35350-43-7Relevant articles and documents
Catalytic antioxidant activity of bis-aniline-derived diselenides as GPx mimics
Barbosa, Flavio A. R.,Bettanin, Luana,Botteselle, Giancarlo V.,Braga, Antonio L.,Canto, R?mulo F. S.,Ciancaleoni, Gianluca,Domingos, Josiel B.,Elias, Welman C.,Gallardo, Hugo,Rafique, Jamal,Saba, Sumbal,Salin, Drielly N. O.
supporting information, (2021/08/06)
Herein, we describe a simple and efficient route to access aniline-derived diselenides and evaluate their antioxidant/GPx-mimetic properties. The diselenides were obtained in good yields via ipso-substitution/reduction from the readily available 2-nitroaromatic halides (Cl, Br, I). These diselenides present GPx-mimetic properties, showing better antioxidant activity than the standard GPx-mimetic compounds, ebselen and diphenyl diselenide. DFT analysis demonstrated that the electronic properties of the substituents determine the charge delocalization and the partial charge on selenium, which correlate with the catalytic performances. The amino group concurs in the stabilization of the selenolate intermediate through a hydrogen bond with the selenium.
Mechanistic Studies on the Anodic Functionalization of Alkenes Catalyzed by Diselenides
Wilken, Mona,Ortgies, Stefan,Breder, Alexander,Siewert, Inke
, p. 10901 - 10912 (2018/11/02)
Herein, we present a detailed kinetic and thermodynamic analysis of the anodic allylic esterification of alkenes as well as the bulk application of the anodic amination and esterification of nonactivated alkenes catalyzed by diselenides. The electrochemical study led to a comprehensive picture of the coupled electrochemical and chemical reaction steps. Cyclic voltammetry measurements are consistent with a bimolecular step after initial electrochemical 1e- oxidation of the diphenyl diselenide catalyst, 1a, and therefore we postulate a dimerization of the cation, which reacts very rapidly with the alkene, forming the addition product, i.e. the selenolactone 2a. Subsequent electrochemical oxidation of 2a occurs at a slightly higher potential than initial oxidation of 1a. The second oxidation is also followed by a bimolecular process and we hypothesize a dimerization of the cation, which finally eliminates 1a and protons in the rate-determining step, forming the product. Electrochemical analysis of various catalysts, i.e. nonsterically demanding diaryl diselenides with electron withdrawing and donating substituents, revealed that the oxidation potential of the catalyst and the intermediate can be readily tuned by the substituents, thus, prospectively allowing for a wide application of olefinic and nucleophilic substrates. The substituent pattern at the alkene has a smaller influence on the redox potential of the adduct. Controlled potential electrolysis experiments employing different nucleophiles proved that the reaction can be run electrochemically. The functionalization of unactivated alkenes with N- and O-nucleophiles was successfully demonstrated in several bulk electrolysis experiments, and the products were isolated in good yields.
Compound for treatment or prevention of breast cancer
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Paragraph 0059; 0060; 0063, (2018/02/04)
The invention discloses a compound for treatment or prevention of breast cancer, specifically a 2-phenyl benzoselenazole compound, its pharmaceutically acceptable salt and easily hydrolysable prodrug. The invention further discloses a pharmaceutical composition containing the compounds and use of the compound in preparation of drugs for treatment or prevention of breast cancer in mammals. The compound involved in the invention can effectively inhibit or reduce mammalian breast cancer cell growth or proliferation, at the same time, the compound has no inhibiting effect on the growth of partial test cells except for breast cancer cells and has good selectivity. The compound shows more obvious efficacy, high selectivity, low toxicity and small side effect. (formula of the compound).
