A convenient synthetic route for bioactive 7-deacetoxy-7α-hydroxygedunin was realized by one-step conversion of 7-deacetoxy-7α-hydroxygedunin potassium salt. The 7-deacetoxy-7α-hydroxygedunin was obtained in 88% w/w yield as a fluffy white precipitate by recrystallization from methanol. The 7-deacetoxy-7α-hydroxygedunin and the starting material were evaluated for antibacterial activity against Bacillus subtilis, Staphylococcusaureus, Escherichia coli, and Klebsiella pneumoniae using the microbroth dilution assay. It was discovered that 7-deacetoxy-7α-hydroxygedunin potassium salt had minimum inhibitory concentration (MIC) of 1000 μg/ml against K. pneumoniae, 2000 μg/ml against S.aureus, and E. coli. However, B. subtilis was not susceptible to 7-deacetoxy-7α-hydroxygedunin potassium salt at 2000 μg/ml. Interestingly, 7-deacetoxy-7α-hydroxygedunin had MIC of 2000 µg/ml against B. subtilis, and E. coli; and MIC of 1000 µg/ml against K. pneumoniae.
Key words: 7-deacetoxy-7α-hydroxygedunin, synthesis, gedunin potassium salt, antibacterial.
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