Evidence map›Paper›PMID 29234008›Full record

ArticleNature communications2017

A modular synthesis of tetracyclic meroterpenoid antibiotics.

Raphael Wildermuth, Klaus Speck, Franz-Lucas Haut, Peter Mayer, Bianka Karge, Mark Brönstrup, Thomas Magauer

Abstract read
In one paragraph

Article in Nature communications, 2017. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 16 papers.

0numbers the graph read from it
0cells of the map it votes in
16citing 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

16 citing papers in PubMed.

  1. Review
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  10. Review
  11. Enantioselective Total Synthesis and Structural Revision of Dysiherbol A.Angewandte Chemie (International ed. in English) · 2021
    Article
  12. Review
  13. Review
  14. Article
  15. Considerations and Caveats in Combating ESKAPE Pathogens against Nosocomial Infections.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2020
    Review
  16. Article
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

7 authors.

Raphael WildermuthDepartment of Chemistry and Pharmacy, Ludwig-Maximilians-University Munich, Butenandtstraße 5-13, Munich, 81377, Germany.
Klaus SpeckDepartment of Chemistry and Pharmacy, Ludwig-Maximilians-University Munich, Butenandtstraße 5-13, Munich, 81377, Germany.
Franz-Lucas HautDepartment of Chemistry and Pharmacy, Ludwig-Maximilians-University Munich, Butenandtstraße 5-13, Munich, 81377, Germany.
Peter MayerDepartment of Chemistry and Pharmacy, Ludwig-Maximilians-University Munich, Butenandtstraße 5-13, Munich, 81377, Germany.
Bianka KargeDepartment of Chemical Biology, Helmholtz Centre for Infection Research and German Center for Infection Research (DZIF), Inhoffenstrasse 7, 38124, Braunschweig, Germany.
Mark BrönstrupDepartment of Chemical Biology, Helmholtz Centre for Infection Research and German Center for Infection Research (DZIF), Inhoffenstrasse 7, 38124, Braunschweig, Germany.ORCID http://orcid.org/0000-0002-8971-7045
Thomas MagauerDepartment of Chemistry and Pharmacy, Ludwig-Maximilians-University Munich, Butenandtstraße 5-13, Munich, 81377, Germany. thomas.magauer@uibk.ac.at.

Funding

European Research Council 714049
6 · The paper itself

Abstract

Stachyflin, aureol, smenoqualone, strongylin A, and cyclosmenospongine belong to a family of tetracyclic meroterpenoids, which, by nature of their unique molecular structures and various biological properties, have attracted synthetic and medicinal chemists alike. Despite their obvious biosynthetic relationship, only scattered reports on the synthesis and biological investigation of individual meroterpenoids have appeared so far. Herein, we report a highly modular synthetic strategy that enabled the synthesis of each of these natural products and 15 non-natural derivatives. The route employs an auxiliary-controlled Diels-Alder reaction to enable the enantioselective construction of the decalin subunit, which is connected to variously substituted arenes by either carbonyl addition chemistry or sterically demanding sp

Indexed as

Anti-Bacterial AgentsBiological ProductsCyclizationCycloaddition ReactionMethicillin-Resistant Staphylococcus aureusMicrobial Sensitivity TestsMolecular StructureSesquiterpenesStereoisomerismAnti-Bacterial AgentsBiological ProductsSesquiterpenesstrongylin A

Identifiers

PMID29234008
PMCPMC5727219

What OpenQuestion holds

Textmetadata
LicenceCC BY
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.