Caffeoylquinic Acids, Cytotoxic, Antioxidant, Acetylcholinesterase and Tyrosinase Enzyme Inhibitory Activities of Six Inula Species from Bulgaria

Chem Biodivers. 2020 Apr;17(4):e2000051. doi: 10.1002/cbdv.202000051. Epub 2020 Mar 18.

Abstract

Chlorogenic (5-CQA), 1,5-, 3,5-, 4,5- and 3,4-dicaffeoylquinic (DCQA) acids were identified and quantified in the methanol extracts of Inula oculus-christi L., I. bifrons L., I. aschersoniana Janka var. aschersoniana, I. ensifolia L., I. conyza (Griess.) DC. and I. germanica L. by HPLC analysis. The amount of 5-CQA varied from 5.48 to 28.44 mg/g DE and the highest content was detected in I. ensifolia. 1,5-DCQA (4.05-55.25 mg/g DE) was the most abundant dicaffeoyl ester of quinic acid followed by 3,5-DCQA, 4,5-DCQA and 3,4-DCQA. The extract of I. ensifolia showed the highest total phenolic content (119.92±0.95 mg GAE/g DE) and exhibited the strongest DPPH radical scavenging activity (69.41±0.55 %). I. bifrons extract was found to be the most active sample against ABTS.+ (TEAC 0.257±0.012 mg/mL) and the best tyrosinase inhibitor. The studied extracts demonstrated a low inhibitory effect towards acetylcholinesterase and possessed low cytotoxicity in concentration range from 10 to 300 μg/mL toward non-cancer (MDCK II) and cancer (A 549) cells.

Keywords: Inula species; acetylcholinesterase and tyrosinase inhibition; antioxidant activity; caffeoylquinic acids; cytotoxicity.

MeSH terms

  • Acetylcholinesterase / chemistry*
  • Acetylcholinesterase / metabolism
  • Animals
  • Antioxidants / chemistry*
  • Bulgaria
  • Cell Survival / drug effects
  • Chromatography, High Pressure Liquid
  • Dogs
  • Enzyme Inhibitors / chemistry*
  • Enzyme Inhibitors / isolation & purification
  • Enzyme Inhibitors / pharmacology
  • Flowers / chemistry
  • Flowers / metabolism
  • Humans
  • Inula / chemistry*
  • Inula / metabolism
  • Madin Darby Canine Kidney Cells
  • Monophenol Monooxygenase / antagonists & inhibitors*
  • Monophenol Monooxygenase / metabolism
  • Phenols / chemistry
  • Phenols / isolation & purification
  • Phenols / pharmacology
  • Plant Extracts / chemistry
  • Plant Leaves / chemistry
  • Plant Leaves / metabolism
  • Quinic Acid / analogs & derivatives*
  • Quinic Acid / chemistry
  • Quinic Acid / isolation & purification
  • Quinic Acid / pharmacology

Substances

  • Antioxidants
  • Enzyme Inhibitors
  • Phenols
  • Plant Extracts
  • caffeoylquinic acid
  • Quinic Acid
  • Monophenol Monooxygenase
  • Acetylcholinesterase