Abstract

The azo-chalcone dye of theophylline namely (E)-1-(4-((E)-(theophyllin-8-yl) diazenyl)phenyl-3-(4-dimethylaminophenyl)prop-2-en-1-one (TDPP) has been prepared and characterized by H-NMR, infrared, and electronic spectra, elemental analysis. Three solid complexes Mn(II), Ni(II) and Cu(II) of TDPP dye have been prepared and characterized by IR, electronic spectra, magnetic and conductivity measurements. The antibacterial and antifungal activities of the TDPP ligand and metal (II) complexes of Ni, and Cu are notable, with the copper(II) complex being more potent than the others. The TDPP ligand has interesting spectral properties as a pH sensor, solvent polarity sensor, and switches.

Highlights

  • The chalcones are important classes of compounds widely used as antibacterial, anti-inflammatory, antifungal, anti-tubercular, antioxidant, antiviral, antitumor, anti-Alzheimer's disease agents and antimalarial [1,2,3]

  • The chalcone compounds synthesized under clean conditions such as under room temperature, small amount of solvent, high yield, and it is possible under ultrasound irradiation which is considered reactions of green chemistry doing fast under neat conditions [4]

  • The second stage included diazotization of chalcone followed by the diazotization salt of chalcone with an aqueous solution of theophylline in basic medium, resulting in a dye yield of 60%

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Summary

Introduction

The chalcones are important classes of compounds widely used as antibacterial, anti-inflammatory, antifungal, anti-tubercular, antioxidant, antiviral, antitumor, anti-Alzheimer's disease agents and antimalarial [1,2,3]. The chalcone compounds synthesized under clean conditions such as under room temperature, small amount of solvent, high yield, and it is possible under ultrasound irradiation which is considered reactions of green chemistry doing fast under neat conditions [4]. Fruits, vegetables and other plants have flavonoids that have chalcone structure [5,6,7]. Chalcones show trans (E) and cis (Z) isomers but in general trans isomer is more stable thermodynamic than cis isomer because there is high steric effect in structure of the cis isomer [6,8]. Ruthenium (II) chalcone complexes show binds with DNA through major groove of the DNA [10]

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