New depside and rosmarinic acid derivatives from Perilla frutescens and their anti-inflammatory activity

J Asian Nat Prod Res. 2024 Jan;26(1):69-77. doi: 10.1080/10286020.2024.2308794. Epub 2024 Feb 2.

Abstract

Two new depside derivatives 1 and 2 as well as a new pair of rosmarinic acid enantiomers 3a/b were isolated from the leaves of Perilla frutescens (L.) britt. The chemical structures of these compounds were identified based on detailed spectroscopic and physicochemical analyses (HR-ESI-MS, NMR) and comparison of literature data. Compounds 3a/b were obtained by chiral separation, and their absolute configurations were determined by comparison of experimental and calculated ECD spectra. Compounds 3a/b exhibited potential inhibitory activity on nitric oxide (NO) production induced by lipopolysaccharide in RAW264.7 cells with IC50 values of 15.92 ± 3.32 μM and 48.72 ± 4.12 μM.

Keywords: NO; Perilla frutescens; anti-inflammatory; depside derivatives; rosmarinic acid derivatives.

MeSH terms

  • Anti-Inflammatory Agents / pharmacology
  • Perilla frutescens* / chemistry
  • Plant Extracts / chemistry
  • Plant Leaves / chemistry
  • Rosmarinic Acid

Substances

  • Rosmarinic Acid
  • Plant Extracts
  • Anti-Inflammatory Agents