Relative predominance of azo and hydrazone tautomers of 4-carboxyl-2,6-dinitrophenylazohydroxynaphthalenes in binary solvent mixtures

Studies of the interactions of 4-carboxyl-2,6-dinitrophenylazohydroxynaphthalenes with CT-DNA in aqueous medium

“…In addition, AZ-03 and AZ-04 possess propionic acid and butanone groups at position 7 respectively on the dye skeleton. These structural differences, despite the common functional groups have been well studied in our previous works [12,14]. In particular, the three congeners with ortho hydroxyl group exhibited azo-hydrazone tautomerism (Fig.…”

“…Distortion of the azo tautomer in the dye or of the interaction will lead to hypsochromic and hypochromic shifts. This effect was previously observed in the study of the relative predominance of the azo and hydrazone tautomers of the dyes [14]. Thus if AZ-03 is interacting through the azo linkage, the pronounced hypochromic shift observed is anticipated.…”

“…The antimicrobial properties of these dyes, AZ-01, -02, -03 and -04 have also been studied [13]. One peculiarity of three of the four congeners (AZ-01, -03 and -04) which has been found to affect observed properties is the existence of azohydrazone tautomerism in them due to the common hydroxyl group being ortho to the diazenyl linkage making the proton labile [14]. The azo-hydrazone tautomerism has been found to significantly alter the behaviour of the dyes relative to AZ-02.…”

Investigations of absorption and emission spectral data in mixed liquid media. A short review of recent literature

“…Very little spectroscopic studies have been reported about Stokes shifts of solutes in binary solvent mixtures [2,17,23]. For some fluorinated poly(oxadiazole-ether)s [2] the microenvironment polarity (evaluated by Lippert-Mataga, Bakhshiev and Kawski-Chamma-Viallet polarity functions) was correlated with Stokes shift values in heterogeneous media (mixed solvents).…”

Modeling of 4-Carboxyl-2,6-dinitrobenzenediazonium Ion (CDNBD) Hydrolysis Through Addition of Water and Alkaline Buffer in a Strongly Acidic Medium

“…This diazonium was also utilized as a synthetic intermediate by Idowu and co-workers to create a small library of CDNBD-derived azo dyes, which were proposed as potential non-toxic azo dyes, and hence potential color additives [18,19]. The azo dyes are currently of considerable pharmaceutical and biomedical interest [20][21][22][23].…”