Absolute configuration of L-methionine sulfoximine as a toxic principle in Cnestis palala (Lour.) Merr

Chem Pharm Bull (Tokyo). 1993 Feb;41(2):388-90. doi: 10.1248/cpb.41.388.

Abstract

An unusual amino acid, L-methionine sulfoximine (1), has been isolated from the fresh seeds of Cnestis palala (Lour.) Merr. [Connaraceae]. The absolute configuration of the natural sulfoximine (1) was confirmed to be 2(S)-methionine S(S)-sulfoximine [(2S,SS)-2-amino-4-(S-methylsulfonimidoyl)-n-butanoic acid] by comparison of the [alpha]D value and IR spectrum with those of authentic samples obtained through the optical resolution of synthetic materials. Acute toxicity of the seeds of C. palala in a beagle dog was also studied.

MeSH terms

  • Animals
  • Dogs
  • Male
  • Methionine Sulfoximine / chemistry
  • Methionine Sulfoximine / isolation & purification
  • Methionine Sulfoximine / toxicity*
  • Molecular Conformation
  • Plant Poisoning / etiology*
  • Seeds / chemistry*

Substances

  • Methionine Sulfoximine