Total synthesis of (+/-)-neovibsanin B

Org Lett. 2009 Mar 19;11(6):1253-5. doi: 10.1021/ol802973f.

Abstract

(+/-)-Neovibsanin B was synthesized based on a DMI-accelerated intramolecular Diels-Alder reaction followed by oxy-Michael addition-lactonization. The synthetic (+/-)-neovibsanin B induced similar morphological changes in NGF-mediated PC12 cells compared with natural (+)-neovibsanin B.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Diterpenes / chemical synthesis*
  • Diterpenes / chemistry
  • Diterpenes / pharmacology
  • Molecular Structure
  • Nerve Growth Factor / chemical synthesis*
  • Nerve Growth Factor / chemistry
  • Nerve Growth Factor / pharmacology
  • Neurites / drug effects*
  • PC12 Cells
  • Rats
  • Stereoisomerism

Substances

  • Diterpenes
  • neovibsanin A
  • Nerve Growth Factor