Inhibitors of types I and II dehydroquinase

Mini Rev Med Chem. 2004 Sep;4(7):747-56.

Abstract

Inhibitors of varying potency have been developed for types I and II 3-dehydroquinate dehydratase (dehydroquinase), enzymes from the shikimate and quinate pathways that catalyse the dehydration of dehydroquinate to dehydroshikimate. These inhibitors have resulted from enzyme mechanistic studies and from the direct search for enzyme inhibitors with herbicidal, fungicidal or antimicrobial potential. This review discusses the design of the various inhibitors that have been produced so far and some structure-activity relationships. The majority of these inhibitors are based on dehydroquinate analogues, although some work has also been carried out on dehydroshikimate and bissulfonamides. Some discussion is also presented on advances in the synthesis of these types of compounds.

Publication types

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

MeSH terms

  • Aspergillus nidulans / enzymology
  • Enzyme Inhibitors* / chemistry
  • Enzyme Inhibitors* / pharmacology
  • Hydro-Lyases / antagonists & inhibitors*
  • Hydro-Lyases / physiology
  • Molecular Structure
  • Mycobacterium tuberculosis / enzymology
  • Salmonella typhimurium / enzymology
  • Streptomyces coelicolor / enzymology
  • Structure-Activity Relationship
  • Substrate Specificity

Substances

  • Enzyme Inhibitors
  • Hydro-Lyases
  • 3-dehydroquinate dehydratase