New <i>γ</i>-Halo-<i>δ</i>-lactones and <i>δ</i>-Hydroxy-<i>γ</i>-lactones with Strong Cytotoxic Activity

Abstract

This paper presents the synthesis of γ -halo- δ -lactones, δ -iodo- γ -lactones and δ -hydroxy- γ -lactones from readily available organic substrates such as trans-crotonaldehyde and aryl bromides. Crystal structure analysis was carried out for lactones that were obtained in crystalline form. All halo- δ -lactones and δ -hydroxy- γ -lactones were highly cytotoxic against gastric cancer AGS cells with I C 50 values in the range of 0.0006–0.0044 mM. Some lactones showed high bactericidal activity against E. coli ATCC 8739 and S. aureus ATCC 65389, which reduced the number of CFU/mL by 70–83% and 87% respectively.

Keywords

• halolactones
• translactonization
• hydroxylactones
• anti-cancer properties
• bactericidal properties