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

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 'alpha-eucalrobusone X, eucalrobusone X, and robustadial B, exhibited inhibitory effects on ATP citrate lyase, and 7 'alpha-eucalrobusone X significantly suppressed the hepatocyte lipogenesis.

Automated summary

Five undescribed enantiomeric pairs of acylphloroglucinol-monoterpene meroterpenoids were isolated from Eucalyptus tereticornis Smith leaves, along with nine known analogues. Their structures were determined by spectroscopic methods and ECD calculations. These enantiomers are the first reported from this plant. Several of the isolates showed inhibitory effects on ATP citrate lyase, and one significantly suppressed hepatocyte lipogenesis.