The One-Electron Reduction Potential of 3-Amino-1, 2, 4-benzotriazine 1, 4-dioxide (Tirapazamine): A Hypoxia-Selective Bioreductive Drug

1996 ◽  
Vol 25 (5) ◽  
pp. 393-399 ◽  
Author(s):  
K. Indira Priyadarsini ◽  
Michael Tracy ◽  
Peter Wardman
Keyword(s):  
Reduction Potential ◽  
Electron Reduction ◽  
The One

scholarly journals One-Electron Reduction Potentials: Calibration of Theoretical Protocols for Morita–Baylis–Hillman Nitroaromatic Compounds in Aprotic Media

Molecules ◽  
2018 ◽  
Vol 23 (9) ◽  
pp. 2129 ◽  
Author(s):  
Amauri Francisco da Silva ◽  
Antonio João da Silva Filho ◽  
Mário Vasconcellos ◽  
Otávio Luís de Santana
Keyword(s):  
Cyclic Voltammetry ◽  
Biological Activity ◽  
Chemical Structure ◽  
Reduction Potential ◽  
Chemical Reactivity ◽  
Nitroaromatic Compounds ◽  
Reduction Potentials ◽  
Electron Reduction ◽  
The One ◽  
Antileishmanial Activities

Nitroaromatic compounds—adducts of Morita–Baylis–Hillman (MBHA) reaction—have been applied in the treatment of malaria, leishmaniasis, and Chagas disease. The biological activity of these compounds is directly related to chemical reactivity in the environment, chemical structure of the compound, and reduction of the nitro group. Because of the last aspect, electrochemical methods are used to simulate the pharmacological activity of nitroaromatic compounds. In particular, previous studies have shown a correlation between the one-electron reduction potentials in aprotic medium (estimated by cyclic voltammetry) and antileishmanial activities (measured by the IC50) for a series of twelve MBHA. In the present work, two different computational protocols were calibrated to simulate the reduction potentials for this series of molecules with the aim of supporting the molecular modeling of new pharmacological compounds from the prediction of their reduction potentials. The results showed that it was possible to predict the experimental reduction potential for the calibration set with mean absolute errors of less than 25 mV (about 0.6 kcal·mol−1).

Electrochemical properties and catalytic reactivity of cobalt complexes with redox-active meso-substituted porphycene ligands

2020 ◽  
Vol 24 (01n03) ◽  
pp. 90-97 ◽  
Author(s):  
Taro Koide ◽  
Zihan Zhou ◽  
Ning Xu ◽  
Yoshio Yano ◽  
Toshikazu Ono ◽  
...  
Keyword(s):  
Reduction Potential ◽  
Energy Levels ◽  
Cobalt Complexes ◽  
Alkyl Halides ◽  
Reduction Potentials ◽  
Positive Side ◽  
Redox Active ◽  
Catalytic Reactivity ◽  
Electron Reduction ◽  
The One

The cobalt complexes of meso-aryl substituted porphycenes were synthesized and characterized. The reduction potentials of the complexes were shifted to the positive side depending on the strength of the electron-withdrawing properties of the meso-substituents, while the optical properties, such as the absorption spectra of these complexes, were similar. This suggests that the energy levels of the molecular orbitals of the complexes were changed by the meso-substituents while the gaps of the orbitals were not significantly changed. The one-electron reduction of the complex did not afford the Co(I) species, but the ligand-reduced radical anion, which was characterized by electrospectrochemistry. The generated ligand-reduced species reacted with alkyl halides to form the Co(III)-alkyl complex. As a result, the reduction potential of the electrolytic reaction could be directly controlled by the substituents of the porphycene. The catalytic reaction with trichloromethylbenzene was also performed and it was found that the ratio of the obtained products was changed by the reduction potentials of the catalyst, [Formula: see text]. the cobalt porphycenes.

ChemInform Abstract: The One-Electron Reduction Potential of 4-Substituted Phenoxyl Radicals in Water.

ChemInform ◽  
1990 ◽  
Vol 21 (17) ◽  
Author(s):  
J. LIND ◽  
X. SHEN ◽  
T. E. ERIKSEN ◽  
G. MERENYI
Keyword(s):  
Reduction Potential ◽  
Phenoxyl Radicals ◽  
Electron Reduction ◽  
The One

The One-Electron Reduction Potential of Methionine-Containing Peptides Depends on the Sequence

2012 ◽  
Vol 116 (31) ◽  
pp. 9352-9362 ◽  
Author(s):  
Jacqueline Bergès ◽  
Pedro de Oliveira ◽  
Isabelle Fourré ◽  
Chantal Houée-Levin
Keyword(s):  
Reduction Potential ◽  
Electron Reduction ◽  
The One

scholarly journals Nitrotriazole- and Imidazole-Based Amides and Sulfonamides as Antitubercular Agents

2014 ◽  
Vol 58 (11) ◽  
pp. 6828-6836 ◽  
Author(s):  
Maria V. Papadopoulou ◽  
William D. Bloomer ◽  
Howard S. Rosenzweig ◽  
Alexander Arena ◽  
Francisco Arrieta ◽  
...  
Keyword(s):  
Reduction Potential ◽  
Inhibitory Concentration ◽  
Antitubercular Agents ◽  
Low Oxygen ◽  
Cell Viability Assay ◽  
Content Type ◽  
Viability Assay ◽  
Resistant Strains ◽  
Electron Reduction ◽  
The One

ABSTRACTTwenty-three 3-nitrotriazole-based and 2-nitroimidazole-based amides and sulfonamides were screened for antitubercular (anti-TB) activity in aerobicMycobacterium tuberculosisH37Rv by using the BacTiter-Glo (BTG) microbial cell viability assay. In general, 3-nitrotriazole-based sulfonamides demonstrated anti-TB activity, whereas 3-nitrotriazole-based amides and 2-nitroimidazole-based amides and sulfonamides were inactive. Three 3-nitrotriazole-based sulfonamides (compounds 4, 2, and 7) demonstrated 50% inhibitory concentration (IC50), IC90, and MIC values of 0.38, 0.43, and 1.56 μM (compound 4), 0.57, 0.98, and 3.13 μM (compound 2), and 0.79, 0.87, and 3.13 μM (compound 7), respectively. For 3-nitrotriazole-based sulfonamides, anti-TB activity increased with lipophilicity, whereas the one-electron reduction potential (E1/2) did not play a role. 2-Nitroimidazole-based analogs, which were inactive in the BTG assay, were significantly more active in the low-oxygen assay and more active than the 3-nitrotriazoles. All active nitrotriazoles in the BTG assay were similarly active or more potent (lower MIC values) against resistant strains, with the exception of compounds 2, 3, 4, and 8, which demonstrated greater MIC values against isoniazid-resistant strains. Five 3-nitrotriazole-based sulfonamides demonstrated activity in infected murine J774 macrophages, causing log reductions similar to those seen with rifampin. However, some compounds caused toxicity in uninfected macrophages. In conclusion, the classes of 3-nitrotriazole-based amides and sulfonamides merit further investigation as potential antitubercular agents.

The one-electron reduction potential of 4-substituted phenoxyl radicals in water

1990 ◽  
Vol 112 (2) ◽  
pp. 479-482 ◽  
Author(s):  
J. Lind ◽  
X. Shen ◽  
T. E. Eriksen ◽  
Gabor Merenyi
Keyword(s):  
Reduction Potential ◽  
Phenoxyl Radicals ◽  
Electron Reduction ◽  
The One
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