α-Amyrin and β-Amyrin Isolated from Celastrus hindsii Leaves and Their Antioxidant, Anti-Xanthine Oxidase, and Anti-Tyrosinase Potentials

Molecules. 2021 Nov 29;26(23):7248. doi: 10.3390/molecules26237248.

Abstract

Celastrus hindsii is a popular medicinal plant in Vietnam and Southeast Asian countries as well as in South America. In this study, an amount of 12.05 g of an α-amyrin and β-amyrin mixture was isolated from C. hindsii (10.75 g/kg dry weight) by column chromatography applying different solvent systems to obtain maximum efficiency. α-Amyrin and β-amyrin were then confirmed by gas chromatography-mass spectrometry (GC-MS), electrospray ionization-mass spectrometry (ESI-MS), and nuclear magnetic resonance (NMR). The antioxidant activities of the α-amyrin and β-amyrin mixture were determined via 2,2-diphenyl-1-picrylhydrazyl (DPPH) and 2,20-azinobis (3-ethylbenzothiazoline-6-sulfonic acid) (ABTS) assays with IC50 of 125.55 and 155.28 µg/mL, respectively. The mixture exhibited a high potential for preventing gout by inhibiting a relevant key enzyme, xanthine oxidase (XO) (IC50 = 258.22 µg/mL). Additionally, an important enzyme in skin hyperpigmentation, tyrosinase, was suppressed by the α-amyrin and β-amyrin mixture (IC50 = 178.85 µg/mL). This study showed that C. hindsii is an abundant source for the isolation of α-amyrin and β-amyrin. Furthermore, this was the first study indicating that α-amyrin and β-amyrin mixture are promising in future therapies for gout and skin hyperpigmentation.

Keywords: ESI-MS; GC-MS; NMR; anti-tyrosinase; anti-xanthine oxidase; antioxidant; chromatography; α-amyrin; β-amyrin.

MeSH terms

  • Antioxidants / pharmacology*
  • Carbon-13 Magnetic Resonance Spectroscopy
  • Celastrus / chemistry*
  • Enzyme Inhibitors / pharmacology*
  • Gas Chromatography-Mass Spectrometry
  • Monophenol Monooxygenase / antagonists & inhibitors*
  • Monophenol Monooxygenase / metabolism
  • Oleanolic Acid / analogs & derivatives*
  • Oleanolic Acid / chemistry
  • Oleanolic Acid / isolation & purification
  • Pentacyclic Triterpenes / chemistry
  • Pentacyclic Triterpenes / isolation & purification*
  • Plant Leaves / chemistry*
  • Proton Magnetic Resonance Spectroscopy
  • Spectrometry, Mass, Electrospray Ionization
  • Xanthine Oxidase / antagonists & inhibitors*
  • Xanthine Oxidase / metabolism

Substances

  • Antioxidants
  • Enzyme Inhibitors
  • Pentacyclic Triterpenes
  • alpha-amyrin
  • Oleanolic Acid
  • Monophenol Monooxygenase
  • Xanthine Oxidase
  • beta-amyrin