First total synthesis of the 2,7-naphthyridine alkaloids lophocladine a and B

Arch Pharm (Weinheim). 2006 Dec;339(12):677-9. doi: 10.1002/ardp.200600134.

Abstract

The one-pot reaction of 4-benzylpyridine-3-carbonitrile with Bredereck's reagent and subsequent treatment with either glacial acetic acid and sulfuric acid or ammonium acetate provided the new bioactive naphthyridine alkaloids lophocladine A and B, respectively.

MeSH terms

  • Antineoplastic Agents, Phytogenic / chemical synthesis*
  • Antineoplastic Agents, Phytogenic / pharmacology
  • Chromatography, High Pressure Liquid
  • Drug Screening Assays, Antitumor
  • Humans
  • Indicators and Reagents
  • Naphthyridines / chemical synthesis*
  • Naphthyridines / pharmacology
  • Spectroscopy, Fourier Transform Infrared
  • Stereoisomerism

Substances

  • Antineoplastic Agents, Phytogenic
  • Indicators and Reagents
  • Naphthyridines
  • lophocladine A
  • lophocladine B