Two new methoxylated flavones isolated from Casimiroa edulis La Llave and their MMP-9 inhibitory activity

Nat Prod Res. 2022 Dec;36(23):5959-5966. doi: 10.1080/14786419.2022.2048300. Epub 2022 Mar 4.

Abstract

Casimiroa edulis La Llave is known to contain unusual 5,6-dimethoxyflavones bearing a variously oxygenated B-ring. Phytochemical investigation of the leaves and the roots of C. edulis achieved the isolation of two new methoxylated flavones, named casedulones A (1) and B (2), together with 12 known analogues. Their unique structures were established with the aid of spectral analyses and total syntheses. Pre-treatment with 20 µM of 1 and 2 suppressed MMP-9 expression in LPS-mediated THP-1 cells, indicating that the characteristic flavonoids in C. edulis could be potential anti-angiogenics for cancer prevention.

Keywords: Casimiroa edulis La Llave; Rutaceae; anticancer; casedulones; flavonoids; matrix metalloproteinase 9.

MeSH terms

  • Casimiroa* / chemistry
  • Flavones* / chemistry
  • Flavonoids / analysis
  • Flavonoids / pharmacology
  • Matrix Metalloproteinase 9
  • Plant Extracts / chemistry
  • Plant Leaves / chemistry

Substances

  • Flavones
  • Matrix Metalloproteinase 9
  • Plant Extracts
  • Flavonoids