Evidence map›Paper›PMID 34415670›Full record

ArticleAngewandte Chemie (International ed. in English)2021

The Structure of Cyclodecatriene Collinolactone, its Biosynthesis, and Semisynthetic Analogues: Effects of Monoastral Phenotype and Protection from Intracellular Oxidative Stress.

Julian C Schmid, Kerstin Frey, Matthias Scheiner, Jaime Felipe Guerrero Garzón, Luise Stafforst, Jan-Niklas Fricke, Michaela Schuppe, Hajo Schiewe, Axel Zeeck, Tilmann Weber and 4 more

Open access · hybridAbstract read
In one paragraph

Article in Angewandte Chemie (International ed. in English), 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 6 papers.

0numbers the graph read from it
0cells of the map it votes in
6citing papers in PubMed
1.0field-weighted citation impact, top 26% 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

6 citing papers in PubMed, 12 citations in OpenAlex.

  1. Article
  2. Article
  3. Article
  4. Article
  5. Complete Genome Sequence of the Collinolactone ProducerMicrobiology resource announcements · 2022
    Article
  6. 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

14 authors at 8 institutions in 4 countries.

Julian C SchmidInstitute of Organic Chemistry, Biomolecular Chemistry, Eberhard Karls University of Tübingen, Auf der Morgenstelle 18, 72076, Tübingen, Germany.ORCID 0000-0003-1594-199X
Kerstin FreyDepartment of Applied Chemistry, Reutlingen University, 72762, Reutlingen, Germany.ORCID 0000-0002-9811-7615
Matthias ScheinerPharmaceutical and Medicinal Chemistry, Institute of Pharmacy and Food Chemistry, Julius Maximilians University of Würzburg, 97074, Würzburg, Germany.ORCID 0000-0003-0596-4725
Jaime Felipe Guerrero GarzónThe Novo Nordisk Foundation Center for Biosustainability, Technical University of Denmark, 2800 Kgs., Lyngby, Denmark.ORCID 0000-0002-1492-4816
Luise StafforstInstitute of Organic Chemistry, Biomolecular Chemistry, Eberhard Karls University of Tübingen, Auf der Morgenstelle 18, 72076, Tübingen, Germany.
Jan-Niklas FrickeInstitute of Organic Chemistry, Biomolecular Chemistry, Eberhard Karls University of Tübingen, Auf der Morgenstelle 18, 72076, Tübingen, Germany.ORCID 0000-0001-5763-837X
Michaela SchuppeInstitute of Organic Chemistry, Biomolecular Chemistry, Eberhard Karls University of Tübingen, Auf der Morgenstelle 18, 72076, Tübingen, Germany.ORCID 0000-0003-3879-9201
Hajo SchieweCharles River Laboratories International, Inc., South San Francisco, CA, 94080, United States.ORCID 0000-0001-8227-8134
Axel ZeeckInstitute of Organic and Biomolecular Chemistry, Georg August University of Göttingen, 37077, Göttingen, Germany.
Tilmann WeberThe Novo Nordisk Foundation Center for Biosustainability, Technical University of Denmark, 2800 Kgs., Lyngby, Denmark.ORCID 0000-0002-8260-5120
Isabel UsónICREA, Institució Catalana de Recerca i Estudis Avançats, 08003, Barcelona, Spain.ORCID 0000-0003-2504-1696
Ralf KemkemerDepartment of Applied Chemistry, Reutlingen University, 72762, Reutlingen, Germany.ORCID 0000-0002-8649-3912
Michael DeckerPharmaceutical and Medicinal Chemistry, Institute of Pharmacy and Food Chemistry, Julius Maximilians University of Würzburg, 97074, Würzburg, Germany.ORCID 0000-0002-6773-6245
Stephanie GrondInstitute of Organic Chemistry, Biomolecular Chemistry, Eberhard Karls University of Tübingen, Auf der Morgenstelle 18, 72076, Tübingen, Germany.ORCID 0000-0002-7549-4936
University of Tübingen · DENovo Nordisk Foundation · DKUniversity of Würzburg · DECharles River Laboratories (United States) · USInstitució Catalana de Recerca i Estudis Avançats · ESMax Planck Institute for Medical Research · DEReutlingen University · DEUniversity of Göttingen · DE

Funding

Deutsche Forschungsgemeinschaft SFB 416Eberhard Karls University of TübingenMinisterium für Wissenschaft, Forschung und Kunst Baden-Württembergnovo nordisk NNF16OC0021746novo nordisk NNF20CC0035580
6 · The paper itself

Abstract

Recently described rhizolutin and collinolactone isolated from Streptomyces Gö 40/10 share the same novel carbon scaffold. Analyses by NMR and X-Ray crystallography verify the structure of collinolactone and propose a revision of rhizolutin's stereochemistry. Isotope-labeled precursor feeding shows that collinolactone is biosynthesized via type I polyketide synthase with Baeyer-Villiger oxidation. CRISPR-based genetic strategies led to the identification of the biosynthetic gene cluster and a high-production strain. Chemical semisyntheses yielded collinolactone analogues with inhibitory effects on L929 cell line. Fluorescence microscopy revealed that only particular analogues induce monopolar spindles impairing cell division in mitosis. Inspired by the Alzheimer-protective activity of rhizolutin, we investigated the neuroprotective effects of collinolactone and its analogues on glutamate-sensitive cells (HT22) and indeed, natural collinolactone displays distinct neuroprotection from intracellular oxidative stress.

Indexed as

AnimalsCell LineDiterpenesMiceNeuroprotective AgentsOxidative StressPotoroidaeSpindle ApparatusDiterpenesNeuroprotective AgentsAlzheimer's diseasebiosynthesisnatural productsneuroprotectionpolyketide

Identifiers

PMID34415670
PMCPMC8597109
OpenAlexW3194302299

What OpenQuestion holds

Textmetadata
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.