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Expanding the Described Metabolome of the Marine Cyanobacterium Moorea producens JHB through Orthogonal Natural Products Workflows.

Boudreau PD, Monroe EA, Mehrotra S, Desfor S, Korobeynikov A, Sherman DH, Murray TF, Gerwick L, Dorrestein PC, Gerwick WH - PLoS ONE (2015)

Bottom Line: In the current study, mass spectrometry-based 'molecular networking' was used to visualize the metabolome of Moorea producens JHB, and both guided and enhanced the isolation workflow, revealing additional metabolites in these compound classes.Further, we developed additional insight into the metabolic capabilities of this strain by genome sequencing analysis, which subsequently led to the isolation of a compound unrelated to the jamaicamide and hectochlorin families.Another approach involved stimulation of the biosynthesis of a minor jamaicamide metabolite by cultivation in modified media, and provided insights about the underlying biosynthetic machinery as well as preliminary structure-activity information within this structure class.

View Article: PubMed Central - PubMed

Affiliation: Center for Marine Biotechnology and Biomedicine, Scripps Institution of Oceanography, University of California San Diego, La Jolla, California, 92093, United States.

ABSTRACT
Moorea producens JHB, a Jamaican strain of tropical filamentous marine cyanobacteria, has been extensively studied by traditional natural products techniques. These previous bioassay and structure guided isolations led to the discovery of two exciting classes of natural products, hectochlorin (1) and jamaicamides A (2) and B (3). In the current study, mass spectrometry-based 'molecular networking' was used to visualize the metabolome of Moorea producens JHB, and both guided and enhanced the isolation workflow, revealing additional metabolites in these compound classes. Further, we developed additional insight into the metabolic capabilities of this strain by genome sequencing analysis, which subsequently led to the isolation of a compound unrelated to the jamaicamide and hectochlorin families. Another approach involved stimulation of the biosynthesis of a minor jamaicamide metabolite by cultivation in modified media, and provided insights about the underlying biosynthetic machinery as well as preliminary structure-activity information within this structure class. This study demonstrated that these orthogonal approaches are complementary and enrich secondary metabolomic coverage even in an extensively studied bacterial strain.

No MeSH data available.


Related in: MedlinePlus

A. The metabolome of M. producens JHB from prior studies; and B. the expanded metabolome of M. producens JHB from approaches described in this study.
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pone.0133297.g001: A. The metabolome of M. producens JHB from prior studies; and B. the expanded metabolome of M. producens JHB from approaches described in this study.

Mentions: Moorea producens JHB is a strain of tropical filamentous marine cyanobacterium that has been in culture in our laboratory for nearly two decades since its collection from Hector’s Bay, Jamaica in 1996. We have extensively studied its natural products by traditional isolation techniques [1, 2]. An NMR-guided process led to the isolation and structure elucidation of 1, a highly potent cytotoxin which enhances actin polymerization [1]. In separate work, sodium channel blocking and fish toxicity assays guided the isolation and discovery of 2 and 3 [2]. Since then, this strain has been extensively studied (under its name before reclassification Lyngbya majuscula JHB), with cultures from our laboratory being the subject of five more publications [1–7]. In this work we present the application of new methods for natural product discovery being applied to study the metabolome of M. producens JHB, from which several novel compounds, not observed in previous studies of this strain, were discovered (Fig 1).


Expanding the Described Metabolome of the Marine Cyanobacterium Moorea producens JHB through Orthogonal Natural Products Workflows.

Boudreau PD, Monroe EA, Mehrotra S, Desfor S, Korobeynikov A, Sherman DH, Murray TF, Gerwick L, Dorrestein PC, Gerwick WH - PLoS ONE (2015)

A. The metabolome of M. producens JHB from prior studies; and B. the expanded metabolome of M. producens JHB from approaches described in this study.
© Copyright Policy
Related In: Results  -  Collection

License
Show All Figures
getmorefigures.php?uid=PMC4519256&req=5

pone.0133297.g001: A. The metabolome of M. producens JHB from prior studies; and B. the expanded metabolome of M. producens JHB from approaches described in this study.
Mentions: Moorea producens JHB is a strain of tropical filamentous marine cyanobacterium that has been in culture in our laboratory for nearly two decades since its collection from Hector’s Bay, Jamaica in 1996. We have extensively studied its natural products by traditional isolation techniques [1, 2]. An NMR-guided process led to the isolation and structure elucidation of 1, a highly potent cytotoxin which enhances actin polymerization [1]. In separate work, sodium channel blocking and fish toxicity assays guided the isolation and discovery of 2 and 3 [2]. Since then, this strain has been extensively studied (under its name before reclassification Lyngbya majuscula JHB), with cultures from our laboratory being the subject of five more publications [1–7]. In this work we present the application of new methods for natural product discovery being applied to study the metabolome of M. producens JHB, from which several novel compounds, not observed in previous studies of this strain, were discovered (Fig 1).

Bottom Line: In the current study, mass spectrometry-based 'molecular networking' was used to visualize the metabolome of Moorea producens JHB, and both guided and enhanced the isolation workflow, revealing additional metabolites in these compound classes.Further, we developed additional insight into the metabolic capabilities of this strain by genome sequencing analysis, which subsequently led to the isolation of a compound unrelated to the jamaicamide and hectochlorin families.Another approach involved stimulation of the biosynthesis of a minor jamaicamide metabolite by cultivation in modified media, and provided insights about the underlying biosynthetic machinery as well as preliminary structure-activity information within this structure class.

View Article: PubMed Central - PubMed

Affiliation: Center for Marine Biotechnology and Biomedicine, Scripps Institution of Oceanography, University of California San Diego, La Jolla, California, 92093, United States.

ABSTRACT
Moorea producens JHB, a Jamaican strain of tropical filamentous marine cyanobacteria, has been extensively studied by traditional natural products techniques. These previous bioassay and structure guided isolations led to the discovery of two exciting classes of natural products, hectochlorin (1) and jamaicamides A (2) and B (3). In the current study, mass spectrometry-based 'molecular networking' was used to visualize the metabolome of Moorea producens JHB, and both guided and enhanced the isolation workflow, revealing additional metabolites in these compound classes. Further, we developed additional insight into the metabolic capabilities of this strain by genome sequencing analysis, which subsequently led to the isolation of a compound unrelated to the jamaicamide and hectochlorin families. Another approach involved stimulation of the biosynthesis of a minor jamaicamide metabolite by cultivation in modified media, and provided insights about the underlying biosynthetic machinery as well as preliminary structure-activity information within this structure class. This study demonstrated that these orthogonal approaches are complementary and enrich secondary metabolomic coverage even in an extensively studied bacterial strain.

No MeSH data available.


Related in: MedlinePlus