Indenoindoles and cyclopentacarbazoles as bioactive compounds: synthesis and biological applications

Eur J Med Chem. 2013 Nov:69:465-79. doi: 10.1016/j.ejmech.2013.08.049. Epub 2013 Sep 16.

Abstract

Indenoindoles and their isomers cyclopentacarbazoles represent a wide class of synthetic and natural compounds. The great interest of these structures in (bio)organic chemistry is due to the use of various building blocks to get the elemental four ring structure. Depending on the synthetic route chosen, the chemists can achieve a large number of regioisomers. Each regioisomer can be considered as a template for specific functionalizations. Therefore, this mini-review aims (i) to present an overview on how to access this large family of heterocyclic compounds and (ii) to discuss their various biological applications and drug development in oncology (e.g. kinases), in CNS disorders (e.g. Alzheimer's disease), in endocrinology (e.g. hormone replacement therapy) and oxidative stress (e.g. organ preservation). Past and present works will be presented through the systems 6-5-5-6 and 6-5-6-5 (combination of 6-membered and 5-membered rings).

Keywords: Biological applications; CNS disorders; Cancer; Cardiovascular diseases; Chemical syntheses; Cyclopentacarbazoles; Diabetes; Indenoindoles; Oxidative stress.

Publication types

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

MeSH terms

  • Antineoplastic Agents / chemical synthesis
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / pharmacology*
  • Antioxidants / chemical synthesis
  • Antioxidants / chemistry
  • Antioxidants / pharmacology
  • Carbazoles / chemical synthesis
  • Carbazoles / chemistry
  • Carbazoles / pharmacology*
  • Cell Proliferation / drug effects
  • Central Nervous System Diseases / drug therapy
  • Central Nervous System Diseases / enzymology
  • Hormone Replacement Therapy*
  • Indoles / chemical synthesis
  • Indoles / chemistry
  • Indoles / pharmacology*
  • Neoplasms / drug therapy*
  • Neoplasms / enzymology
  • Neoplasms / pathology
  • Neuroprotective Agents / chemical synthesis
  • Neuroprotective Agents / chemistry
  • Neuroprotective Agents / pharmacology*
  • Phosphotransferases / antagonists & inhibitors
  • Phosphotransferases / metabolism

Substances

  • Antineoplastic Agents
  • Antioxidants
  • Carbazoles
  • Indoles
  • Neuroprotective Agents
  • indenoindole
  • Phosphotransferases