Evidence map›Paper›PMID 26503632›Full record

ArticleOrganic & biomolecular chemistry2016

Photoswitchable anticancer activity via trans-cis isomerization of a combretastatin A-4 analog.

Jonathon E Sheldon, M Michael Dcona, Charles E Lyons, John C Hackett, Matthew C T Hartman

Abstract read
In one paragraph

Article in Organic & biomolecular chemistry, 2016. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 29 papers.

0numbers the graph read from it
0cells of the map it votes in
29citing papers in PubMed
3.2field-weighted citation impact, top 8% 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

29 citing papers in PubMed, 106 citations in OpenAlex.

  1. Article
  2. Article
  3. Review
  4. Article
  5. Article
  6. Effect of the Protic vs. Non-Protic Molecular Environment on theInternational journal of molecular sciences · 2024
    Article
  7. Article
  8. Review
  9. Article
  10. Article
  11. Article
  12. Optochemical Control of Therapeutic Agents through Photocatalyzed Isomerization.Angewandte Chemie (International ed. in English) · 2022
    Article
  13. Photopharmacology of Antimitotic Agents.International journal of molecular sciences · 2022
    Review
  14. Journal of the American Chemical Society · 2022
    Article
  15. Article
  16. Review
  17. Review
  18. Article
  19. Review
  20. Light: A Magical Tool for Controlled Drug Delivery.Advanced functional materials · 2020
    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

5 authors at 1 institution in 1 country.

Jonathon E SheldonDepartment of Chemistry, Virginia Commonwealth University, 1001 W. Main St., Richmond, VA 23284-2006, USA. mchartman@vcu.edu.
M Michael Dcona
Charles E Lyons
John C Hackett
Matthew C T Hartman
Virginia Commonwealth University · US

Funding

Enzyme Environmental Effects in Complex Cytochrome P450-Catalyzed ReactionsR01GM092827 · NIGMS · VIRGINIA COMMONWEALTH UNIVERSITY · PI HACKETT, JOHN C · 2010 to 2014
$1.5M
Computational and Vibrational Probes of CYP3A4 Solution DynamicsR01GM114168 · NIGMS · VIRGINIA COMMONWEALTH UNIVERSITY · PI HACKETT, JOHN C · 2015 to 2018
$1.3M
Light-targeted drug deliveryR15CA167582 · NCI · VIRGINIA COMMONWEALTH UNIVERSITY · PI HARTMAN, MATTHEW C · 2012 to 2012
$418k
NCI NIH HHS R15 CA167582NCI NIH HHS R15CA167582NIGMS NIH HHS R01 GM092827NIGMS NIH HHS R01GM092827NIGMS NIH HHS R01 GM114168
6 · The paper itself

Abstract

Combretastatin A-4 (CA4) is highly potent anticancer drug that acts as an inhibitor of tubulin polymerization. The core of the CA4 structure contains a cis-stilbene, and it is known that the trans isomer is significantly less potent. We prepared an azobenzene analog of CA4 (Azo-CA4) that shows 13-35 fold enhancement in potency upon illumination. EC50 values in the light were in the mid nM range. Due to its ability to thermally revert to less toxic trans form, Azo-CA4 also has the ability to automatically turn its activity off with time. Azo-CA4 is less potent than CA-4 because it degrades in the presence of glutathione as evidenced by UV-Vis spectroscopy and ESI-MS. Nevertheless, Azo-CA4 represents a promising strategy for switchable potency for treatment of cancer.

Indexed as

Antineoplastic AgentsCell ProliferationCells, CulturedCell SurvivalDose-Response Relationship, DrugDrug Screening Assays, AntitumorHumansMolecular StructurePhotochemical ProcessesPolymerizationStereoisomerismStilbenesStructure-Activity RelationshipTubulinAntineoplastic AgentsfosbretabulinStilbenesTubulin

Identifiers

PMID26503632
PMCPMC4681686
OpenAlexW1883565552

What OpenQuestion holds

Textmetadata
LicenceTDM
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.