Evidence map›Paper›PMID 22690692›Full record

ArticleJournal of natural products2012

Structural reassignment of a marine metabolite from a binaphthalenetetrol to a tetrabrominated diphenyl ether.

Erin E Podlesny, Marisa C Kozlowski

Abstract read
In one paragraph

Article in Journal of natural products, 2012. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 5 papers.

0numbers the graph read from it
0cells of the map it votes in
5citing 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

5 citing papers in PubMed.

  1. Article
  2. Review
  3. Article
  4. Article
  5. 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

2 authors.

Erin E PodlesnyRoy and Diana Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, Philadelphia, Pennsylvania 19104-6323, USA.
Marisa C Kozlowski

Funding

Predoctoral Training at the Chemistry-Biology InterfaceT32GM071339 · NIGMS · WISTAR INSTITUTE · PI MARMORSTEIN, RONEN, SPEICHER, DAVID W. · 2005 to 2019
$3.2M
NMR SYSTEMS : 2 BRUKER AVANCE 500 CONSOLESS10RR022442 · NCRR · UNIVERSITY OF PENNSYLVANIA · PI SMITH, AMOS B · 2006 to 2006
$500k
Time-Of-Flight Instrument with Variable Ionization SourcesS10RR023444 · NCRR · UNIVERSITY OF PENNSYLVANIA · PI DMOCHOWSKI, IVAN JULIAN · 2007 to 2007
$308k
Synthesis of Bisanthraquinone Natural Product and BINOL-type Chiral LigandsF31GM093515 · NIGMS · UNIVERSITY OF PENNSYLVANIA · PI PODLESNY, ERIN EILEEN · 2010 to 2012
$109k
NCRR NIH HHS S10 RR022442NCRR NIH HHS S10 RR023444NIGMS NIH HHS F31 GM093515NIGMS NIH HHS F31-GM093515NIGMS NIH HHS T32 GM071339NIGMS NIH HHS T32-GM071339
6 · The paper itself

Abstract

The structure of a reported natural product isolate has been revised from (S)-2,2'-dimethoxy-[1,1'-binaphthalene]-5,5',6,6'-tetraol to a known tetrabrominated diphenyl ether. After total synthesis of the reported binaphthalenetetrol was accomplished via a key reduction of a binaphtho-ortho-quinone, comparison of the physical properties and NMR spectroscopic data of the synthetic material indicated that the structure of the natural product isolate was incorrect. Evaluation of the authentic natural product suggested the structure is a tetrabrominated diphenyl ether, likely 3,5-dibromo-2-(3,5-dibromo-2-methoxyphenoxy)phenol.

Indexed as

Biological ProductsCrystallography, X-RayHalogenated Diphenyl EthersMarine BiologyMolecular ConformationMolecular StructureNuclear Magnetic Resonance, BiomolecularStereoisomerism3,5-dibromo-2-(3,5-dibromo-2-methoxyphenoxy)phenolBiological ProductsHalogenated Diphenyl Ethers

Identifiers

PMID22690692
PMCPMC3399761

What OpenQuestion holds

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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.