 ± 0.63) × 109 | |
3-carbamoyl-PROXYL | 9.13 ± 1.07 | 0.948 | (2.58 ± 0.32) × 109 | |
3-carbamoyl-PROXYL (MeOH) | 19.85 ± 1.14 | 0.987 | (5.61 ± 0.35) × 109 | |
TEMPO methacrylate | 74.23 ± 2.31 | 0.996 | (2.10 ± 0.08) × 1010 | |
TEMPO | Norfloxacin(1.62 ± 0.02 ns) | 29.56 ± 1.22 | 0.993 | (1.82 ± 0.10) × 1010 |
4-methoxy-TEMPO | 31.24 ± 1.12 | 0.995 | (1.93 ± 0.09) × 1010 | |
4-hydroxy-TEMPO | 10.81 ± 0.21 | 0.998 | (6.67 ± 0.21) × 109 | |
4-oxo-TEMPO | 35.47 ± 0.97 | 0.997 | (2.19 ± 0.09) × 1010 | |
4-acetamido-TEMPO | 13.57 ± 0.87 | 0.984 | (8.38 ± 0.64) × 109 | |
4-carboxy-TEMPO | 33.06 ± 0.39 | 0.999 | (2.04 ± 0.05) × 1010 | |
3-carboxy-PROXYL | 34.46 ± 1.33 | 0.994 | (2.13 ± 0.11) × 1010 | |
3-carbamoyl-PROXYL | 16.54 ± 0.74 | 0.992 | (1.02 ± 0.06) × 1010 | |
3-carbamoyl-PROXYL (MeOH) | 29.20 ± 0.54 | 0.999 | (1.80 ± 0.06) × 1010 | |
TEMPO methacrylate | 39.74 ± 1.52 | 0.994 | (2.45 ± 0.12) × 1010 | |
TEMPO | Levofloxacin(7.10 ± 0.06 ns) | 41.65 ± 1.34 | 0.996 | (5.87 ± 0.24) × 109 |
4-methoxy-TEMPO | 45.11 ± 1.65 | 0.995 | (6.35 ± 0.29) × 109 | |
4-hydroxy-TEMPO | 22.12 ± 0.67 | 0.996 | (3.12 ± 0.12) × 109 | |
4-oxo-TEMPO | 57.08 ± 1.78 | 0.996 | (8.04 ± 0.32) × 109 | |
4-acetamido-TEMPO | 12.24 ± 1.03 | 0.978 | (1.72 ± 0.16) × 109 | |
4-carboxy-TEMPO | 28.40 ± 0.50 | 0.999 | (4.00 ± 0.10) × 109 | |
3-carboxy-PROXYL | 31.78 ± 0.18 | 1.000 | (4.48 ± 0.06) × 109 | |
3-carbamoyl-PROXYL | 28.62 ± 0.64 | 0.998 | (4.03 ± 0.12) × 109 | |
3-carbamoyl-PROXYL (MeOH) | 30.64 ± 1.30 | 0.993 | (4.32 ± 0.22) × 109 | |
TEMPO methacrylate | 49.06 ± 1.15 | 0.998 | (6.91 ± 0.22) × 109 | |
TEMPO | Ofloxacin(7.01 ± 0.05 ns) | 43.74 ± 0.81 | 0.999 | (6.24 ± 0.16) × 109 |
4-methoxy-TEMPO | 46.56 ± 1.45 | 0.996 | (6.64 ± 0.25) × 109 | |
4-hydroxy-TEMPO | 21.33 ± 0.51 | 0.998 | (3.04 ± 0.09) × 109 | |
4-oxo-TEMPO | 55.53 ± 2.27 | 0.993 | (7.92 ± 0.38) × 109 | |
4-acetamido-TEMPO | 27.10 ± 0.81 | 0.996 | (3.87 ± 0.14) × 109 | |
4-carboxy-TEMPO | 28.11 ± 0.68 | 0.998 | (4.00 ± 0.13) × 109 | |
3-carboxy-PROXYL | 32.45 ± 0.36 | 1.000 | (4.63 ± 0.08) × 109 | |
3-carbamoyl-PROXYL | 25.35 ± 1.27 | 0.990 | (3.62 ± 0.21) × 109 | |
3-carbamoyl-PROXYL (MeOH) | 27.90 ± 1.07 | 0.994 | (3.98 ± 0.18) × 109 | |
TEMPO methacrylate | 61.78 ± 2.26 | 0.995 | (8.81 ± 0.39) × 109 |
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Żamojć, K.; Bylińska, I.; Wiczk, W.; Chmurzyński, L. Fluorescence Quenching Studies on the Interactions between Chosen Fluoroquinolones and Selected Stable TEMPO and PROXYL Nitroxides. Int. J. Mol. Sci. 2021, 22, 885. https://doi.org/10.3390/ijms22020885
Żamojć K, Bylińska I, Wiczk W, Chmurzyński L. Fluorescence Quenching Studies on the Interactions between Chosen Fluoroquinolones and Selected Stable TEMPO and PROXYL Nitroxides. International Journal of Molecular Sciences. 2021; 22(2):885. https://doi.org/10.3390/ijms22020885
Chicago/Turabian StyleŻamojć, Krzysztof, Irena Bylińska, Wiesław Wiczk, and Lech Chmurzyński. 2021. "Fluorescence Quenching Studies on the Interactions between Chosen Fluoroquinolones and Selected Stable TEMPO and PROXYL Nitroxides" International Journal of Molecular Sciences 22, no. 2: 885. https://doi.org/10.3390/ijms22020885