MétaCan
Menu
Back to cohort
Record W2566735365 · doi:10.1158/1538-7445.am2015-4533

Abstract 4533: New antimicrotubule phenyl 4-(2-oxo-3-alkylimidazolidin-1-yl)benzenesulfonate prodrugs bioactivated selectively in breast cancer cells by CYP1A1: An innovative approach for the personalized treatment of breast cancer

2015· article· en· W2566735365 on OpenAlexaff
René C.‐Gaudreault, Mathieu Gagné‐Boulet, Xavier Charest‐Morin, Jacques Lacroix, Marie‐France Côté, Stéphane Gobeil, Sébastien Fortin, Coraline Lauvaux

Bibliographic record

VenueCancer Research · 2015
Typearticle
Languageen
FieldChemistry
TopicClick Chemistry and Applications
Canadian institutionsUniversité Laval
Fundersnot available
KeywordsProdrugBreast cancerCancer researchCancerMoietyChemistryTriple-negative breast cancerCancer cellIn vivoMedicinePharmacologyStereochemistryInternal medicineBiology

Abstract

fetched live from OpenAlex

Abstract Breast cancers are the most common cancers among American women. Unfortunately, they are patient developing chemoresistance against conventional treatments or are diagnosed with more aggressive tumours and poorer prognosis. Novel therapeutic approaches are therefore required to treat patients that do not respond to current therapies. To this end, we developed a new family of highly potent antimitotics referred to as phenyl 4-(2-oxoimidazolidin-1-yl)benzenesulfonates (PIB-SOs). To improve the biopharmaceutical properties of these new antimicrotubule agents, we modified their 1-phenylimidazolidin-2-one moiety by substituting the -NH group of the imidazolidone moiety with linear and branched alkyl chains that lead to prodrugs referred to as phenyl 4-(2-oxo-3-alkylimidazolidin-1-yl)benzenesulfonates (PAIB-SOs). PAIB-SOs are highly selective (ratio >1000) and cytocidal toward specific hormono-, non-hormono- and chemoresistant human breast cancer cells such as MCF-7, SK-BR-3, T47D and the “triple negative” MDA-MB-468 cells. PAIB-SOs arrest cell cycle progression in G2/M phase and disrupt the cytoskeleton in sensitive lines. Co-incubation of PAIB-SOs such as 22, with CYP1A1 inhibitors at subtoxic concentrations with MDA-MB-468 cells significantly reduced their antiproliferative activity. Moreover, using the ethoxyresorufin-O-deethylase assay and CYP1A1 Supersome™, 22 shows high affinity toward CYP1A1 and its selective biotransformation into its parent cytocidal PIB-SO (CEU-602). Furthermore, 22 induces CYP1A1 expression in MCF7 by 3-folds. Finally, 22 was also found to be active in vivo in a CAM assay on HT-1080 cells stably transfected with CYP1A1 while being inactive in the same cell line not expressing CYP1A1. These results suggest that PAIB-SO are prodrugs that could be use as an innovative approach for future personalized breast cancer treatments. Cytocidal activity and selectivity of CEU-602 and 22 on several human breast cancer cell linesDrugIC50 (nM)IC50 (nM)IC50 (nM)IC50 (nM)IC50 (nM)Selectivity ratioMCF7MDA-MB-468T47DSK-BR-3MDA-MB-231MDA-MB-231/SK-BR-3CEU-6023.14.66.23.16.42.1225.510202.05 9002 950 Citation Format: René C.-Gaudreault, Mathieu Gagné-Boulet, Xavier Charest-Morin, Jacques Lacroix, Marie-France Côté, Stéphane Gobeil, Sébastien Fortin, Coraline Lauvaux. New antimicrotubule phenyl 4-(2-oxo-3-alkylimidazolidin-1-yl)benzenesulfonate prodrugs bioactivated selectively in breast cancer cells by CYP1A1: An innovative approach for the personalized treatment of breast cancer. [abstract]. In: Proceedings of the 106th Annual Meeting of the American Association for Cancer Research; 2015 Apr 18-22; Philadelphia, PA. Philadelphia (PA): AACR; Cancer Res 2015;75(15 Suppl):Abstract nr 4533. doi:10.1158/1538-7445.AM2015-4533

Fetched live from OpenAlex and de-inverted. Abstracts are not stored in this database: the inverted indexes are 8.6 GB of the frame’s 9.3 GB of text, and the host has 13 GB free.

How this classification was reachedexpand

Full frame distilled prediction

Teacher imitation

Not calibrated prevalence, not ground truth. Human validation pending. Learned from the 10,348 direct Codex labels and 10,348 direct Gemma labels. Candidate is the union of thresholded teacher heads; consensus is their intersection. These outputs are machine_predicted_unvalidated and are not human labels or direct frontier model labels.

metaresearch head score (Codex)0.001
metaresearch head score (Gemma)0.000
Version: codex-gemma-dda1882f352aValidation status: machine_predicted_unvalidated
Candidate categoriesMeta-epidemiology (narrow)
Consensus categoriesnone
DomainCandidate signal: none · Consensus signal: none
Study designCandidate signal: Bench or experimental · Consensus signal: Bench or experimental
GenreCandidate signal: Empirical · Consensus signal: Empirical
Teacher disagreement score0.023
Threshold uncertainty score1.000

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0010.000
Meta-epidemiology (narrow)0.0000.000
Meta-epidemiology (broad)0.0010.000
Bibliometrics0.0000.002
Science and technology studies0.0000.000
Scholarly communication0.0000.000
Open science0.0010.000
Research integrity0.0000.001
Insufficient payload (model declined to judge)0.0010.000

Machine scores (provisional)

The two teacher heads of the student model, read on this work. A score orders the frame for review; it never asserts a category, and the validation status ships verbatim with every row.

Baseline scores from an immature model (maturity gate not passed, 7 training rounds). Scores rank; they never assert a category.

Opus teacher head0.106
GPT teacher head0.392
Teacher spread0.286 · how far apart the two teachers sit on this one work
Validation statusscore_only:v0-immature-baseline · verbatim from the scoring run: score_only means the number may rank works, and no category label ships from it

Classification

machine, unvalidated

Machine predicted; a candidate call from one teacher head, not a consensus.

Study designBench or experimental
Domainnot available
GenreEmpirical

How this classification was reached, model by model and score by score, is at the end of the page under "How this classification was reached".

Quick stats

Citations0
Published2015
Admission routes1
Has abstractyes

Explore more

Same venueCancer ResearchSame topicClick Chemistry and ApplicationsFrench-language works237,207