Evidence map›Paper›PMID 30656821›Full record

ArticleAngewandte Chemie (International ed. in English)2019

Lugdunomycin, an Angucycline-Derived Molecule with Unprecedented Chemical Architecture.

Changsheng Wu, Helga U van der Heul, Alexey V Melnik, Jens Lübben, Pieter C Dorrestein, Adriaan J Minnaard, Young Hae Choi, Gilles P van Wezel

Abstract read
In one paragraph

Article in Angewandte Chemie (International ed. in English), 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 32 papers.

0numbers the graph read from it
0cells of the map it votes in
32citing papers in PubMed
–field-weighted citation impact
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

32 citing papers in PubMed.

  1. Article
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  5. UPLC-MSJournal of ginseng research · 2024
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  9. Metabolic engineering ofFrontiers in bioengineering and biotechnology · 2024
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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

8 authors.

Changsheng WuInstitute of Biology, Leiden University, Sylviusweg 72, 2333 BE, Leiden, The Netherlands.ORCID 0000-0002-6912-9940
Helga U van der HeulInstitute of Biology, Leiden University, Sylviusweg 72, 2333 BE, Leiden, The Netherlands.
Alexey V MelnikCollaborative Mass Spectrometry Innovation Center, Skaggs School of Pharmacy and Pharmaceutical Sciences, University of California, San Diego, 9500 Gilman Drive, La Jolla, CA, 92093-0751, USA.
Jens LübbenBruker AXS GmbH, Östliche Rheinbrückenstr. 49, 76187, Karlsruhe, Germany.
Pieter C DorresteinCollaborative Mass Spectrometry Innovation Center, Skaggs School of Pharmacy and Pharmaceutical Sciences, University of California, San Diego, 9500 Gilman Drive, La Jolla, CA, 92093-0751, USA.
Adriaan J MinnaardStratingh Institute for Chemistry, University of Groningen, Groningen, The Netherlands.
Young Hae ChoiInstitute of Biology, Leiden University, Sylviusweg 72, 2333 BE, Leiden, The Netherlands.
Gilles P van WezelInstitute of Biology, Leiden University, Sylviusweg 72, 2333 BE, Leiden, The Netherlands.ORCID 0000-0003-0341-1561

Funding

TrainingP41GM103484 · NIGMS · UNIVERSITY OF CALIFORNIA, SAN DIEGO · PI PEVZNER, PAVEL A · 2012 to 2018
$8.7M
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
Synapt ion mobility mass spectrometerS10RR029121 · NCRR · UNIVERSITY OF CALIFORNIA, SAN DIEGO · PI DORRESTEIN, PIETER C · 2011 to 2011
$802k
NCRR NIH HHS S10 RR029121NIGMS NIH HHS P41 GM103484NIGMS NIH HHS R01 GM107550
6 · The paper itself

Abstract

The angucyclines form the largest family of polycyclic aromatic polyketides, and have been studied extensively. Herein, we report the discovery of lugdunomycin, an angucycline-derived polyketide, produced by Streptomyces species QL37. Lugdunomycin has unique structural characteristics, including a heptacyclic ring system, a spiroatom, two all-carbon stereocenters, and a benzaza-[4,3,3]propellane motif. Considering the structural novelty, we propose that lugdunomycin represents a novel subclass of aromatic polyketides. Metabolomics, combined with MS-based molecular networking analysis of Streptomyces sp. QL37, elucidated 24 other rearranged and non-rearranged angucyclines, 11 of which were previously undescribed. A biosynthetic route for the lugdunomycin and limamycins is also proposed. This work demonstrates that revisiting well-known compound families and their producer strains still is a promising approach for drug discovery.

Indexed as

Anti-Bacterial AgentsBacillus subtilisEscherichia coliMetabolomicsMicrobial Sensitivity TestsModels, MolecularMolecular ConformationPolyketidesStreptomycesAnti-Bacterial AgentsPolyketidesangucyclineBaeyer-Villiger oxidationmolecular networkingnatural productpolyketide

Identifiers

PMID30656821
PMCPMC6519343

What OpenQuestion holds

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LicenceCC BY-NC-ND
Read underepoch 390

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.