Synthesis of (±)‎-Pisonivanone and Other Analogs as Potent Antituberculosis Agents

Abstract EN

A new class of alkylated chalcones and flavanones was synthesised and screened for antituberculosis, antixoidant, and cytotoxic activities.

The desired compounds were synthesised using methyl substituted 2-hydroxyacetophenone as a key intermediate.

The acetophenone derivative having methyl substitution was prepared in turn from methtylated phloroglucinol by formylation (by Vilsmeier-Haack reaction), followed by reduction with Wolf-Kishnner approach, and finally acetylation was involved.

Among 17 compounds, compound 5 and compound 4a inhibited M.

tuberculosis at minimum inhibitory concentration (MIC) in the range between 25 μg/mL and 50 μg/mL.

The remaining other 15 compounds also potently inhibited M.

tuberculosis at MIC in range between 50 μg/mL and 100 μg/mL.

Some of these compounds also showed moderate antioxidant and cytotoxic activities.