Trimeric and Dimeric Carbazole Alkaloids from Murraya microphylla

Molecules. 2021 Sep 20;26(18):5689. doi: 10.3390/molecules26185689.

Abstract

Seventeen new carbazole alkaloid derivatives, including a trimeric carbazole racemate, (±)-microphyltrine A (1), 15 dimeric carbazole racemates, (±)-microphyldines A-O (2-16), and a C-6-C-3″-methyl-linked dimeric carbazole, microphyldine P (17), were isolated from the leaves and stems of Murraya microphylla (Merr. et Chun) Swingle. The structures of the new compounds were elucidated on the basis of HRESIMS and NMR data analysis. The optically pure isomers of these isolated carbazole alkaloids were obtained by chiral HPLC separation and their absolute configurations were determined by electronic circular dichroism (ECD) data analysis.

Keywords: ECD; Murraya microphylla; absolute configurations; dimeric carbazole; racemates; trimeric carbazole.

MeSH terms

  • Alkaloids / chemistry*
  • Alkaloids / pharmacology*
  • Carbazoles / chemistry*
  • Carbazoles / pharmacology*
  • Carbon-13 Magnetic Resonance Spectroscopy
  • Cell Death / drug effects
  • Cell Line
  • Chromatography, High Pressure Liquid
  • Humans
  • Isomerism
  • Macrophages / drug effects
  • Microglia / drug effects
  • Murraya / chemistry*
  • Nitric Oxide / metabolism
  • Plant Extracts / chemistry
  • Plant Extracts / pharmacology
  • Plant Leaves / chemistry
  • Plant Stems / chemistry
  • Proton Magnetic Resonance Spectroscopy

Substances

  • Alkaloids
  • Carbazoles
  • Plant Extracts
  • Nitric Oxide