A short overview on the medicinal chemistry of (-)-shikimic acid

Mini Rev Med Chem. 2012 Dec;12(14):1443-54. doi: 10.2174/138955712803832735.

Abstract

Shikimic acid, a natural compound is a key intermediate in the biosynthesis of amino acids. Consequently, this derivative is widely present in many plants and has interesting biological properties. But besides the pharmacological relevance of shikimic acid itself, it is also an intermediate in the synthesis of many drugs, being the most relevant the antiviral agent oseltamivir (Tamiflu™). Here we present a short overview on recent natural, biotechnological and synthetical sources of shikimic acid, togheter with pharmacological applications of this compound and a selection of derivatives, including oseltamivir (Tamiflu™).

Publication types

  • Research Support, Non-U.S. Gov't
  • Review

MeSH terms

  • Animals
  • Antiviral Agents / chemistry
  • Antiviral Agents / pharmacology
  • Biological Products / chemistry
  • Biological Products / pharmacology
  • Biotechnology / methods
  • Drug Discovery
  • Humans
  • Neuraminidase / antagonists & inhibitors
  • Oseltamivir / chemistry
  • Oseltamivir / pharmacology
  • Shikimic Acid / analogs & derivatives
  • Shikimic Acid / chemistry*
  • Shikimic Acid / pharmacology*

Substances

  • Antiviral Agents
  • Biological Products
  • Oseltamivir
  • Shikimic Acid
  • Neuraminidase