Isolation of bioactive components with soluble epoxide hydrolase inhibitory activity from Stachys sieboldii MiQ. by ultrasonic-assisted extraction optimized using response surface methodology

Prep Biochem Biotechnol. 2021;51(4):395-404. doi: 10.1080/10826068.2020.1821217. Epub 2020 Sep 17.

Abstract

Stachys sieboldii MiQ (SSM) is an important food and medicinal herb in Korea, used to improve memory of patients with senile dementia and cardiovascular diseases. However, little information on bioactive components from SSM or standardized extraction methods for these components is available. This study isolated and purified major components from SSM for the first time, and assessed their ability to inhibit soluble epoxide hydrolase (sEH). The results showed that acteoside is the most potent inhibitor of sEH, with an IC50 of 33.5 ± 0.5 μM. Additional active components, including harpagide, tryptophan, and 8-acetate-harpagide, along with acteoside, were tentatively identified using high-performance liquid chromatography photodiode array tandem mass spectrometry (HPLC-PDA-MS/MS) and quantified using an ultraviolet detector at 210 nm. Further, an ultrasonic-assisted extraction technique for extraction of four bioactive compounds in SSM was developed and optimized using response surface methodology (RSM). The optimal extraction conditions were: extraction time, 30.46 minutes; extraction temperature, 67.95 °C, and methanol concentration 53.85%. The prediction model of RSM was validated with laboratory experiments. The similarity between predicted and actual values was 97.84%. The extraction method is thus a rapid, environment-friendly, energy-saving method can be applied to extract bioactive components from SSM in large quantities.

Keywords: HPLC–ESI–MS/MS; Stachys sieboldii MiQ; response surface methodology; sEH activity.

MeSH terms

  • Chromatography, High Pressure Liquid / methods
  • Epoxide Hydrolases / antagonists & inhibitors*
  • Epoxide Hydrolases / chemistry*
  • Glucosides / isolation & purification
  • Glucosides / pharmacology
  • Inhibitory Concentration 50
  • Iridoid Glycosides / isolation & purification
  • Iridoid Glycosides / pharmacology
  • Liquid-Liquid Extraction / methods*
  • Methanol / chemistry
  • Models, Statistical*
  • Phenols / isolation & purification
  • Phenols / pharmacology
  • Phytochemicals / isolation & purification*
  • Phytochemicals / pharmacology*
  • Plant Extracts / isolation & purification*
  • Plant Extracts / pharmacology*
  • Pyrans / isolation & purification
  • Pyrans / pharmacology
  • Solubility
  • Spectrometry, Mass, Electrospray Ionization / methods
  • Stachys / chemistry*
  • Tandem Mass Spectrometry / methods
  • Temperature
  • Tryptophan / isolation & purification
  • Tryptophan / pharmacology
  • Ultrasonic Waves

Substances

  • Glucosides
  • Iridoid Glycosides
  • Phenols
  • Phytochemicals
  • Plant Extracts
  • Pyrans
  • acteoside
  • Tryptophan
  • Epoxide Hydrolases
  • harpagide
  • Methanol