Evidence map›Paper›PMID 26149623›Full record

ArticleJournal of natural products2015

Combining Mass Spectrometric Metabolic Profiling with Genomic Analysis: A Powerful Approach for Discovering Natural Products from Cyanobacteria.

Karin Kleigrewe, Jehad Almaliti, Isaac Yuheng Tian, Robin B Kinnel, Anton Korobeynikov, Emily A Monroe, Brendan M Duggan, Vincenzo Di Marzo, David H Sherman, Pieter C Dorrestein and 2 more

Open access · greenAbstract read
In one paragraph

Article in Journal of natural products, 2015. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 73 papers.

0numbers the graph read from it
0cells of the map it votes in
73citing papers in PubMed
16.6field-weighted citation impact, top 1% of its field
1 · What the graph read from it

What it found

Each row is one number read from the abstract, on the scale the paper reported it, with its interval. Left of the dashed line favours the treatment, right favours the comparator. Under each row is the sentence it came from. New to these charts? A ten-minute tutorial.

The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.

2 · The registry

The trial behind it

Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.

Neither the registry nor the abstract names a trial number. If this is a trial report, that itself is worth knowing.

3 · Its place in the literature

Who cites it

73 citing papers in PubMed, 157 citations in OpenAlex.

  1. Article
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  8. Article
  9. Review
  10. Article
  11. Review
  12. Article
  13. Article
  14. Metabolomics Applied to Cyanobacterial Toxins and Natural Products.Advances in experimental medicine and biology · 2023
    Review
  15. Naturally Occurring Organohalogen Compounds-A Comprehensive Review.Progress in the chemistry of organic natural products · 2023
    Review
  16. Review
  17. Article
  18. Review
  19. Review
  20. Metabolomics on the study of marine organisms.Metabolomics : Official journal of the Metabolomic Society · 2022
    Review

13 more citing papers are in PubMed but not listed here.

4 · The record

Corrections and comments

PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.

5 · Who and what money

Authors and funding

12 authors at 6 institutions in 3 countries.

Karin Kleigrewe
Jehad Almaliti
Isaac Yuheng Tian‡University of California Berkeley, Berkeley, California, United States.
Robin B Kinnel§Hamilton College, Clinton, New York, United States.
Anton Korobeynikov¶Algorithmic Biology Laboratory, Saint Petersburg Academic University, St. Petersburg, Russian Federation.
Emily A Monroe∇Department of Biology, William Paterson University of New Jersey, Wayne, New Jersey, United States.
Brendan M Duggan
Vincenzo Di Marzo#Institute of Biomolecular Chemistry, National Research Council, Pozzuoli, Italy.
David H Sherman◊Life Sciences Institute, University of Michigan, Ann Arbor, Michigan, United States.
Pieter C Dorrestein
Lena Gerwick
William H Gerwick
Hamilton College · USMichigan United · USNational Research Council · ITSaint Petersburg Academic University · RUUniversity of California, Berkeley · USWilliam Paterson University · US

Funding

Unified Computation Tools for Natural Products ResearchR01GM107550 · NIGMS · UNIVERSITY OF CALIFORNIA, SAN DIEGO · PI COTTRELL, GARRISON W, GERWICK, WILLIAM HENRY · 2013 to 2025
$8.2M
Biosynthetic Analysis of Marine Cyanobacterial PathwaysR01CA108874 · NCI · UNIVERSITY OF MICHIGAN AT ANN ARBOR · PI GERWICK, WILLIAM HENRY, SHERMAN, DAVID H · 2006 to 2015
$3.4M
NCI NIH HHS CA108874NCI NIH HHS R01 CA108874NIGMS NIH HHS R01 GM107550
6 · The paper itself

Abstract

An innovative approach was developed for the discovery of new natural products by combining mass spectrometric metabolic profiling with genomic analysis and resulted in the discovery of the columbamides, a new class of di- and trichlorinated acyl amides with cannabinomimetic activity. Three species of cultured marine cyanobacteria, Moorea producens 3L, Moorea producens JHB, and Moorea bouillonii PNG, were subjected to genome sequencing and analysis for their recognizable biosynthetic pathways, and this information was then compared with their respective metabolomes as detected by MS profiling. By genome analysis, a presumed regulatory domain was identified upstream of several previously described biosynthetic gene clusters in two of these cyanobacteria, M. producens 3L and M. producens JHB. A similar regulatory domain was identified in the M. bouillonii PNG genome, and a corresponding downstream biosynthetic gene cluster was located and carefully analyzed. Subsequently, MS-based molecular networking identified a series of candidate products, and these were isolated and their structures rigorously established. On the basis of their distinctive acyl amide structure, the most prevalent metabolite was evaluated for cannabinomimetic properties and found to be moderate affinity ligands for CB1.

Indexed as

Biological ProductsBiosynthetic PathwaysCyanobacteriaGenomicsMetabolomeMetabolomicsMolecular StructureMultigene FamilyNuclear Magnetic Resonance, BiomolecularReceptor, Cannabinoid, CB1Biological ProductsReceptor, Cannabinoid, CB1

Identifiers

PMID26149623
PMCPMC4681511
OpenAlexW2417825531

What OpenQuestion holds

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Registered trials

None linked

Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.