Minor limonoids from Melia toosendan and their antibacterial activity

Planta Med. 2007 Oct;73(12):1298-303. doi: 10.1055/s-2007-981618. Epub 2007 Sep 24.

Abstract

In this study five new limonoids, toosendone [24,25,26,27-tetra-nor-6alpha-acetoxy-21,22-epoxy-7alpha-tigloyl-1alpha,3alpha,28-trihydroxyapotirucalla-(apoeupha)-14,20,22-trien-12-one, 1] and 12-ethoxynimbolinins A-D (2-5), together with five known limonoids, 1-acetyltrichilinin (6), 1-cinnamoyltrichilinin (7), trichilinin B (8), 1,7-di-O-acetyl-14,15-deoxyhavanensin (9) and 12-O-methylnimbolinin B (10),were isolated from the fruits of Melia toosendan. Their structures and relative configurations were established based on spectroscopic analysis. Compound 4 exhibited significant antibacterial activity against the oral pathogen, Porphyromonas gingivalis ATCC 33 277, with an MIC value of 15.6 microg/mL. Compounds 7 and 8 were also active against P. gingivalis ATCC 33 277, with MIC values of 31.3 and 31.5 microg/mL respectively.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / isolation & purification
  • Anti-Bacterial Agents / pharmacology*
  • Fruit / chemistry
  • Humans
  • Limonins / chemistry
  • Limonins / isolation & purification
  • Limonins / pharmacology*
  • Melia / chemistry*
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Mouth / microbiology
  • Plants, Medicinal / chemistry
  • Porphyromonas gingivalis / drug effects*
  • Streptococcus mutans / drug effects*

Substances

  • Anti-Bacterial Agents
  • Limonins