Novel dolabellane-type diterpene alkaloids with lipid metabolism promoting activities from the seeds of Nigella sativa

Org Lett. 2004 Mar 18;6(6):869-72. doi: 10.1021/ol036239c.

Abstract

[structure: see text] Four new dolabellane-type diterpene alkaloids, nigellamines A(1) (1), A(2) (2), B(1) (3), and B(2) (4), were isolated from the seeds of Nigella sativa. Their absolute stereostructures were determined on the basis of chemical and physicochemical evidence. Nigellamines A(1) (1), B(1) (3), and B(2) (4) were found to show potent lipid metabolism promoting activity in primary cultured mouse hepatocytes, and their activities were equivalent to that of a PPAR-alpha agonist, clofibrate.

MeSH terms

  • Alkaloids / chemistry*
  • Animals
  • Cells, Cultured
  • Diterpenes / chemistry*
  • Hepatocytes
  • Magnetic Resonance Spectroscopy
  • Mice
  • Molecular Conformation
  • Nigella sativa / chemistry*
  • Plant Extracts / chemistry
  • Plant Extracts / metabolism
  • Plants, Medicinal
  • Seeds / chemistry
  • Triglycerides / antagonists & inhibitors

Substances

  • Alkaloids
  • Diterpenes
  • Plant Extracts
  • Triglycerides
  • dolabellane