Synthesis, Antibacterial, and Analgesic Activity of Novel 4-Hydroxy-3- (phenylthio)-2H-chromen-2-ones and 4-Hydroxy-3-[imidazol/tetrazolo-2-yl)thio]-2H-chromen-2-ones

Abstract

A mild and efficient synthesis of new 4-hydroxy-3-(phenylthio)-2H-chromen-2-ones 4a–k and 4-hydroxy-3-[imidazol/tetrazolo-2-yl)thio]-2H-chromen-2-ones 6a–d is described. The compounds 4a–c were further subjected to oxidation by m-CPBA to obtain 3-(phenylsulfonyl)-4-hydroxy-2H-chromen-2-ones 5a–c. The structures of the resulted new compounds were established by IR, ¹H NMR, mass, and elemental analysis. All the synthesized compounds were subjected to antibacterial activity against the Gram positive bacteria

Staphylococcus aureus, Bacillus subtilis, and Streptococcus haemolytius and the Gram negative bacteria Salmonella typhi, Escherichia coli, Pseudomonas aeruginosa, and Klebsiella pneumonia. The analgesic activity was carried out using Swiss albino male mice by abdominal concentration method.

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GRAPHICAL ABSTRACT

Keywords:

• Analgesic activity
• antibacterial activity
• phenyl coumarinyl thioethers

Acknowledgments

The author is thankful to the Department of Chemistry, Kuvempu University, Shankaraghatta, India, for providing laboratory facilities and Department of Biochemistry, Kuvempu University, Karnataka, India, for biological testing. The authors are also indebted to Indian Institute of Science, Bangalore, India, for providing spectral data.