528-71-2Relevant articles and documents
Electrochemical Properties of Hydroxyphenazine-Coated Electrodes
Haas, Otto,Zumbrunnen, Hans-Rudolf
, p. 854 - 863 (1981)
Glass carbon and gold electrodes were coated with 1-hydroxyphenazine, and the electrochemical properties of these electrodes were tested using them as a rotating disc electrode to reduce Ru(bipy)33+, Fe3+, quinoxaline, O2, and to oxidize Eu2+.The fixed redox couple can be reversibly reduced and oxidized, and acts as an intermediate medium for the electron transfer.For example the Ru(bipy)33+ (E1/2= 1010 mV vs.SCE. (saturated calomel electrode) on a glassy carbon electrode in 1M H2SO4) is only reduced at 50 mV, whereas the oxidation of Eu2+( E1/2= -460 mV vs.SCE. on a Hg-electrode in 1M HCl) takes place at -100 mV.The heterogeneous rate constant depends on the second order reaction between the attached coating and the redox couple in solution.Depending on this rate constant, selectivity of the electrode is observed.
Design, synthesis and biological evaluations of diverse Michael acceptor-based phenazine hybrid molecules as TrxR1 inhibitors
Zhong, Yucheng,Liu, Jing,Cheng, Xiangyu,Zhang, Hao,Zhang, Chunhua,Xia, Zhuolu,Wu, Zhongxi,Zhang, Lu,Zheng, Yuting,Gao, Zhanyu,Jiang, Zhidong,Wang, Zhixiang,Huang, Dechun,Lu, Yuanyuan,Jiang, Feng
, (2021/03/01)
A series of novel phenazine derivatives (1~27) containing the Michael acceptor scaffolds were designed and synthesized in this study. Some compounds exhibited selective cytotoxicity against Bel-7402 cancer cell line in vitro, in which compound 26 were found to have the best antiproliferative activity. Meanwhile, compound 26 showed no obvious cell toxicity against human normal liver epithelial L02 cells, which means this compound possessed a better safety potential. In the following research, compound 26 was verified to inhibit TrxR1 enzyme activity, ultimately resulting in cellular molecular mechanism events of apoptosis including growth of intracellular ROS level, depletion of reduced Trx1, liberation of ASK1 and up-regulation of p38, respectively. Together, all these evidences implicated that compound 26 acted as the TrxR1 inhibitor against Bel-7402 cells, and could activate apoptosis through the ROS-Trx-ASK1-p38 pathway.
Synthesis of phenazines from ortho-bromo azo compounds via sequential Buchwald-Hartwig amination under micellar conditions and acid promoted cyclization
Yousif, Dawod,Monti, Mauro,Papagni, Antonio,Vaghi, Luca
supporting information, (2020/10/19)
Non-symmetric phenazines were synthesized via the Buchwald-Hartwig amination of ortho-bromoazobenzenes with anilines under micellar conditions, using the commercially available surfactant Kolliphor EL in water, followed by an acid-promoted 6π-electrocyclization-aromatization process. Two different synthetic pathways to obtain the ortho-bromo azo intermediates were explored, namely the palladium catalysed selective ortho bromination of azobenzenes and the diazo coupling of ortho-bromo diazonium salts with N,N-dimethylaniline, imidazole, phenol, sodium methanesulfinate and ethyl chloroformate.