A new specific method for isolation of tomentosin with a high yield from Inula viscosa (L.) and determination of its bioactivities

Phytochem Anal. 2022 Jun;33(4):612-618. doi: 10.1002/pca.3114. Epub 2022 Mar 4.

Abstract

Introduction: Tomentosin, the characteristic component of Inula viscosa (L.) is an important sesquiterpene lactone with anticarcinogenic effects. Methods of obtaining pure tomentosin are not sufficient for anticancer drug research.

Objectives: This study aims to develop a specific method to isolate tomentosin from I. viscosa with high yield. It also aims to investigate the inhibitory effects of tomentosin on human carbonic anhydrase I (hCAI), human carbonic anhydrase II (hCAII), acetylcholinesterase (AChE), butyrylcholinesterase (BChE), α-glucosidase, and α-amylase enzymes.

Material and methods: Tomentosin was purified by a specific column chromatography method. The content of tomentosin in dichloromethane, dichloromethane by Soxhlet method, ethanol and ethanol by Soxhlet method extracts of I. viscosa was determined by liquid chromatography-tandem mass spectrometry (LC-MS/MS). Half maximal inhibitory concentration (IC50 ) and inhibition constant (Ki ) values were calculated to determine in vitro enzyme inhibition effects.

Results: Tomentosin was isolated in high yield (0.64%). The IC50 and Ki values for tomentosin were calculated as 5.00 ± 0.19 (r = 0.9688) and 4.62 ± 0.10 μM for hCAI, 5.40 ± 0.26 (r = 0.9677) and 5.22 ± 0.31 μM for hCAII, 6.75 ± 0.208 (r = 0.9891) and 3.75 ± 0.27 μM for AChE, 6.67 ± 0.307 (r = 0.9820) and 0.51 ± 0.11 μM for BChE, 26.61 ± 0.236 (r = 0.9815) and 2.61 ± 0.71 μM for α-glucosidase and 26.89 ± 1.54 μM (r = 0.9670) for α-amylase, respectively.

Conclusion: Tomentosin was isolated in high yield from the paste-like extract of I. viscosa compared to the positive controls, it was determined that tomentosin was weakly effective against hCAI, hCAII, AChE and BChE, but thoroughly effective against α-glucosidase and α-amylase. These results suggested that tomentosin has α-glucosidase and α-amylase inhibitor potential.

Keywords: Inula viscosa L.; LC-MS/MS; bioactivity; specific isolation method; tomentosin.

MeSH terms

  • Acetylcholinesterase
  • Butyrylcholinesterase
  • Carbonic Anhydrase II
  • Chromatography, Liquid
  • Ethanol
  • Inula* / chemistry
  • Lactones / pharmacology
  • Methylene Chloride
  • Plant Extracts / pharmacology
  • Sesquiterpenes* / pharmacology
  • Tandem Mass Spectrometry
  • alpha-Amylases
  • alpha-Glucosidases

Substances

  • Lactones
  • Plant Extracts
  • Sesquiterpenes
  • tomentosin
  • Ethanol
  • Methylene Chloride
  • Acetylcholinesterase
  • Butyrylcholinesterase
  • alpha-Amylases
  • alpha-Glucosidases
  • Carbonic Anhydrase II