Metabolites from the Andean paramo lichen Cladonia cf. didyma and their effect as photoprotective and antioxidant agents

Nat Prod Res. 2024 Nov;38(22):3989-3997. doi: 10.1080/14786419.2023.2272028. Epub 2023 Nov 6.

Abstract

5α,8α-peroxyergosteryl divaricatinate (1) is isolated for the first time from acetone extract of the thallus of Cladonia cf. didyma together with condidymic (2), isodidymic (3) and barbatic (4) acids. Their UVB/UVA photoprotective and antioxidant activities were determined along with their cyto- and DNA-protecting actions against OH• damage. Compound 1 showed high UVA, cyto- (%cell viability ca. 82 at 15 µM vs 71 for OH•) and DNA (%DNA-integrity ca. 74 at 100 µM vs 22 for OH•) protecting properties. Compounds 2 and 3 exhibited high UVB (SPF ca. 40) and antioxidant activities (free radical scavenging potency EC50 = 0.6694 and 1.700 mol compound/mol DPPH•; ferric reducing power 0.392 and 0.546, at 500 ppm and inhibited lipid peroxidation); protecting cells (%cell viability ca. 76 at 15 µM) and DNA (%DNA-integrity ca. 57 at 100 µM). Compounds 1 to 3 fulfilled some physicochemical properties to act topically on the skin.

Keywords: Photoprotectors; antioxidants; lichen metabolites.

MeSH terms

  • Antioxidants* / chemistry
  • Antioxidants* / pharmacology
  • Ascomycota / chemistry
  • Cell Survival / drug effects
  • Free Radical Scavengers / chemistry
  • Free Radical Scavengers / pharmacology
  • Humans
  • Lichens* / chemistry
  • Lipid Peroxidation* / drug effects
  • Molecular Structure
  • Ultraviolet Rays*

Substances

  • Antioxidants
  • Free Radical Scavengers