Strynuxlines A and B, alkaloids with an unprecedented carbon skeleton from Strychnos nux-vomica

J Nat Prod. 2012 Nov 26;75(11):1987-90. doi: 10.1021/np300339r. Epub 2012 Oct 22.

Abstract

The investigation of the seeds of Strychnos nux-vomica led to the isolation of two novel indole alkaloids, strynuxlines A (1) and B (2), with an unprecedented 6/5/9/6/7/6 hexacyclic ring system. Their structures and absolute configurations were elucidated on the basis of their MS, NMR, and ECD data. A plausible biosynthesis pathway of 1 and 2 is also proposed.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents, Phytogenic / chemistry*
  • Antineoplastic Agents, Phytogenic / isolation & purification*
  • Antineoplastic Agents, Phytogenic / pharmacology
  • Drug Screening Assays, Antitumor
  • Drugs, Chinese Herbal / chemistry*
  • Drugs, Chinese Herbal / isolation & purification*
  • Drugs, Chinese Herbal / pharmacology
  • HL-60 Cells
  • Humans
  • Indole Alkaloids / chemistry*
  • Indole Alkaloids / isolation & purification*
  • Indole Alkaloids / pharmacology
  • Inhibitory Concentration 50
  • Molecular Structure
  • Seeds / chemistry
  • Strychnine / isolation & purification
  • Strychnos nux-vomica / chemistry*

Substances

  • Antineoplastic Agents, Phytogenic
  • Drugs, Chinese Herbal
  • Indole Alkaloids
  • strynuxline A
  • strynuxline B
  • Strychnine