Isolation and cholinesterase-inhibition studies of sterols from Haloxylon recurvum

Bioorg Med Chem Lett. 2006 Feb;16(3):573-80. doi: 10.1016/j.bmcl.2005.10.042. Epub 2005 Nov 7.

Abstract

Haloxysterols A-D (1-4), new C-24 alkylated sterols, have been isolated from the chloroform soluble fraction of Haloxylon recurvum, along with five known sterols 5-9, which are reported for the first time from this species. Their structures were determined by means of 1D- and 2D-NMR techniques. Compounds 1-9 inhibited cholinesterase enzymes in a concentration-dependent manner with K(i) values ranging between 0.85-25.5 and 1.0-19.0 microM against acetylcholinesterase (AChE; EC 3.1.1.7) and butyrylcholinesterase (BChE; EC 3.1.1.8) enzymes, respectively. Lineweaver-Burk, Dixon plots and their secondary replots indicated that compounds 1-9 are non-competitive inhibitors of both AChE and BChE enzymes.

MeSH terms

  • Acetylcholinesterase / drug effects*
  • Amaranthaceae / chemistry*
  • Animals
  • Binding, Competitive
  • Butyrylcholinesterase / drug effects
  • Chloroform / chemistry
  • Cholinesterase Inhibitors / isolation & purification*
  • Cholinesterase Inhibitors / pharmacology
  • Dose-Response Relationship, Drug
  • Magnetic Resonance Spectroscopy
  • Mathematics
  • Phytosterols / chemistry
  • Phytosterols / isolation & purification*
  • Phytosterols / pharmacology

Substances

  • Cholinesterase Inhibitors
  • Phytosterols
  • Chloroform
  • Acetylcholinesterase
  • Butyrylcholinesterase