Chemophenetic Significance of Anomalocalyx uleanus Metabolites are Revealed by Dereplication Using Molecular Networking Tools

Molecules. 2021 Feb 9;26(4):925. doi: 10.3390/molecules26040925.

Abstract

Anomalocalyx uleanus (Pax & K. Hoffm.) Ducke (Euphorbiaceae) is a singular species in the genus and is restricted and exclusive to the Brazilian Amazon. A phytochemical study of A. uleanus leaves was performed, yielding the isolation of five major compounds: catechin/epicatechin, afzelin, quercetin 3-O-α-L-rhamnopyranoside, and astilbin. The phytochemical compositions of the methanolic extracts of leaves, roots, bark, and stem bark were determined using a dereplication approach. Forty-six compounds were annotated from the liquid chromatography-mass spectrometry (LC-MS/MS) data, while four lipids were identified using gas chromatography-mass spectrometry (GC-MS). In total, fifty compounds were detected, and they belonged to the primary metabolism and several classes of natural products such as flavonoids, flavonoids O-glycosides, flavonoids C-glycosides, biflavonoids, procyanidin, triterpene, triterpenes esterified with phenylpropanoids, phenylpropanoid derivatives, flavonolignans, coumarins, quinic acid derivatives, and benzoic acid derivatives. This is the first report on the phytochemical data of the genus Anomalocalyx, and the results of this study will contribute to the chemosystematic knowledge of the Euphorbiaceae family and justify the need for investigation of the pharmacological potential of the species A. uleanus.

Keywords: Anomalocalyx; Euphorbiaceae; molecular networking; phenolic plant metabolism.

MeSH terms

  • Chromatography, High Pressure Liquid / methods
  • Euphorbiaceae / chemistry*
  • Euphorbiaceae / metabolism*
  • Flavonoids / analysis
  • Flavonoids / isolation & purification
  • Flavonoids / metabolism
  • Fruit / chemistry
  • Fruit / metabolism
  • Gas Chromatography-Mass Spectrometry / methods
  • Phytochemicals / analysis*
  • Phytochemicals / isolation & purification
  • Phytochemicals / metabolism*
  • Plant Extracts / analysis*
  • Plant Extracts / isolation & purification
  • Plant Extracts / metabolism*
  • Plant Leaves / chemistry
  • Plant Leaves / metabolism
  • Plant Roots / chemistry
  • Plant Roots / metabolism
  • Tandem Mass Spectrometry / methods

Substances

  • Flavonoids
  • Phytochemicals
  • Plant Extracts