Evidence map›Paper›PMID 29656990›Full record

ArticleBioorganic & medicinal chemistry2018

Synthesis and antiproliferative activity of derivatives of the phyllanthusmin class of arylnaphthalene lignan lactones.

John L Woodard, Andrew C Huntsman, Pratiq A Patel, Hee-Byung Chai, Ragu Kanagasabai, Soumendrakrishna Karmahapatra, Alexandria N Young, Yulin Ren, Malcolm S Cole, Denisse Herrera and 4 more

Abstract read
In one paragraph

Article in Bioorganic & medicinal chemistry, 2018. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 13 papers, 1 of them a synthesis that pooled it.

0numbers the graph read from it
0cells of the map it votes in
13citing papers in PubMed, 1 pooled it
–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

13 citing papers in PubMed, 1 synthesis or guideline pooled it.

  1. Pooled it
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  3. Review
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  5. Review
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  13. The Search for Anticancer Agents from Tropical Plants.Progress in the chemistry of organic natural products
    Review
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

14 authors.

John L WoodardDivision of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, The Ohio State University, Columbus, OH 43210, United States.
Andrew C HuntsmanDivision of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, The Ohio State University, Columbus, OH 43210, United States.
Pratiq A PatelDivision of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, The Ohio State University, Columbus, OH 43210, United States.
Hee-Byung ChaiDivision of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, The Ohio State University, Columbus, OH 43210, United States.
Ragu KanagasabaiDivision of Pharmacology, College of Pharmacy, The Ohio State University, Columbus, OH 43210, United States.
Soumendrakrishna KarmahapatraDivision of Pharmacology, College of Pharmacy, The Ohio State University, Columbus, OH 43210, United States.
Alexandria N YoungDepartment of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois-Chicago, Chicago, IL 60612, United States.
Yulin RenDivision of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, The Ohio State University, Columbus, OH 43210, United States.
Malcolm S ColeDivision of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, The Ohio State University, Columbus, OH 43210, United States.
Denisse HerreraDepartment of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois-Chicago, Chicago, IL 60612, United States.
Jack C YalowichDivision of Pharmacology, College of Pharmacy, The Ohio State University, Columbus, OH 43210, United States.
A Douglas KinghornDivision of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, The Ohio State University, Columbus, OH 43210, United States.
Joanna E BurdetteDepartment of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois-Chicago, Chicago, IL 60612, United States.
James R FuchsDivision of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, The Ohio State University, Columbus, OH 43210, United States. Electronic address: fuchs.42@osu.edu.

Funding

Translational Therapeutics Research Program (TT)P30CA016058 · NCI · OHIO STATE UNIVERSITY · PI Tasleem J Padamsee · 1985 to 2026
$132.3M
Project 3:Isolation Chemistry of Filamentous Fungi and Biological EvaluationP01CA125066 · NCI · OHIO STATE UNIVERSITY · PI Alan Douglas Kinghorn · 2007 to 2026
$27.2M
CHEMISTRY/BIOLOGY TRAINING GRANTT32GM008512 · NIGMS · OHIO STATE UNIVERSITY · PI PEI, DEHUA · 1996 to 2016
$3.9M
FemKube, the human female reproductive tract-on-a-chip, as a platform for studying high grade serous ovarian cancer and developing novel cancer chemotherapeuticsF30CA217079 · NCI · UNIVERSITY OF ILLINOIS AT CHICAGO · PI YOUNG, ALEXANDRIA · 2017 to 2020
$184k
NCI NIH HHS F30 CA217079NCI NIH HHS P01 CA125066NCI NIH HHS P30 CA016058
6 · The paper itself

Abstract

A series of arylnaphthalene lignan lactones based on the structure of the phyllanthusmins, a class of potent natural products possessing diphyllin as the aglycone, has been synthesized and screened for activity against multiple cancer cell lines. SAR exploration was performed on both the carbohydrate and lactone moieties of this structural class. These studies have revealed the importance of functionalization of the carbohydrate hydroxy groups with both acetylated and methylated analogues showing increased potency relative to those with unsubstituted sugar moieties. In addition, the requirement for the presence and position of the C-ring lactone has been demonstrated through reduction and selective re-oxidation of the lactone ring. The most potent compound in this study displayed an IC

Indexed as

Antineoplastic AgentsBenzodioxolesCell Line, TumorDrug Screening Assays, AntitumorEtoposideGlycosidesHumansLactonesLignansMolecular StructureNaphthalenesStereoisomerismStructure-Activity RelationshipTopoisomerase II InhibitorsAntineoplastic AgentsBenzodioxolesdiphyllinEtoposideGlycosidesLactonesLignansNaphthalenesTopoisomerase II Inhibitors

Identifiers

PMID29656990
PMCPMC5962029

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.