Tyrosyl-DNA Phosphodiesterase I Inhibitors from the Australian Plant Macropteranthes leichhardtii

J Nat Prod. 2015 Jul 24;78(7):1756-60. doi: 10.1021/acs.jnatprod.5b00211. Epub 2015 Jul 7.

Abstract

Mass-directed isolation of the CH2Cl2/MeOH extract from the bark of an Australian plant, Macropteranthes leichhardtii, resulted in the purification of a new phenylpropanoid glucoside, macropteranthol (1), together with four known analogues (2-5). The structure of compound 1 was elucidated by NMR and MS data analyses and quantum chemical calculations. Compounds 3 and 5 showed inhibitory activity against tyrosyl-DNA phosphodiesterase I with IC50 values of ∼1.0 μM.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Australia
  • Combretaceae / chemistry*
  • Glucosides / chemistry
  • Glucosides / isolation & purification*
  • Glucosides / pharmacology*
  • Inhibitory Concentration 50
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Phenylpropionates / chemistry
  • Phenylpropionates / isolation & purification*
  • Phenylpropionates / pharmacology*
  • Phosphodiesterase Inhibitors / chemistry
  • Phosphodiesterase Inhibitors / isolation & purification*
  • Phosphodiesterase Inhibitors / pharmacology*
  • Phosphoric Diester Hydrolases / drug effects*
  • Structure-Activity Relationship

Substances

  • Glucosides
  • Phenylpropionates
  • Phosphodiesterase Inhibitors
  • macropteranthol
  • Phosphoric Diester Hydrolases
  • tyrosyl-DNA phosphodiesterase