Evidence map›Paper›PMID 21414776›Full record

ArticleBioorganic & medicinal chemistry letters2011

Asymmetric total synthesis of (+)- and (-)-clusianone and (+)- and (-)-clusianone methyl enol ether via ACC alkylation and evaluation of their anti-HIV activity.

Michelle R Garnsey, James A Matous, Jesse J Kwiek, Don M Coltart

Abstract read
In one paragraph

Article in Bioorganic & medicinal chemistry letters, 2011. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 10 papers.

0numbers the graph read from it
0cells of the map it votes in
10citing 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

10 citing papers in PubMed.

  1. Total Synthesis of Hypersampsone M.Journal of the American Chemical Society · 2024
    Article
  2. Article
  3. Programmable meroterpene synthesis.Nature communications · 2020
    Article
  4. Article
  5. Article
  6. Article
  7. A P212121 polymorph of (+)-clusianone.Acta crystallographica. Section E, Structure reports online · 2013
    Article
  8. Redetermination and absolute configuration of (+)-7-epiclusianone.Acta crystallographica. Section E, Structure reports online · 2012
    Article
  9. Article
  10. 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

4 authors.

Michelle R GarnseyDepartment of Chemistry, Duke University, Durham, NC 27705, USA.
James A Matous
Jesse J Kwiek
Don M Coltart

Funding

Viral Sequencing CoreU19AI067854 · NIAID · DUKE UNIVERSITY · PI CRUMP, JOHN ANDREW · 2006 to 2011
$290.5M
A Method to Stop HIV Replication:Inhibition of Human Purine Utilizing ProteinsR01AI090644 · NIAID · OHIO STATE UNIVERSITY · PI KWIEK, JESSE J · 2010 to 2013
$1.8M
NIAID NIH HHS 1R01AI084110-01NIAID NIH HHS 5U19AI067854NIAID NIH HHS R01 AI090644NIAID NIH HHS U19 AI067854
6 · The paper itself

Abstract

The total asymmetric synthesis of (+)- and (-)-clusianone and (+)- and (-)-clusianone methyl enol ether is reported. Asymmetric induction is achieved through the use of ACC alkylation, providing the key intermediates with an er of 99:1. The four synthetic compounds were evaluated for their anti-HIV activity. Both (+)- and (-)-clusianone displayed significant anti-HIV activity.

Indexed as

AlkylationAnti-HIV AgentsBenzophenonesBenzoquinonesBridged Bicyclo CompoundsCell LineEthersHIVHumansStereoisomerism7-epiclusianoneAnti-HIV AgentsBenzophenonesBenzoquinonesBridged Bicyclo CompoundsEthers

Identifiers

PMID21414776
PMCPMC3070777

What OpenQuestion holds

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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.