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Chemistry, bioactivity and biosynthesis of cyanobacterial alkylresorcinols

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Abstract

Covering: up to 2019

Alkylresorcinols are amphiphilic metabolites, well-known for their diverse biological activities, produced by both prokaryotes and eukaryotes. A few classes of alkylresorcinol scaffolds have been reported from the photoautotrophic cyanobacteria, ranging from the relatively simple hierridins to the more intricate cylindrocyclophanes. Recently, it has emerged that cyanobacteria employ two different biosynthetic pathways to produce unique alkylresorcinol scaffolds. However, these convergent pathways intersect by sharing biosynthetic elements which lead to common structural motifs. To obtain a broader view of the biochemical diversity of these compounds in cyanobacteria, we comprehensively cover the isolation, structure, biological activity and biosynthesis of their mono- and dialkylresorcinols. Moreover, we provide an overview of the diversity and distribution of alkylresorcinol-generating biosynthetic gene clusters in this phylum and highlight opportunities for discovery of novel alkylresorcinol scaffolds. Because some of these molecules have inspired notable syntheses, different approaches used to build these molecules in the laboratory are showcased.

Graphical abstract: Chemistry, bioactivity and biosynthesis of cyanobacterial alkylresorcinols

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Publication details

The article was received on 18 Sep 2018 and first published on 31 Jan 2019


Article type: Review Article
DOI: 10.1039/C8NP00080H
Citation: Nat. Prod. Rep., 2019, Advance Article
  • Open access: Creative Commons BY-NC license
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    Chemistry, bioactivity and biosynthesis of cyanobacterial alkylresorcinols

    T. P. Martins, C. Rouger, N. R. Glasser, S. Freitas, N. B. de Fraissinette, E. P. Balskus, D. Tasdemir and P. N. Leão, Nat. Prod. Rep., 2019, Advance Article , DOI: 10.1039/C8NP00080H

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