Evidence map›Paper›PMID 26544765›Full record

ArticleJournal of the American Chemical Society2015

Syntheses of Dimeric Tetrahydroxanthones with Varied Linkages: Investigation of "Shapeshifting" Properties.

Tian Qin, Takayuki Iwata, Tanya T Ransom, John A Beutler, John A Porco

Abstract read
In one paragraph

Article in Journal of the American Chemical Society, 2015. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 18 papers.

0numbers the graph read from it
0cells of the map it votes in
18citing 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

18 citing papers in PubMed.

  1. Article
  2. Review
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  11. Copper Bis(oxazoline)-Catalyzed Enantioselective Alkynylation of Benzopyrylium Ions.Chemistry (Weinheim an der Bergstrasse, Germany) · 2020
    Article
  12. Article
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  15. Article
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  17. Review
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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.

Tian QinDepartment of Chemistry and Center for Molecular Discovery (BU-CMD), Boston University , 590 Commonwealth Avenue, Boston, Massachusetts 02215, United States.
Takayuki IwataDepartment of Chemistry and Center for Molecular Discovery (BU-CMD), Boston University , 590 Commonwealth Avenue, Boston, Massachusetts 02215, United States.
Tanya T RansomMolecular Targets Laboratory, Frederick National Laboratory for Cancer Research, National Cancer Institute , Frederick, Maryland 21702, United States.
John A BeutlerMolecular Targets Laboratory, Frederick National Laboratory for Cancer Research, National Cancer Institute , Frederick, Maryland 21702, United States.
John A PorcoDepartment of Chemistry and Center for Molecular Discovery (BU-CMD), Boston University , 590 Commonwealth Avenue, Boston, Massachusetts 02215, United States.

Funding

SYNTHESIS OF LIBRARIES--LINEAR/POLYKETIDE/POLYPROPIONATEP50GM067041 · NIGMS · BOSTON UNIVERSITY MEDICAL CAMPUS · PI PORCO, JOHN A. · 2002 to 2012
$23.7M
Building Libraries with Chemical Diversity for ScreeningZIABC011469 · NCI · DIVISION OF BASIC SCIENCES - NCI · PI BEUTLER, JOHN · 2012 to 2025
$7.8M
Biomimetic Synthesis of Complex Natural ProductsR01GM073855 · NIGMS · BOSTON UNIVERSITY (CHARLES RIVER CAMPUS) · PI PORCO, JOHN A. · 2006 to 2015
$3.2M
Center for Molecular Discovery (CMD): A Small Molecule Resource for Biomedical ResearchR24GM111625 · NIGMS · BOSTON UNIVERSITY (CHARLES RIVER CAMPUS) · PI PORCO, JOHN A. · 2015 to 2017
$1.5M
Chemical Synthesis of Bioactive Flavonoid and Xanthone-Derived Natural ProductsR01GM099920 · NIGMS · BOSTON UNIVERSITY (CHARLES RIVER CAMPUS) · PI PORCO, JOHN A. · 2012 to 2015
$1.2M
Intramural NIH HHSNIGMS NIH HHS GM-073855NIGMS NIH HHS GM-099920NIGMS NIH HHS P50 GM067041NIGMS NIH HHS R01 GM073855NIGMS NIH HHS R01 GM099920NIGMS NIH HHS R24 GM-11162NIGMS NIH HHS R24 GM111625
6 · The paper itself

Abstract

The 2,4'- and 4,4'-linked variants of the cytotoxic agent secalonic acid A and their analogues have been synthesized. Kinetic resolution of an unprotected tetrahydroxanthone scaffold followed by copper-mediated biaryl coupling allowed for efficient access to these compounds. Evaluation of the "shapeshifting" properties of 2,2'-, 2,4'-, and 4,4'-linked variants of the secalonic acids A in a polar solvent in conjunction with assays of the compounds against select cancer cell lines was conducted to study possible correlations between linkage variation and cytotoxicity.

Indexed as

Cell Line, TumorDimerizationHumansKineticsXanthonesXanthones

Identifiers

PMID26544765
PMCPMC4863954

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.