Evidence map›Paper›PMID 39092111›Full record

ArticleChemical science2024

Total synthesis, biological evaluation and biosynthetic re-evaluation of

Robert E Arnold, Jan Saska, Raquel Mesquita-Ribeiro, Federico Dajas-Bailador, Laurence Taylor, William Lewis, Stephen Argent, Huiling Shao, Kendall N Houk, Ross M Denton

Abstract read
In one paragraph

Article in Chemical science, 2024. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 2 papers.

0numbers the graph read from it
0cells of the map it votes in
2citing 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

2 citing papers in PubMed.

  1. Review
  2. 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

10 authors.

Robert E ArnoldThe GlaxoSmithKline Carbon Neutral Laboratories for Sustainable Chemistry, University of Nottingham Jubilee Campus Triumph Road Nottingham NG7 2TU UK ross.denton@nottingham.ac.uk.
Jan SaskaThe GlaxoSmithKline Carbon Neutral Laboratories for Sustainable Chemistry, University of Nottingham Jubilee Campus Triumph Road Nottingham NG7 2TU UK ross.denton@nottingham.ac.uk.
Raquel Mesquita-RibeiroSchool of Life Sciences, University of Nottingham NG7 2UH UK.
Federico Dajas-BailadorSchool of Life Sciences, University of Nottingham NG7 2UH UK.
Laurence TaylorThe GlaxoSmithKline Carbon Neutral Laboratories for Sustainable Chemistry, University of Nottingham Jubilee Campus Triumph Road Nottingham NG7 2TU UK ross.denton@nottingham.ac.uk.ORCID https://orcid.org/0000-0002-4948-4267
William LewisThe GlaxoSmithKline Carbon Neutral Laboratories for Sustainable Chemistry, University of Nottingham Jubilee Campus Triumph Road Nottingham NG7 2TU UK ross.denton@nottingham.ac.uk.ORCID https://orcid.org/0000-0001-7103-6981
Stephen ArgentThe GlaxoSmithKline Carbon Neutral Laboratories for Sustainable Chemistry, University of Nottingham Jubilee Campus Triumph Road Nottingham NG7 2TU UK ross.denton@nottingham.ac.uk.ORCID https://orcid.org/0000-0002-3461-9675
Huiling ShaoUniversity of California, Department of Chemistry and Biochemistry 607 Charles E. Young Drive East, Box 951569 Los Angeles CA 90095-1569 UK.
Kendall N HoukUniversity of California, Department of Chemistry and Biochemistry 607 Charles E. Young Drive East, Box 951569 Los Angeles CA 90095-1569 UK.ORCID https://orcid.org/0000-0002-8387-5261
Ross M DentonThe GlaxoSmithKline Carbon Neutral Laboratories for Sustainable Chemistry, University of Nottingham Jubilee Campus Triumph Road Nottingham NG7 2TU UK ross.denton@nottingham.ac.uk.ORCID https://orcid.org/0000-0003-1267-1971

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

We report the first total syntheses of simonsol F (3), simonsinol (5), fargenin (4), and macranthol (6) in addition to syntheses of simonsol C (2), simonsol G (1), and honokiol (14). The syntheses are based upon a phosphonium ylide-mediated cascade reaction and upon natural product isomerization reactions which proceed through Cope rearrangements of putative biosynthetic dienone intermediates. As a corollary of the natural product isomerization reactions, we propose an alternative biosynthesis of honokiol (14), simonsinol (5), and macranthol (6) which unites the natural products in this family under a single common precursor, chavicol (7). Finally, we demonstrate that simonsol C (2) and simonsol F (3) promote axonal growth in primary mouse cortical neurons.

Identifiers

PMID39092111
PMCPMC11290413

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.