A Schiff Base Sensor Selective to Anions, Biological Activity and Spectral Studies

Abstract

In this study, synthesis, characterization, anion sensor properties, and DNA binding of a benzothiazole-based Schiff base 4-bromo-2-((6-methoxybenzo[d]thiazol-2-ylimino)methyl)phenol have been investigated. The structure of the Schiff base was revealed with elemental analysis and spectroscopic methods. The colorimetric and fluorescent anion sensor properties of the Schiff base in DMSO were investigated by adding an equivalent amount of anions. In this context, the solution containing Schiff base had a color change after the addition of F-, CN-, AcO-, H2PO4and OHanions, while the color change was not observed with the addition of Br-, I-, SCN-, ClO4and HSO4anions. The anion-binding power of the compound was found to be F->OH->AcO->CN->H2PO4using UV-Vis spectrophotometry, respectively. The antimicrobial activity of the compound was investigated against some microorganisms. The compound showed activity against bacteria and yeast. Schiff base showed a similar effect against both bacteria and yeast. Interactions between the compound and CT-DNA were studied with UV-Vis spectra. The UV-Vis experiment results confirm that the Schiff base binds to CT-DNA in an intercalative mode. The compound did not show any cleavage effect on SC DNA as hydrolytic and oxidative.

Effect of conjugation in 4-amino phenazone based Schiff bases on their chemosensing of F- and OH- ions - Experimental and DFT study

“…Presence of these groups make SBs a possible candidate for anionic chemosensing. [17][18][19][20] Fluoride ion is of biological, [17,21,22] industrial and military importance. Inorganic compounds of uoride are used in extraction of aluminum, production of glass bers and for treating drinking water.…”

“…[26,27] Chemosensing provides a reliable method for detection of hydroxyl ions which is not possible with other techniques like glass electrodes, as it becomes inaccurate and insensitive to OH − ions at higher pOH values. [27] Literature suggests that the Schiff bases contained phenolic, [20,24,[28][29][30][31] hydrazine, [22,[32][33][34][35][36][37][38][39][40] azole, [41][42][43] hydrazone,[26, [44][45][46] salicylidene, [47,48] salicylaldehyde, [49,50] azo dyes, [51,52] naphthaldehyde [53,54] naphthoquinone [60], hydrazone [26] and phenol [20] moieties have anion detection properties such as uoride and hydroxide. Still there is room to explore compounds that can selectively and sensitively sense anion in terms of their binding constants and limit of detection.…”