Phytochemical Analysis and Evaluation of Genotoxic, Antigenotoxic Effects in Bacterial Models, and Hypoglycemic Activity of Epilobium angustifolium L. with Bioguided Isolation of Active Compounds

Chem Biodivers. 2023 Dec;20(12):e202300922. doi: 10.1002/cbdv.202300922. Epub 2023 Nov 30.

Abstract

This study examined the effects of methanol extract and its sub-extracts from Epilobium angustifolium on α-glucosidase and α-amylase activity. Secondary metabolites and amino acids were quantified using LC-MS/MS. Dichloromethane sub-extract displayed the highest activity and was chosen for further investigation. Despite the widespread use of E. angustifolium, genotoxicity studies were conducted to assess its safety. Dichloromethane significantly inhibited α-glucosidase (IC50 =17.340 μg/mL), making it approximately 293 times more effective than acarbose. Six known compounds, including gallic acid (1), a mixture of quercetin-3-O-α-galactoside (2a) and quercetin-3-O-α-glucoside (2b), quercetin-3-O-α-glucuronic acid (3), quercetin-3-O-α-rhamnoside (4), and kaempferol-3-O-α-rhamnoside (5) were identified. Quercetin-3-O-α-rhamnoside exhibited the highest inhibition of α-glucosidase (IC50 =1735±85 μM), making it 3.70 times more effective than acarbose. Dichloromethane also showed significant antigenotoxic activity against mutagenesis induced by NaN3, 9-AA, 4-NPD, and MNNG. Gallic acid was found in the highest abundance (13253.6931 ng/mL) in the methanolic extract. Furthermore, L-Aspartic acid was the most concentrated amino acid (363.5620 nmol/mL) in the methanolic extract.

Keywords: Epilobium angustifolium; Onagraceae; genotoxic and antigenotoxic activities; natural products; α-glucosidase inhibition.

MeSH terms

  • Acarbose
  • Chromatography, Liquid
  • Epilobium* / chemistry
  • Gallic Acid / pharmacology
  • Hypoglycemic Agents / pharmacology
  • Methylene Chloride
  • Phytochemicals / analysis
  • Phytochemicals / pharmacology
  • Plant Extracts / chemistry
  • Plant Extracts / pharmacology
  • Quercetin* / chemistry
  • Tandem Mass Spectrometry
  • alpha-Glucosidases

Substances

  • Quercetin
  • Hypoglycemic Agents
  • Acarbose
  • alpha-Glucosidases
  • Methylene Chloride
  • Plant Extracts
  • Gallic Acid
  • Phytochemicals