Jump to main content
Jump to site search

Issue 7, 2011
Previous Article Next Article

Perspectives on the structural and biosynthetic interrelationships between oxygenated furanocembranoids and their polycyclic congeners found in corals

Author affiliations

Abstract

Covering: up to the end of March 2011

Macrocyclic and polycyclic ‘cembranoid’ diterpenes are one of the most widespread groups of natural products that are found in the marine milieu. The macrocyclic cembranoids are linked to each other by a network of oxygenation processes, which often climax with the formation of furano- and furanobutenolide-based macrocyclic cembranoids commonly found in gorgonian and soft corals. These macrocycles are then prone to oxidative rearrangements, photochemical ring contraction, and transannular cyclisations amongst others, leading to a plethora of novel and architecturally attractive marine metabolites. Although there is a dearth of knowledge about the enzymes that trigger some of the steps in their biosynthesis, speculations are rife. In this personal perspective we have examined many of the structural relationships within oxycembranoids and their relatives isolated from corals. This has allowed us to speculate on the likely biosynthetic interrelationships between structurally similar metabolites, and then propose some likely key carbon-to-carbon bond forming reactions that are followed in vivo in linking macrocyclic cembranoids to their polycyclic congeners. Biomimetic synthesis studies, which vindicate some of the biosynthetic speculations, are interweaved in the discussion.

Graphical abstract: Perspectives on the structural and biosynthetic interrelationships between oxygenated furanocembranoids and their polycyclic congeners found in corals

Back to tab navigation

Publication details

The article was received on 17 Mar 2011 and first published on 03 Jun 2011


Article type: Review Article
DOI: 10.1039/C1NP00023C
Nat. Prod. Rep., 2011,28, 1269-1310

  •   Request permissions

    Perspectives on the structural and biosynthetic interrelationships between oxygenated furanocembranoids and their polycyclic congeners found in corals

    Y. Li and G. Pattenden, Nat. Prod. Rep., 2011, 28, 1269
    DOI: 10.1039/C1NP00023C

Search articles by author

Spotlight

Advertisements