Synthesis and Optical Properties of 2-(1H-Imidazo [4,5-] Phenazin-2-yl) Phenol Derivatives

Abstract

A convenient one-pot process to synthesize 2-(1H-imidazo[4,5-b]phenazin-2-yl) phenol derivatives 3a-e with substitute (s) X (X = H, CH3O, CH2OH, Cl, Br) via the reaction of 2-hydroxy aromatic aldehydes with phenazine-2,3-diamines in the presence of manganese(III) acetate at room temperature in 80-85% yield was developed. Meanwhile, the ultraviolet absorption and the fluorescent spectra of these o-hydroxy derivatives of 1H-imidazo[4,5-b] phenazin were measured in methanol. Compared with the dual emission characteristics of 2-(2-hydroxy-phenyl) benzimidazole derivatives, only one fluorescence band with a peak wavelength of 540nm was observed and that the Stokes shifts were around 136-140 nm for 3a-e.

Synthesis and biological activity of imidazole phenazine derivatives as potential inhibitors for NS2B-NS3 dengue protease

“…Imidazole phenazine derivatives was previously discovered as anticancer [ 28 ], antiproliferative [ 29 ], tuberculostatic [ 30 ] and chemsensor [ 31 ]. Amer et al were the first to report this ligand in 1999 [ 32 ], which was later characterized spectroscopically by Lei and co-workers in 2011 with substituents varied on the terminal benzene ring [ 33 ]. In this article, we report the synthesis of imidazole phenazine derivatives, biological evaluation and in silico study on DENV2 NS2B-NS3 protease.…”