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Synthesis and antibacterial activity of 2‐phenyl‐4 H ‐benzo[ b ]thiopyran‐4‐ones (Thioflavones) and related compounds
Author(s) -
Nakazumi Hiroyuki,
Ueyama Tamio,
Kitao And Teijiro
Publication year - 1984
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570210138
Subject(s) - chemistry , antimicrobial , antibacterial activity , sulfone , sulfoxide , thiopyran , demethylation , chloride , aluminium chloride , medicinal chemistry , stereochemistry , organic chemistry , aluminium , bacteria , biochemistry , genetics , gene expression , gene , dna methylation , biology
A number of 2‐phenyl‐4 H ‐benzo[ b ]thiopyran‐4‐ones (thioflavones) and related compounds have been prepared to test their antibacterial activity. The flavone derivatives were also prepared to compare with their antibacterial activity. It was found that hydroxythioflavones were easily prepared by demethylation of methoxythioflavones with aluminium chloride. In the test of antimicrobial activity, methoxy‐ or hydroxythioflavones were found to be inactive. It is suggested that the sulfone or sulfoxide of thioflavone is required for antimicrobial activities against yeast funguses and molds. These thioflavone derivatives exhibit low acute toxicity.