Acaricidal Toxicity of 2′-Hydroxy-4′-methylacetophenone Isolated from Angelicae koreana Roots and Structure–Activity Relationships of Its Derivatives
2012
Oh, Min Seok | Yang, Ji-Yeon | Lee, Hoi Seon
The acaricidal activities of 2′-hydroxy-4′-methylacetophenone derived from Angelica koreana roots and its derivatives against Dermatophagoides farinae, Dermatophagoides pteronyssinus, and Tyrophagus putrescentiae were examined by vapor phase and contact toxicity bioassays. In the vapor phase toxicity bioassay, 2′-methylacetophenone (1.25 μg/cm²) was 8.0 times more toxic against D. farinae than benzyl benzoate (10.00 μg/cm²), followed by 3′-methylacetophenone (1.26 μg/cm²), 4′-methylacetophenone (1.29 μg/cm²), 2′-hydroxy-4′-methylacetophenone (1.75 μg/cm²), and 2′-hydroxy-5′-methylacetophenone (1.96 μg/cm²). In the contact toxicity bioassay, 3′-methylacetophenone (0.58 μg/cm²) was 17.24 times more effective against D. farinae than benzyl benzoate (7.52 μg/cm²), followed by 2′-methylacetophenone (0.64 μg/cm²), 2′-hydroxy-4′-methylacetophenone (0.76 μg/cm²), 4′-methylacetophenone (0.77 μg/cm²), and 2′-hydroxy-5′-methylacetophenone (1.16 μg/cm²). The acaricidal activities of 2′-hydroxy-4′-methylacetophenone derivatives against D. pteronyssinus and T. putrescentiae were similar to those against D. farinae. In terms of structure–activity relationships, acaricidal activity against the three mite species changed with the introduction of hydroxyl and methyl functional groups onto the acetophenone skeleton. Furthermore, some of 2′-hydroxy-4′-methylacetophenone derivatives could be useful for natural acaricides against three mite species.
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