Evidence map›Paper›PMID 35881566›Full record

ArticleAngewandte Chemie (International ed. in English)2022

Biomimetic Total Synthesis and Investigation of the Non-Enzymatic Chemistry of Oxazinin A.

Victor Aniebok, Rahul D Shingare, Hsiau Wei-Lee, Timothy C Johnstone, John B MacMillan

Abstract read
In one paragraph

Article in Angewandte Chemie (International ed. in English), 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 1 paper.

0numbers the graph read from it
0cells of the map it votes in
1citing 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

1 citing paper in PubMed.

  1. 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.

Victor AniebokDepartment of Chemistry and Biochemistry, UC Santa Cruz, Santa Cruz, CA 95064, USA.
Rahul D ShingareDepartment of Chemistry and Biochemistry, UC Santa Cruz, Santa Cruz, CA 95064, USA.
Hsiau Wei-LeeDepartment of Chemistry and Biochemistry, UC Santa Cruz, Santa Cruz, CA 95064, USA.
Timothy C JohnstoneDepartment of Chemistry and Biochemistry, UC Santa Cruz, Santa Cruz, CA 95064, USA.
John B MacMillanDepartment of Chemistry and Biochemistry, UC Santa Cruz, Santa Cruz, CA 95064, USA.ORCID 0000-0003-1430-1077

Funding

Natural Products with Selective Cytoxicity to Non Small Cell Lung CancerR01CA225960 · NCI · UT SOUTHWESTERN MEDICAL CENTER · PI MACMILLAN, JOHN B, MINNA, JOHN D. · 2018 to 2022
$3.0M
Marine Actinomycetes as a Resource for Anticancer Natural ProductsR01CA149833 · NCI · UT SOUTHWESTERN MEDICAL CENTER · PI MACMILLAN, JOHN B · 2010 to 2014
$1.6M
NCI NIH HHS R01 CA149833NCI NIH HHS R01 CA225960
6 · The paper itself

Abstract

We report the first total synthesis of an antimycobacterial natural product oxazinin A that takes advantage of a multi-component cascade reaction of anthranilic acid and a precursor polyketide containing an aldehyde. The route utilized for the synthesis of the pseudodimeric oxazinin A validates a previously proposed biosynthetic mechanism, invoking a non-enzymatic pathway to the complex molecule. We found a 76 : 10 : 9 : 5 ratio of oxazinin diastereomers from the synthetic cascade, which is an identical match to that found in the fermentation media from the fungus Eurotiomycetes 110162. Further investigation of the non-enzymatic formation of oxazinin A using

Indexed as

Biological ProductsBiomimeticsFungiHeterocyclic Compounds, 4 or More RingsBiological ProductsHeterocyclic Compounds, 4 or More Ringsoxazinin A1,3 Diene Isomerization1H-15N HMBC NMR SpectroscopyBiomimeticNon-EnzymaticTotal Synthesis

Identifiers

PMID35881566
PMCPMC9479274

What OpenQuestion holds

Textmetadata
LicenceCC BY-NC
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.