Persicaline, A New Antioxidant Sulphur-Containing Imidazoline Alkaloid from Salvadora persica Roots

Molecules. 2018 Feb 23;23(2):483. doi: 10.3390/molecules23020483.

Abstract

Salvadora persica L. is a popular chewing stick commonly known as "miswak". During our ongoing research activities on the chemical constituents of Salvadora persica roots, which is a new sulphur-containing imidazoline alkaloid 1,3-Dibenzyl-4-(1,2,3,4-tetrahydroxy-butyl)-1,3-dihydro-imidazole-2-thione, persicaline, (1) along with five known compounds (2-6) are identified. Compounds (2, 3) were reported for the first time from the family Salvadoraeceae. The structure of the new compound was established by extensive spectroscopic data and HR-MS. The antioxidant activities of the fractions and isolates were evaluated using different in vitro methods, such as DPPH, superoxide anion and nitric oxide radicals scavenging assays. Compound (1) showed a promising antioxidant activity with IC50 0.1, 0.08, and 0.09 µM in the three assays, respectively, comparable to ascorbic acid.

Keywords: Salvadora persica; imidazoline alkaloids; persicaline; radical scavenging activity; sulphur-containing compounds.

MeSH terms

  • Alkaloids / chemistry*
  • Alkaloids / isolation & purification
  • Alkaloids / pharmacology*
  • Antioxidants / chemistry*
  • Antioxidants / isolation & purification
  • Antioxidants / pharmacology*
  • Free Radical Scavengers / chemistry
  • Free Radical Scavengers / pharmacology
  • Imidazolines / chemistry*
  • Imidazolines / isolation & purification
  • Imidazolines / pharmacology*
  • Inhibitory Concentration 50
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Plant Roots / chemistry*
  • Salvadoraceae / chemistry*
  • Sulfur / chemistry*

Substances

  • Alkaloids
  • Antioxidants
  • Free Radical Scavengers
  • Imidazolines
  • Sulfur