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Record W4410118566 · doi:10.1016/j.ejmech.2025.117727

Characterization of a water soluble quininib prodrug that blocks metabolic activity and proliferation of multiple cancer cell lines

2025· article· en· W4410118566 on OpenAlexaff
Valentina Tonelotto, Alina Qaisar, Eavan C. McLoughlin, Amelia Cassaday, Marzia Pendino, Simone Marcone, Jacintha O’Sullivan, Brendan Twamley, Lasse D. Jensen, Stephen D. Thorpe, Breandán N. Kennedy, Niamh M. O’Boyle

Bibliographic record

VenueEuropean Journal of Medicinal Chemistry · 2025
Typearticle
Languageen
FieldChemistry
TopicSynthesis and biological activity
Canadian institutionsTrinity College
FundersIrish Research CouncilHORIZON EUROPE Framework ProgrammeTrinity College DublinUniversity College DublinHorizon 2020 Framework ProgrammeBreakthrough Cancer ResearchUniversidad Mayor
KeywordsChemistryProdrugCell growthCell cultureCancer cell linesChemical synthesisCancerCancer cellBiological activityBiochemistryStereochemistryIn vitroInternal medicine

Abstract

fetched live from OpenAlex

Quininib is a small molecule antagonist of cysteinyl leukotriene receptor 1 (CysLT 1 ), which is increasingly recognized for its role in cancer progression. Overexpression of CysLT 1 has been documented in colorectal cancer, renal cell carcinoma, breast cancer, and uveal melanoma (UM). However, quininib’s poor aqueous solubility presents a significant barrier to its clinical development. The aim of this study was to overcome this limitation by synthesizing and evaluating novel ester analogues, ace-quininib and its hydrochloride salt, ace-quininib-HCl, as more soluble, bioactive forms of quininib. The objectives were to 1) synthesize and characterize the analogues; 2) evaluate their anti-cancer activity in a panel of cell lines, including UM (OMM2.5) and metastatic pancreatic cancer (SUIT2-007); 3) assess their enzymatic conversion to quininib; 4) determine their aqueous solubility and in vivo suitability; and 5) evaluate preliminary toxicity in zebrafish larvae. Ace-quininib was rapidly converted to quininib in the presence of porcine liver esterase, confirming its function as a prodrug. It exhibited potent anti-cancer activity across the NCI-60 cell line panel, with the strongest effects observed in CCRF-CEM leukemia (GI 50 = 0.22 μM) and UO-31 renal cancer cells (GI 50 = 0.62 μM). Both ace-quininib and ace-quininib-HCl reduced metabolic activity in OMM2.5 and SUIT2-007 cells in a dose-dependent manner. Notably, ace-quininib-HCl also inhibited long-term colony formation in OMM2.5 cells. Solubility studies revealed that while quininib and ace-quininib remained water-insoluble, ace-quininib-HCl demonstrated excellent aqueous solubility (2.18 ± 0.18 mg/mL). Furthermore, both ace-quininib and quininib were well tolerated in zebrafish larvae, supporting their potential for in vivo application. The novelty of this study lies in the design of a previously unreported hydrochloride salt of an esterified quininib analogue with significantly enhanced solubility and preserved bioactivity. These results suggest that ace-quininib-HCl offers a viable strategy to improve the pharmacokinetic profile of CysLT 1 inhibitors. This work adds value by providing a translational solution to a key limitation in CysLT 1 -targeted cancer therapy, supporting further preclinical development of ace-quininib-HCl as a candidate for future clinical application.

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 categoriesnone
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 score0.012
Threshold uncertainty score0.345

Codex and Gemma teacher scores by category

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

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 head0.019
GPT teacher head0.235
Teacher spread0.217 · 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.

The models applied no category: nothing in the taxonomy fit this work.
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

Citations1
Published2025
Admission routes1
Has abstractyes

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