Puerarin-7-O-glucuronide, a water-soluble puerarin metabolite, prevents angiotensin II-induced cardiomyocyte hypertrophy by reducing oxidative stress

Naunyn Schmiedebergs Arch Pharmacol. 2017 May;390(5):535-545. doi: 10.1007/s00210-017-1353-8. Epub 2017 Feb 16.

Abstract

This study aimed to investigate the anti-oxidant and anti-hypertrophic effects of puerarin-7-O-glucuronide, a water-soluble puerarin metabolite. The anti-oxidant effects of puerarin-7-O-glucuronide were assessed by measurement of intracellular superoxide levels, total superoxide dismutase (SOD) activity, total anti-oxidant capacity, and glutathione (GSH)/glutathione disulfide (GSSG) ratio in cultured neonatal rat cardiomyocytes (NRCMs) stimulated with the xanthine oxidase (XO)/xanthine (X) system or angiotensin II. The activity of nicotinamide adenine dinucleotide phosphate (NADPH) oxidase and expression of NADPH oxidase subunits p22phox and p47phox were determined. The anti-hypertrophic effects of puerarin-7-O-glucuronide in angiotensin II-challenged NRCMs were characterized by changes in cell morphology and expression of hypertrophic genes. In the pharmacokinetic study, the plasma concentration of puerarin-7-O-glucuronide was determined by rapid resolution-liquid chromatography-tandem mass spectrometry (RR-LC-MS/MS). Puerarin-7-O-glucuronide prevented XO/X-induced increase in intracellular superoxide production and decreases in total SOD activity, GSH/GSSG ratio, and total anti-oxidant capacity. Puerarin-7-O-glucuronide also reversed angiotensin II-induced increases in intracellular superoxide production and NADPH oxidase activity and decreases in total SOD activity. These anti-oxidant effects of puerarin-7-O-glucuronide were accompanied by downregulation of p22phox and p47phox. Furthermore, puerarin-7-O-glucuronide prevented angiotensin II-induced increases in cell surface area and perimeter, as well as changes in Nppa, Myh7, and Myh6. In the pharmacokinetic study, puerarin-7-O-glucuronide was cleared with a half-life of 0.94 h after intravenous administration. Puerarin could be detected in rat plasma, albeit in low concentration, as early as 5 min after intravenous administration of puerarin-7-O-glucuronide. These anti-oxidant and anti-hypertrophic properties of puerarin-7-O-glucuronide were similar to those of its parent compound puerarin. These results support the development of puerarin-7-O-glucuronide as a novel pharmaceutical agent for therapeutic application.

Keywords: Cardiomyocyte hypertrophy; Metabolism; Oxidative stress; Pharmacokinetics; Puerarin; Puerarin-7-O-glucuronide.

MeSH terms

  • Angiotensin II / toxicity*
  • Animals
  • Animals, Newborn
  • Antioxidants / administration & dosage
  • Antioxidants / chemistry
  • Antioxidants / pharmacokinetics
  • Antioxidants / pharmacology*
  • Cardiomegaly / chemically induced
  • Cardiomegaly / genetics
  • Cardiomegaly / metabolism
  • Cardiomegaly / pathology
  • Cardiomegaly / prevention & control*
  • Cells, Cultured
  • Female
  • Glucuronides / administration & dosage
  • Glucuronides / chemistry
  • Glucuronides / pharmacokinetics
  • Glucuronides / pharmacology*
  • Glutathione / metabolism
  • Glutathione Disulfide / metabolism
  • Injections, Intravenous
  • Isoflavones / administration & dosage
  • Isoflavones / chemistry
  • Isoflavones / pharmacokinetics
  • Isoflavones / pharmacology*
  • Male
  • Myocytes, Cardiac / drug effects*
  • Myocytes, Cardiac / metabolism
  • Myocytes, Cardiac / pathology
  • NADPH Oxidases / genetics
  • NADPH Oxidases / metabolism
  • Oxidative Stress / drug effects*
  • Rats, Sprague-Dawley
  • Solubility
  • Solvents / chemistry*
  • Superoxide Dismutase / metabolism
  • Superoxides / metabolism
  • Water / chemistry*
  • Xanthine / pharmacology
  • Xanthine Oxidase / pharmacology

Substances

  • Antioxidants
  • Glucuronides
  • Isoflavones
  • Solvents
  • puerarin-7-O-glucuronide
  • Water
  • Superoxides
  • Angiotensin II
  • Xanthine
  • Superoxide Dismutase
  • Xanthine Oxidase
  • NADPH Oxidases
  • Glutathione
  • Glutathione Disulfide