Acylphloroglucinol-monoterpene meroterpenoids from Eucalyptus tereticornis and their inhibitory activity against ATP citrate lyase

Phytochemistry. 2023 Mar:207:113565. doi: 10.1016/j.phytochem.2022.113565. Epub 2022 Dec 19.

Abstract

Five undescribed enantiomeric pairs of acylphloroglucinol-monoterpene meroterpenoids ((+)-/(-)-eucateretins A-E) resolved by chiral-phase HPLC were obtained from the leaves of Eucalyptus tereticornis Smith, along with nine known analogues. Their structures were elucidated by spectroscopic methods and ECD calculations. This is the first report of meroterpenoid enantiomers from this plant. Some of the isolates, (-)-eucateretin A, (+)-/(-)-eucateretins E, 7'α-eucalrobusone X, eucalrobusone X, and robustadial B, exhibited inhibitory effects on ATP citrate lyase, and 7'α-eucalrobusone X significantly suppressed the hepatocyte lipogenesis.

Keywords: (+)-/(−)-eucateretins A−E; ATP citrate Lyase; Eucalyptus tereticornis Smith; Meroterpenoids; Myrtaceae.

MeSH terms

  • ATP Citrate (pro-S)-Lyase
  • Acyltransferases
  • Eucalyptus* / chemistry
  • Molecular Structure
  • Monoterpenes* / analysis
  • Plant Leaves / chemistry

Substances

  • Monoterpenes
  • ATP Citrate (pro-S)-Lyase
  • Acyltransferases