A novel series of 1-substituted phenazines - were designed and synthesized Palladium-catalyzed reactions from 1-phenazine trifluoromethanesulfonate. These phenazines showed antichlamydial activity with IC values from 1 to 10 μM. Among them, compounds and exhibited the best antichlamydial activity with IC values from 2.06 to 2.74 μM without apparent cytotoxicity to host cells.
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Synthesis of 1-substituted phenazines as novel antichlamydial agents.
J Asian Nat Prod Res
September 2022
School of Pharmacy, Nantong University, Nantong 226001, China.
A novel series of 1-substituted phenazines - were designed and synthesized Palladium-catalyzed reactions from 1-phenazine trifluoromethanesulfonate. These phenazines showed antichlamydial activity with IC values from 1 to 10 μM. Among them, compounds and exhibited the best antichlamydial activity with IC values from 2.
View Article and Find Full Text PDFElectrostatic and redox potential effects on the rat of electron-transfer reaction of nicotinamide adenine dinucleotides with 1-substituted 5-ethylphenazines.
Biochim Biophys Acta
June 1990
Department of Fermentation Technology, Faculty of Engineering, Osaka University, Japan.
The effects of redox potential and electric charge on the rate of electron-transfer reaction by a two-electron process were investigated. For electron donors, beta-NADH, beta-NADPH and alpha-NADH were used; they have similar structures but different charges and different redox potentials. For electron acceptors, the following 5-ethylphenazine derivatives were used: 1-(3-carboxypropyloxy)-5-ethylphenazine, 1-(3-ethoxycarbonylpropyloxy)-5-ethylphenazine, and 1-[N-(2-aminoethyl)carbamoylpropyloxy]-5-ethylphenazine.
View Article and Find Full Text PDFSynthesis and characterization of 1-substituted 5-alkylphenazine derivatives carrying functional groups.
Eur J Biochem
February 1989
Department of Fermentation Technology, Faculty of Engineering, Osaka University, Japan.
The following 1-substituted derivatives of 5-methylphenazine and 5-ethylphenazine were synthesized: 1-(3-carboxypropyloxy)-5-methylphenazine (1B), 1-(3-carboxypropyloxy)-5-ethylphenazine (2B), 1-(3-ethoxycarbonylpropyloxy)-5-ethylphenazine (2C) and 1-[N-(2-aminoethyl)carbamoylpropyloxy]-5-ethylphenazine (2D); their spectra, stability and reactivity as electron mediators were investigated, together with those of 5-methylphenazine (1A) and 5-ethylphenazine (2A). The 1-substituted derivatives are all insensitive to light and the derivatives of 5-ethylphenazine are more stable than those of 5-methylphenazine under neutral and alkaline conditions; 2B is the most stable of all the derivatives. The spectral properties of the decomposed compounds showed that photodecomposition of 1A and 2A is associated with hydroxylation at position 1, alkali decomposition of 1A and 1B with elimination of the 5-methyl group and alkali decomposition of 2A, 2B, and 2D with a ring-opening reaction.
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