The Natural Products Chemistry of Cyanobacteria

Tidgewell, Kevin; Clark, Benjamin R.; Gerwick, William H.

doi:10.1016/b978-008045382-8.00041-1

Cited by 108 publications

(157 citation statements)

References 275 publications

Supporting

Mentioning

154

Contrasting

Unclassified

Order By: Relevance

“…Marine cyanobacteria are vital producers of diverse chemical entities with significant bioactivities [7][8][9][10]. The genus Moorea (formerly Lygnbya) [11] has been proven to be a rich source for novel bioactive compounds of different classes [11,12].…”

Section: Introductionmentioning

confidence: 99%

New Cerebroside and Nucleoside Derivatives from a Red Sea Strain of the Marine Cyanobacterium Moorea producens

et al. 2016

View full text Add to dashboard Cite

Abstract:In the course of our ongoing efforts to identify marine-derived bioactive compounds, the marine cyanobacterium Moorea producens was investigated. The organic extract of the Red Sea cyanobacterium afforded one new cerebroside, mooreaside A (1), two new nucleoside derivatives, 3-acetyl-2 1 -deoxyuridine (2) and 3-phenylethyl-2 1 -deoxyuridine (3), along with the previously reported compounds thymidine (4) and 2,3-dihydroxypropyl heptacosanoate (5). The structures of the compounds were determined by different spectroscopic studies (UV, IR, 1D, 2D NMR, and HRESIMS), as well as comparison with the literature data. Compounds 1-5 showed variable cytotoxic activity against three cancer cell lines.

show abstract

Section: Introductionmentioning

confidence: 99%

New Cerebroside and Nucleoside Derivatives from a Red Sea Strain of the Marine Cyanobacterium Moorea producens

et al. 2016

View full text Add to dashboard Cite

show abstract

“…n recent years, tropical and subtropical, benthic marine cyanobacteria have attracted much attention due to their extraordinary capacities to produce structurally diverse and highly bioactive secondary metabolites (1)(2)(3)(4). These bioactive molecules deter grazers, are often potent toxins, and can underlie cyanobacterial harmful algal blooms (CyanoHABs) (5,6).…”

mentioning

confidence: 99%

Phylogenetic Inferences Reveal a Large Extent of Novel Biodiversity in Chemically Rich Tropical Marine Cyanobacteria

Engene

Gunasekera

Gerwick

et al. 2013

Appl Environ Microbiol

Self Cite

View full text Add to dashboard Cite

bBenthic marine cyanobacteria are known for their prolific biosynthetic capacities to produce structurally diverse secondary metabolites with biomedical application and their ability to form cyanobacterial harmful algal blooms. In an effort to provide taxonomic clarity to better guide future natural product drug discovery investigations and harmful algal bloom monitoring, this study investigated the taxonomy of tropical and subtropical natural product-producing marine cyanobacteria on the basis of their evolutionary relatedness. Our phylogenetic inferences of marine cyanobacterial strains responsible for over 100 bioactive secondary metabolites revealed an uneven taxonomic distribution, with a few groups being responsible for the vast majority of these molecules. Our data also suggest a high degree of novel biodiversity among natural product-producing strains that was previously overlooked by traditional morphology-based taxonomic approaches. This unrecognized biodiversity is primarily due to a lack of proper classification systems since the taxonomy of tropical and subtropical, benthic marine cyanobacteria has only recently been analyzed by phylogenetic methods. This evolutionary study provides a framework for a more robust classification system to better understand the taxonomy of tropical and subtropical marine cyanobacteria and the distribution of natural products in marine cyanobacteria.

show abstract

“…In the marine realm, some species of cyanobacteria contribute significantly to nitrogen fixation and global carbon flux (2), whereas others are prevalent as benthic constituents of tropical coral reefs (3). Over the past several decades, cyanobacteria have become recognized as an extremely rich source of novel, bioactive secondary metabolites (= natural products), with ∼700 different compounds having been isolated and characterized (4). These compounds have gained considerable attention due to their pharmaceutical and biotechnology potential (5), but also notoriety for their environmental toxicity and threats to humans, wildlife, and livestock (6).…”

mentioning

confidence: 99%

Genomic insights into the physiology and ecology of the marine filamentous cyanobacterium Lyngbya majuscula

Jones¹,

Monroe²,

Podell

et al. 2011

Proc. Natl. Acad. Sci. U.S.A.

Self Cite

103

View full text Add to dashboard Cite

Filamentous cyanobacteria of the genus Lyngbya are important contributors to coral reef ecosystems, occasionally forming dominant cover and impacting the health of many other co-occurring organisms. Moreover, they are extraordinarily rich sources of bioactive secondary metabolites, with 35% of all reported cyanobacterial natural products deriving from this single pantropical genus. However, the true natural product potential and life strategies of Lyngbya strains are poorly understood because of phylogenetic ambiguity, lack of genomic information, and their close associations with heterotrophic bacteria and other cyanobacteria. To gauge the natural product potential of Lyngbya and gain insights into potential microbial interactions, we sequenced the genome of Lyngbya majuscula 3L, a Caribbean strain that produces the tubulin polymerization inhibitor curacin A and the molluscicide barbamide, using a combination of Sanger and 454 sequencing approaches. Whereas ∼293,000 nucleotides of the draft genome are putatively dedicated to secondary metabolism, this is far too few to encode a large suite of Lyngbya metabolites, suggesting Lyngbya metabolites are strain specific and may be useful in species delineation. Our analysis revealed a complex gene regulatory network, including a large number of sigma factors and other regulatory proteins, indicating an enhanced ability for environmental adaptation or microbial associations. Although Lyngbya species are reported to fix nitrogen, nitrogenase genes were not found in the genome or by PCR of genomic DNA. Subsequent growth experiments confirmed that L. majuscula 3L is unable to fix atmospheric nitrogen. These unanticipated life history characteristics challenge current views of the genus Lyngbya. diazotrophy | polyketide synthase/nonribosomal peptide synthetase | mass spectrometry | harmful algal bloom | marine biology

show abstract

The Natural Products Chemistry of Cyanobacteria

Cited by 108 publications

References 275 publications

New Cerebroside and Nucleoside Derivatives from a Red Sea Strain of the Marine Cyanobacterium Moorea producens

New Cerebroside and Nucleoside Derivatives from a Red Sea Strain of the Marine Cyanobacterium Moorea producens

Phylogenetic Inferences Reveal a Large Extent of Novel Biodiversity in Chemically Rich Tropical Marine Cyanobacteria

Genomic insights into the physiology and ecology of the marine filamentous cyanobacterium Lyngbya majuscula

Contact Info

Product

Resources

About