Evidence map›Paper›PMID 33780586›Full record

ArticleAngewandte Chemie (International ed. in English)2021

Discovery and Biosynthesis of a Structurally Dynamic Antibacterial Diterpenoid.

Chenxi Zhu, Baofu Xu, Donovon A Adpressa, Jeffrey D Rudolf, Sandra Loesgen

Open access · greenAbstract 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 23 papers.

0numbers the graph read from it
0cells of the map it votes in
23citing papers in PubMed
3.0field-weighted citation impact, top 7% 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

23 citing papers in PubMed, 50 citations in OpenAlex.

  1. Article
  2. Article
  3. Review
  4. Crystal Structure and Catalytic Mechanism of the cis-Eunicellane Cyclase AriE.Chemistry (Weinheim an der Bergstrasse, Germany) · 2025
    Article
  5. Article
  6. Article
  7. Article
  8. Article
  9. Article
  10. Computation-guided scaffold exploration of 2Beilstein journal of organic chemistry · 2024
    Article
  11. Article
  12. Article
  13. Review
  14. Review
  15. Review
  16. BuildingChemical science · 2023
    Article
  17. FirstChem · 2023
    Article
  18. Biosynthesis, enzymology, and future of eunicellane diterpenoids.Journal of industrial microbiology & biotechnology · 2023
    Review
  19. Article
  20. 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

5 authors at 3 institutions in 1 country.

Chenxi ZhuDepartment of Chemistry, Oregon State University, Corvallis, Oregon, 97331, USA.
Baofu XuDepartment of Chemistry, University of Florida, Gainesville, Florida, 32611, USA.ORCID 0000-0002-0144-2455
Donovon A AdpressaDepartment of Analytical Research and Development, Merck & Co., Inc., Boston, MA, 02115, USA.ORCID 0000-0002-0081-4923
Jeffrey D RudolfDepartment of Chemistry, University of Florida, Gainesville, Florida, 32611, USA.ORCID 0000-0003-2718-9651
Sandra LoesgenDepartment of Chemistry, Oregon State University, Corvallis, Oregon, 97331, USA.ORCID 0000-0003-1090-564X
Oregon State University · USUniversity of Florida · USMerck & Co., Inc., Rahway, NJ, USA (United States) · US

Funding

TR&D3-SCHP41GM122698 · NIGMS · FLORIDA STATE UNIVERSITY · PI BREY, WILLIAM W, CROSS, TIMOTHY A · 2017 to 2021
$6.7M
Improved NMR Technology for Natural Products and Metabolomics.R01EB009772 · NIBIB · UNIVERSITY OF FLORIDA · PI EDISON, ARTHUR S · 2009 to 2012
$1.6M
Acquisition of a 700 MHz NMR SpectrometerS10OD018518 · OD · OREGON STATE UNIVERSITY · PI BARBAR, ELISAR J · 2015 to 2015
$1.3M
Cytochrome P450 Enzymes from Streptomyces: Diverse Biocatalysts in Natural Products BiosynthesisR00GM124461 · NIGMS · UNIVERSITY OF FLORIDA · PI RUDOLF, JEFFREY DANIEL · 2019 to 2021
$747k
NMR console upgrade for structural biology and metabolomicsS10OD028753 · OD · UNIVERSITY OF FLORIDA · PI LONG, JOANNA R · 2020 to 2020
$600k
Acquisition of a Q Exactive HF Hybrid Quadrupole-OrbitrapS10OD021758 · OD · UNIVERSITY OF FLORIDA · PI BASSO, KARI B · 2017 to 2017
$600k
NIBIB NIH HHS R01 EB009772NIGMS NIH HHS P41 GM122698NIGMS NIH HHS R00 GM124461NIH HHS GM124461NIH HHS S10 OD018518NIH HHS S10 OD021758NIH HHS S10 OD028753
6 · The paper itself

Abstract

A new bicyclic diterpenoid, benditerpenoic acid, was isolated from soil-dwelling Streptomyces sp. (CL12-4). We sequenced the bacterial genome, identified the responsible biosynthetic gene cluster, verified the function of the terpene synthase, and heterologously produced the core diterpene. Comparative bioinformatics indicated this Streptomyces strain is phylogenetically unique and possesses nine terpene synthases. The absolute configurations of the new trans-fused bicyclo[8.4.0]tetradecanes were achieved by extensive spectroscopic analyses, including Mosher's analysis, J-based coupling analysis, and computations based on sparse NMR-derived experimental restraints. Interestingly, benditerpenoic acid exists in two distinct ring-flipped bicyclic conformations with a rotational barrier of ≈16 kcal mol

Indexed as

Drug DiscoveryAnti-Bacterial AgentsDiterpenesMolecular ConformationStreptomycesAnti-Bacterial AgentsDiterpenesabsolute configurationantibioticsditerpenoidterpene synthase

Identifiers

PMID33780586
PMCPMC9247737
OpenAlexW3152143896

What OpenQuestion holds

Textmetadata
LicenceTDM
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.