Two new carbazole alkaloids from Murraya koenigii

J Nat Prod. 2003 Mar;66(3):416-8. doi: 10.1021/np020468a.

Abstract

Two new carbazole alkaloids named murrayanine (1) and 8,8' '-biskoenigine (2) were isolated from Murraya koenigii. The structure elucidations for 1 and 2 were carried out on the basis of 1D and 2D NMR experiments. Compound 1 was a novel carbazole alkaloid with a rare phenylpropanyl substitution. Compound 2 was a symmetrical dimer of the carbazole alkaloid koenigine and showed antiosteoporotic activity in the CAT-B model with IC(50) 1.3 microg/mL. The synthesis of 2 from koenigine was carried out through oxidative coupling using a solid state reaction.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkaloids
  • Anti-Infective Agents / chemistry
  • Anti-Infective Agents / isolation & purification*
  • Anti-Infective Agents / pharmacology
  • Antifungal Agents / chemistry
  • Antifungal Agents / isolation & purification*
  • Antifungal Agents / pharmacology
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / isolation & purification*
  • Antineoplastic Agents / pharmacology
  • Carbazoles / chemistry
  • Carbazoles / isolation & purification*
  • Carbazoles / pharmacology
  • Cathepsin B / drug effects*
  • Disease Models, Animal
  • Drugs, Chinese Herbal / chemistry*
  • Inhibitory Concentration 50
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Plants, Medicinal

Substances

  • 8,8' '-biskoenigine
  • Alkaloids
  • Anti-Infective Agents
  • Antifungal Agents
  • Antineoplastic Agents
  • Carbazoles
  • Drugs, Chinese Herbal
  • carbazole
  • murrayanine
  • Cathepsin B