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Facile synthesis and docking studies of 7-hydroxyflavanone isoxazoles and acrylates as potential anti-microbial agents

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The present study is aimed to synthesize the novel 7-hydroxyflavanone derived compounds and to assess their biological activity. Two series of compounds such as 2-phenyl-7-((3-phenylisoxazol-5-yl)methoxy)chroman-4-ones ( 6a–h ) and 4-oxo-2-phenylchroman-7-yl… Click to show full abstract

The present study is aimed to synthesize the novel 7-hydroxyflavanone derived compounds and to assess their biological activity. Two series of compounds such as 2-phenyl-7-((3-phenylisoxazol-5-yl)methoxy)chroman-4-ones ( 6a–h ) and 4-oxo-2-phenylchroman-7-yl acrylates ( 8a–k ) were synthesized from 7-hydroxyflavanone. All the compounds were subjected to anti-microbial activity and molecular docking studies. The results showed that the compounds 6e, 6g–h, 8h–i and 8k were exhibited most potent anti-microbial activity when compared with the standard drugs. Further, the docking studies revealed that the compounds 6a and 8h have the highest binding affinity score of sterol 14-α demethylase and DNA gyrase B respectively. This is the first report assigning unique synthesis of 7-hydroxyflavanone derivatives and their anti-microbial activity proved with in silico studies. Furthermore, the present study is useful for constructive research to synthesize novel compounds along with their biological activity. Series of 7-hydroxyflavanone based novel isoxazoles 6a–h and acrylates 8a–k were synthesized. Isoxazole compounds 6e, 6g–h and acrylates 8h–i and 8k were identified as most potent anti-microbial agents.

Keywords: docking studies; anti microbial; hydroxyflavanone; isoxazoles acrylates; microbial agents; activity

Journal Title: Medicinal Chemistry Research
Year Published: 2019

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