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Issue 2, 2012
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Macrocylic bisbibenzylnatural products and their chemical synthesis

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Covering: 1995 to June 2011

The macrocyclic bisbibenzyl family of natural products are commonly found in liverworts and other bryophytes, though the recent isolation of riccardin C from a primrose extract has demonstrated their existence in higher flowering plants. Each has a core comprising four aromatic rings and two ethano bridges, being derived in Nature from two molecules of lunularin. Sub-classes are distinguished by the connectivity between these lunularin units, while individual natural products are distinguished by the hydroxy- and/or alkoxy-substituents decorating the core structures. Further diversification results from halogenation and oxidation, which may lead to dimerization or the creation of additional rings. The review provides a timely update to a previous Natural Product Reports article by Keseru and Nógrádi (Nat. Prod. Rep. 1995, 12, 69–75) and largely focuses on new additions to the family and the strategies used to effect their chemical synthesis.

Graphical abstract: Macrocylic bisbibenzyl natural products and their chemical synthesis

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Article information

14 Oct 2011
First published
16 Nov 2011

Nat. Prod. Rep., 2012,29, 223-242
Article type
Review Article

Macrocylic bisbibenzyl natural products and their chemical synthesis

D. C. Harrowven and S. L. Kostiuk, Nat. Prod. Rep., 2012, 29, 223
DOI: 10.1039/C1NP00080B

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