Antimicrobial Furoquinoline Alkaloids from Vepris lecomteana (Pierre) Cheek & T. Heller (Rutaceae)

Molecules. 2017 Dec 21;23(1):13. doi: 10.3390/molecules23010013.

Abstract

Three new prenylated furoquinoline alkaloids named lecomtequinoline A (1), B (2), and C (3), together with the known compounds anhydroevoxine (4), evoxine (5), dictamnine (6), N-methylflindersine (7), evoxanthine (8), hesperidin, lupeol, β-sitosterol, stigmasterol, β-sitosterol-3-O-β-d-glucopyranoside, stearic acid, and myristyl alcohol, were isolated by bioassay-guided fractionation of the methanolic extracts of leaves and stem of Vepris lecomteana. The structures of compounds were determined by spectroscopic methods (NMR, MS, UV, and IR) and by comparison with previously reported data. Crude extracts of leaves and stem displayed high antimicrobial activity, with Minimum Inhibitory Concentration (MIC) (values of 10.1-16.5 and 10.2-20.5 µg/mL, respectively, against Escherichia coli, Bacillus subtilis, Pseudomonas agarici, Micrococcus luteus, and Staphylococcus warneri, while compounds 1-6 showed values ranging from 11.1 to 18.7 µg/mL or were inactive, suggesting synergistic effect. The extracts may find application in crude drug preparations in Western Africa where Vepris lecomteana is endemic, subject to negative toxicity results in vivo.

Keywords: Vepris lecomteana; furoquinoline alkaloids; lecomte quinoline A–C.

MeSH terms

  • Alkaloids / chemistry
  • Alkaloids / isolation & purification*
  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / isolation & purification*
  • Bacillus subtilis / drug effects
  • Escherichia coli / drug effects
  • Humans
  • Microbial Sensitivity Tests / methods
  • Micrococcus luteus / drug effects
  • Molecular Structure
  • Plant Extracts / chemistry
  • Plant Leaves / chemistry
  • Plant Stems / chemistry
  • Quinolines / chemistry
  • Quinolines / isolation & purification*
  • Rutaceae / chemistry*
  • Staphylococcaceae / drug effects

Substances

  • Alkaloids
  • Anti-Bacterial Agents
  • Plant Extracts
  • Quinolines