Vitexlactam A, a novel labdane diterpene lactam from the fruits of Vitex agnus-castus

Sheng Hong Li, Hongjie ZHANG, Sheng Xiang Qiu*, Xue Mei Niu, Bernard D. Santarsiero, Andrew D. Mesecar, Harry H.S. Fong, Norman R. Farnsworth, Han Dong Sun

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

52 Citations (Scopus)

Abstract

A novel labdane diterpene alkaloid, vitexlactam A (1) was isolated as a prism from the n-hexane extract of the fruits of Vitex agnus-castus through normal and reverse phase column chromatography. Its structure was elucidated to be 6β-acetoxy-9α-hydroxy-13(14)-labden-16,15-amide, based on chemical and spectral evidences including 1D and 2D NMR spectra. The structure was confirmed by X-ray crystallographic analysis. Compound 1 is the first naturally occurring labdane diterpenoid containing an α,β-unsaturated γ-lactam moiety.

Original languageEnglish
Pages (from-to)5131-5134
Number of pages4
JournalTetrahedron Letters
Volume43
Issue number29
DOIs
Publication statusPublished - 15 Jul 2002

Scopus Subject Areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

User-Defined Keywords

  • Labdane diterpene
  • Lactam
  • NMR
  • Verbenaceae
  • Vitex agnus-castus
  • Vitexlactam A
  • X-ray

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