Nigellamines A3, A4, A5, and C, new dolabellane-type diterpene alkaloids, with lipid metabolism-promoting activities from the Egyptian medicinal food black cumin

Chem Pharm Bull (Tokyo). 2004 Apr;52(4):494-7. doi: 10.1248/cpb.52.494.

Abstract

New dolabellane-type diterpene alkaloids, nigellamines A(3), A(4), A(5), and C, were isolated from the methanolic extract of an Egyptian medicinal food, black cumin (the seeds of Nigella sativa). Their absolute configurations were determined on the basis of chemical and physicochemical evidence. Nigellamines were found to lower triglyceride levels in primary cultured mouse hepatocytes, and in particular, the activity of nigellamine A(5) was equivalent to that of the hypolipidemic agent, clofibrate.

MeSH terms

  • Alkaloids / chemical synthesis*
  • Alkaloids / isolation & purification
  • Alkaloids / pharmacology*
  • Animals
  • Cells, Cultured
  • Cuminum / chemistry*
  • Diterpenes / chemistry*
  • Diterpenes / isolation & purification
  • Diterpenes / pharmacology*
  • Hepatocytes / drug effects
  • Hepatocytes / metabolism
  • Lipid Metabolism*
  • Magnetic Resonance Spectroscopy
  • Methanol
  • Mice
  • Molecular Conformation
  • Plant Extracts / chemistry
  • Seeds / chemistry
  • Solvents
  • Spectrometry, Mass, Electrospray Ionization
  • Spectrophotometry, Infrared
  • Spectrophotometry, Ultraviolet

Substances

  • Alkaloids
  • Diterpenes
  • Plant Extracts
  • Solvents
  • Methanol