New compounds from the stems of Fissistigma acuminatissimum Merr. and their in vitro anti-inflammatory activity

Nat Prod Res. 2023 Feb;37(4):551-559. doi: 10.1080/14786419.2022.2076231. Epub 2022 May 14.

Abstract

Three new compounds, 4,5,6,7-tetramethoxy-3-benzoylbenzofuran (1), 4-hydroxy-3,5,6-trimethoxydihydrochalcone-2-O-β-D-glucopyranoside (2) and 2-hydroxy-3,4,5,6-tetramethoxyphenylethyl benzoate (3) along with five known flavonoids were isolated from the dichloromethane fraction of the stems of Fissistigma acuminatissimum Merr.'s ethanol extracts. The compounds were obtained by chromatographic methods and the structure elucidation was completed primarily on the basis of spectroscopic analyses, all of these compounds were isolated from F. acuminatissimum for the first time. All the fractions and compounds were evaluated for their anti-inflammatory activity against lipopolysaccharide (LPS)-stimulated tumor necrosis factor α (TNF-α) production in RAW264.7 cells in vitro. The dichloromethane fraction showed the most potent inhibition(38.2%) at 60 μg/mL, compound 1 (70.2%) and 3 (65.2%) showed significant inhibition at 10 μM.

Keywords: 3-benzoylbenzofuran; Fissistigma acuminatissimum Merr.; anti-inflammatory activity; dihydrochalcone; phenylethyl benzoate.

MeSH terms

  • Annonaceae* / chemistry
  • Anti-Inflammatory Agents / chemistry
  • Anti-Inflammatory Agents / pharmacology
  • Flavonoids / chemistry
  • Flavonoids / pharmacology
  • Methylene Chloride
  • Plant Extracts / chemistry
  • Plant Extracts / pharmacology

Substances

  • Methylene Chloride
  • Anti-Inflammatory Agents
  • Plant Extracts
  • Flavonoids