Evidence map›Paper›PMID 26416505›Full record

ArticleOrganic & biomolecular chemistry2015

Application of Mannich bases to the synthesis of hydroxymethylated isoflavonoids as potential antineoplastic agents.

Mykhaylo S Frasinyuk, Galyna P Mrug, Svitlana P Bondarenko, Vitaliy M Sviripa, Wen Zhang, Xianfeng Cai, Michael V Fiandalo, James L Mohler, Chunming Liu, David S Watt

Abstract read
In one paragraph

Article in Organic & biomolecular chemistry, 2015. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 7 papers.

0numbers the graph read from it
0cells of the map it votes in
7citing papers in PubMed
1.8field-weighted citation impact, top 15% of its field
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

7 citing papers in PubMed, 25 citations in OpenAlex.

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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

10 authors at 5 institutions in 2 countries.

Mykhaylo S FrasinyukInstitute of Bioorganic Chemistry and Petrochemistry, National Academy of Science of Ukraine, Kyiv 02094, Ukraine.
Galyna P Mrug
Svitlana P Bondarenko
Vitaliy M Sviripa
Wen Zhang
Xianfeng Cai
Michael V Fiandalo
James L Mohler
Chunming Liu
David S Watt
Markey Cancer Center · USBuffalo BioLabs · USKyiv City Clinical Oncology Center · UAInstitute of Bioorganic Chemistry and Petrochemistry V.P. Kukhar · UAUniversity of Kentucky · US

Funding

UNDERSTANDING THE MOLECULAR BASIS OF EPIGENETIC TRANSCRIPTIONAL SILENCINGP20RR020171 · NCRR · UNIVERSITY OF KENTUCKY · PI PAUMI, CHRISTIAN M · 2004 to 2011
$16.5M
Protein CoreP30GM110787 · NIGMS · UNIVERSITY OF KENTUCKY · PI WHITEHEART, SIDNEY WALDO · 2014 to 2018
$5.7M
Novel resveratrol analogs and colorectal cancer treatmentR01CA172379 · NCI · UNIVERSITY OF KENTUCKY · PI LIU, CHUNMING · 2013 to 2017
$1.5M
Mechanisms of Wnt/beta-catenin inhibition by resveratrol and its derivativesR21CA139359 · NCI · UNIVERSITY OF KENTUCKY · PI LIU, CHUNMING · 2011 to 2012
$355k
NCI NIH HHS CA172379NCI NIH HHS R01 CA172379NCI NIH HHS R21 CA139359NCRR NIH HHS P20 RR020171NIGMS NIH HHS P30 GM110787
6 · The paper itself

Abstract

The regiospecific Mannich aminomethylation of 7-hydroxyisoflavonoids using bis(N,N-dimethylamino)methane afforded C-8 substituted N,N-dimethylaminomethyl adducts, and the regioselective aminomethylation of 5-hydroxy-7-methoxyisoflavonoids afforded predominantly the C-6 substituted N,N-dimethylaminomethyl adducts. Acetylation of these C-6 or C-8 Mannich bases with potassium acetate in acetic anhydride provided access to the corresponding acetoxymethyl derivatives that were subsequently converted to hydroxymethyl- and methoxymethyl-substituted 5-hydroxy- or 7-hydroxyisoflavonoids related to naturally occurring flavonoids. The C-8 acetoxymethyl, hydroxymethyl or methoxymethyl-substituted isoflavonoids possessed promising inhibitory potency in the low micromolar range in a prostate cancer PC-3 cell proliferation assay.

Indexed as

Antineoplastic AgentsCell Line, TumorCell ProliferationHumansHydroxylationIsoflavonesMaleMannich BasesMethylationProstateProstatic NeoplasmsAntineoplastic AgentsIsoflavonesMannich Bases

Identifiers

PMID26416505
PMCPMC4651832
OpenAlexW1955170101

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.