Jump to main content
Jump to site search
PLANNED MAINTENANCE Close the message box

Scheduled maintenance work on Wednesday 21st October 2020 from 07:00 AM to 07:00 PM (BST).

During this time our website performance may be temporarily affected. We apologise for any inconvenience this might cause and thank you for your patience.


Issue 24, 2012
Previous Article Next Article

Isolation, biological activity and synthesis of the natural product ellipticine and related pyridocarbazoles

Author affiliations

Abstract

The tetracyclic natural product ellipticine (5,11-dimethyl-6H-pyrido[4,3-b]carbazole) was first isolated from the plant material of Ochrosia elliptica Labill in 1959. Woodward et al. reported the first synthesis of ellipticine later the same year, and this was followed by many different synthetic strategies in subsequent decades. Investigation of the biological activity of ellipticines uncovered potent anti-cancer properties and several ellipticine derivatives have been the subject of clinical trials. The ellipticine family of compounds exert their biological activity via several modes of action, the most well established of which are intercalation with DNA and topoisomerase II inhibition. In recent times other modes of action have been revealed, including kinase inhibition, interaction with p53 transcription factor, bio-oxidation and adduct formation. The scope of this review covers key features of the biological activity of ellipticine, with emphasis on new modes of action, followed by synthetic routes to ellipticine, including key early syntheses of pyrido[4,3-b]carbazoles and comprehensive coverage of the literature since the late 1980s, along with more recent syntheses of ellipticine analogues and substituted ellipticines.

Graphical abstract: Isolation, biological activity and synthesis of the natural product ellipticine and related pyridocarbazoles

Back to tab navigation

Article information


Submitted
30 Mar 2012
Accepted
08 May 2012
First published
09 May 2012

RSC Adv., 2012,2, 8883-8918
Article type
Review Article

Isolation, biological activity and synthesis of the natural product ellipticine and related pyridocarbazoles

C. M. Miller and F. O. McCarthy, RSC Adv., 2012, 2, 8883
DOI: 10.1039/C2RA20584J

Social activity

Search articles by author

Spotlight

Advertisements