Nostotrebin 6, a bis(cyclopentenedione) with cholinesterase inhibitory activity isolated from Nostoc sp. str. Lukesová 27/97

J Enzyme Inhib Med Chem. 2010 Jun;25(3):414-20. doi: 10.3109/14756360903213481.

Abstract

Nostotrebin 6, a new polyphenolic compound with a fully substituted 2,2'-bis(cyclopent-4-en-1,3-dione) skeleton, was isolated from a methanolic extract of the cyanobacterial strain Nostoc sp. str. Lukesová 27/97. The structure of this compound was determined using X-ray crystallography and further supported by NMR, IR spectroscopy, and MS. Nostotrebin 6 is an S-parabolic I-parabolic noncompetitive inhibitor of acetylcholinesterase (IC(50) = 5.5 microM) and an S-parabolic I-parabolic mixed inhibitor of butyrylcholinesterase (IC(50) = 6.1-7.5 microM). The inhibitory potency of nostotrebin 6 was compared with that of tacrine and galanthamine.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetylcholinesterase / drug effects
  • Animals
  • Butyrylcholinesterase / drug effects
  • Cholinesterase Inhibitors / chemistry*
  • Cholinesterase Inhibitors / isolation & purification
  • Cholinesterase Inhibitors / pharmacology
  • Cyclopentanes / chemistry
  • Cyclopentanes / isolation & purification
  • Cyclopentanes / pharmacology*
  • Humans
  • Inhibitory Concentration 50
  • Molecular Structure
  • Nostoc / chemistry*

Substances

  • Cholinesterase Inhibitors
  • Cyclopentanes
  • nostotrebin 6
  • Acetylcholinesterase
  • Butyrylcholinesterase