Lignan derivatives and a norditerpene from the seeds of Vitex negundo

J Nat Prod. 2004 Dec;67(12):2073-5. doi: 10.1021/np040102t.

Abstract

A new phenyldihydronaphthalene-type lignan, vitedoin A (1), a new phenylnaphthalene-type lignan alkaloid, vitedoamine A (2), and a new trinorlabdane-type diterpene, vitedoin B (3), were isolated from the seeds of Vitex negundo along with five known lignan derivatives (4-8). Their chemical structures were determined mainly on the basis of NMR and MS data. Compounds 1, 2, and 4-7 showed stronger antioxidative activity than alpha-tocopherol using the ferric thiocyanate method. Compounds 1, 2, and 4-7 showed higher radical-scavenging effect on the stable free radical, 1,1-diphenyl-2-picrylhydrazyl, than L-cysteine.

MeSH terms

  • Antioxidants / chemistry
  • Antioxidants / isolation & purification*
  • Antioxidants / pharmacology
  • Biphenyl Compounds
  • Cysteine / pharmacology
  • Diterpenes / chemistry
  • Diterpenes / isolation & purification*
  • Diterpenes / pharmacology
  • Drugs, Chinese Herbal / chemistry
  • Drugs, Chinese Herbal / isolation & purification*
  • Drugs, Chinese Herbal / pharmacology
  • Lignans / chemistry
  • Lignans / isolation & purification*
  • Lignans / pharmacology
  • Molecular Structure
  • Naphthalenes / chemistry
  • Naphthalenes / isolation & purification*
  • Naphthalenes / pharmacology
  • Nuclear Magnetic Resonance, Biomolecular
  • Picrates / pharmacology
  • Plants, Medicinal / chemistry*
  • Seeds / chemistry
  • Vitex / chemistry*
  • alpha-Tocopherol / pharmacology

Substances

  • Antioxidants
  • Biphenyl Compounds
  • Diterpenes
  • Drugs, Chinese Herbal
  • Lignans
  • Naphthalenes
  • Picrates
  • vitedoamine A
  • vitedoin A
  • vitedoin B
  • 1,1-diphenyl-2-picrylhydrazyl
  • alpha-Tocopherol
  • Cysteine