Synthesis, anti-oomycete activity, and SAR studies of paeonol derivatives

J Asian Nat Prod Res. 2021 Feb;23(2):138-149. doi: 10.1080/10286020.2020.1718116. Epub 2020 Feb 3.

Abstract

Three series of sulfonate derivatives of paeonol were synthesized and screened in vitro for their anti-oomycete activity against P. capsici, respectively. Among all the compounds, 4m displayed the best promising and pronounced anti-oomycete activity against P. capsici than zoxamide, with the EC50 values of 24.51 and 26.87 mg/L, respectively. The results show that acetyl and 4-OCH3 are two necessary groups. The existence of these two sites is closely related to the anti-oomycete activity. Relatively speaking, hydroxyl group is well tolerated, and the results showed that after modification of hydroxyl group with sulfonyl, the anti-oomycete activity was significantly increased. [Formula: see text].

Keywords: Natural product; anti-oomycete activity; paeonol; structure–activity relationship; sulfonylation.

MeSH terms

  • Acetophenones* / pharmacology
  • Molecular Structure

Substances

  • Acetophenones
  • paeonol