Calmodulin inhibitors from Leucophyllum ambiguum

J Nat Prod. 2003 Feb;66(2):221-4. doi: 10.1021/np020346i.

Abstract

Activity-directed fractionation of a CH(2)Cl(2)-MeOH (1:1) extract of Leucophyllum ambiguum led to the isolation of two new lignans designated with the trivial names of 2'-methoxykobusin (1) and 2'-methoxy-4' '-hydroxydemethoxykobusin (2). In addition, the known compounds kobusin (3), 2',2' '-dimethoxysesamin (4), trans-cinnamic acid, apigenin, and apigetrin were obtained. The identification of the novel analogues 1 and 2 was accomplished by spectral methods. The structure of 1 was unequivocally confirmed by X-ray analysis. Compounds 1-4 interacted with bovine-brain calmodulin and inhibited the activation of the calmodulin-dependent enzyme cAMP phosphodiesterase.

Publication types

  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.
  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Animals
  • Apigenin
  • Brain / enzymology
  • Calmodulin / antagonists & inhibitors*
  • Cattle
  • Cinnamates / chemistry
  • Cinnamates / isolation & purification
  • Electrophoresis, Polyacrylamide Gel
  • Flavonoids / chemistry
  • Flavonoids / isolation & purification
  • Glycoproteins / chemistry
  • Glycoproteins / isolation & purification*
  • Glycoproteins / pharmacology
  • Lignans / chemistry
  • Lignans / isolation & purification*
  • Lignans / pharmacology
  • Mexico
  • Molecular Structure
  • Plants, Medicinal / chemistry*
  • Scrophulariaceae / chemistry*
  • Stereoisomerism

Substances

  • Calmodulin
  • Cinnamates
  • Flavonoids
  • Glycoproteins
  • Lignans
  • cinnamic acid
  • apigetrin
  • Apigenin