Total synthesis of 6'-hydroxyjusticidin A

J Asian Nat Prod Res. 2012;14(4):322-6. doi: 10.1080/10286020.2011.653561.

Abstract

The first total synthesis of 6'-hydroxyjusticidin A, isolated from Justicia procumbens L. with good inhibitory activity against cancer cells, has been accomplished. The structure was confirmed by ¹H NMR, ¹³C NMR, and HR-ESI-MS. The key steps involved a Diels-Alder cycloaddition reaction and a reduction in NaBH₄.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acanthaceae / chemistry
  • Antineoplastic Agents, Phytogenic / chemical synthesis*
  • Antineoplastic Agents, Phytogenic / chemistry
  • Antineoplastic Agents, Phytogenic / pharmacology
  • Dioxolanes / chemical synthesis*
  • Dioxolanes / chemistry
  • Dioxolanes / pharmacology
  • Humans
  • Lignans / chemical synthesis*
  • Lignans / chemistry
  • Lignans / pharmacology
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Stereoisomerism

Substances

  • Antineoplastic Agents, Phytogenic
  • Dioxolanes
  • Lignans
  • 6'-hydroxyjusticidin A