Two triterpenoids from Rubus fraxinifolius leaves and their tyrosinase and elastase inhibitory activities

Sci Rep. 2021 Oct 14;11(1):20452. doi: 10.1038/s41598-021-99970-x.

Abstract

Numerous therapeutic compounds have been isolated from naturally abundant organic resources, which may offer economical and sustainable sources of compounds with safe and efficacious biological activities. In the cosmetics industry, natural compounds with anti-aging activities are eagerly sought. Thus, we prepared various extracts from Rubus fraxinifolius leaves and used enzyme inhibition assays to isolate compounds with protective effects against skin aging. Two triterpenoids were isolated from Rubus fraxinifolius Poir. leaves. The structures were characterized by spectroscopic analyses (LC-ESI-MS, 1D/2D NMR) and comparison to reported data. Compound 1 and 2 were determined as 2,3-O-ethyleneglycol, 19-hydroxyurs-12-en-23,28-dioic acid and 2,3-O-propanediol,19-hydroxyurs-12-en-28-oic acid. Methanol extract and isolates were assessed for their inhibitory effects on elastase and tyrosinase. Compounds 1 and 2 inhibited elastase with IC50 122.199 µg/mL and 98.22 µg/mL, and also inhibited tyrosinase with IC50 207.79 µg/mL and 221.51 µg/mL, respectively. The molecular docking proved that both compounds have affinities toward the enzymes.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Binding Sites
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Monophenol Monooxygenase / antagonists & inhibitors*
  • Pancreatic Elastase / antagonists & inhibitors*
  • Plant Leaves / chemistry*
  • Rubus / chemistry*
  • Spectrometry, Mass, Electrospray Ionization
  • Triterpenes / chemistry
  • Triterpenes / isolation & purification
  • Triterpenes / pharmacology*

Substances

  • Triterpenes
  • Monophenol Monooxygenase
  • Pancreatic Elastase