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Synthesis of Novel Sulfonamide Incorporated Azo Compounds as a PotentSolvatochromic and Antimycobacterial Agents

B. Manjunatha, Yadav D. Bodke, Talavara Venkatesh, K.M. Mussuvir Pasha, R. Sandeep Kumar Jain

2022ChemistrySelect18 citationsDOI

Abstract

Abstract In search of potent solvatochromic and biological agents, here we reported the synthesis of four azo dyes ( S1 – S4 ) owing sulfonamide functionality by diazo coupling reaction and their spectroscopic properties were investigated through UV, DRS, IR, NMR and mass spectrometry. Quantum chemical parameters of the synthesised colourants were assessed through DFT studies. The solvatochromic behaviour of sulfonamide incorporated azo compounds was investigated in ten different solvents owing different polarity and proticity and they exhibited remarkable positive solvatochromic behaviour and they exhibited λ max in the range 395–464 nm. Antituberculosis efficacy was evaluated using MABA assay against M. Tuberculosis ,among the s ynthesised colourants compound S3 furnished good activity viz MIC=3.85 μM and the remaining compounds showed moderate activity with the MIC values in the range 14.84–32.38 μM.

Topics & Concepts

SolvatochromismSulfonamideAntimycobacterialDiazoChemistrySulfanilamideCombinatorial chemistryOrganic chemistryMycobacterium tuberculosisMoleculeTuberculosisBiochemistryMedicinePathologyDyeing and Modifying Textile FibersSynthesis and biological activitySynthesis and Characterization of Heterocyclic Compounds
Synthesis of Novel Sulfonamide Incorporated Azo Compounds as a PotentSolvatochromic and Antimycobacterial Agents | Litcius