MétaCan
Menu
Back to cohort
Record W4315864585 · doi:10.1002/ejoc.202201453

Strapped Porphyrins as Model Systems for Atropisomeric Photosensitizer Drugs

2023· article· en· W4315864585 on OpenAlexaff
Claire Donohoe, Asterios Charisiadis, Sophie Maguire, Brendan Twamley, Fábio A. Schaberle, Lígia C. Gomes‐da‐Silva, Mathias O. Senge

Bibliographic record

VenueEuropean Journal of Organic Chemistry · 2023
Typearticle
Languageen
FieldMaterials Science
TopicPorphyrin and Phthalocyanine Chemistry
Canadian institutionsTrinity College
FundersScience Foundation IrelandFundação para a Ciência e a TecnologiaHigher Education AuthorityEuropean CommissionIrish Research eLibrary
KeywordsAtropisomerPorphyrinChemistryPhotosensitizerPhotodynamic therapyCombinatorial chemistryDrugStereochemistryPhotochemistryOrganic chemistryPharmacology

Abstract

fetched live from OpenAlex

Abstract The time dependence of atropisomer interconversion has limited the pursuit of single atropisomer drug candidates, even in circumstances where one atropisomer presents favorable biological activity over another. Moderate interconversion energy barriers risk compromising drug stability. As a result, examples of atropisomerically pure drugs in current clinical use are rare. However, in recent years, there has been a shift towards the development of single, stable atropisomer drug candidates with enhanced activity. Consequently, development of methods which effectively restrict rotation in a configuration which favors activity is highly beneficial. The picket fence porphyrin α4 atropisomer configuration has been previously demonstrated to improve the cell internalization of the pre‐clinical drug, redaporfin, applied in photodynamic therapy. In this work, the α4 configuration was modelled with novel porphyrin photosensitizers through strapped moieties which effectively fixed the atropisomeric configuration. The stable cis‐αα configuration demonstrated enhanced cell membrane permeation, effectively predicting the behavior of the α4 configuration and indicates that strapped porphyrins can serve as stable model systems for the investigation of photoactive drugs.

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 machine prediction

Teacher imitation

Not calibrated prevalence, not ground truth. Human validation pending. The Gemma side is a direct model label for every work in the frame, read from the title-only record. The Codex side is a classifier learned from the 10,348 direct Codex labels and calibrated to design-weighted sample rates; fields without enough sample support carry no Codex call. Candidate is the union of the two sides; consensus is their intersection. These outputs are machine_predicted_unvalidated and are not human labels.

metaresearch head score (Codex)0.000
metaresearch head score (Gemma)0.000
Version: metacan-v3-hybrid-931329e0061cValidation 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 score0.001
Threshold uncertainty score0.003

Distilled classifier scores by category (both heads)

CategoryCodexGemma
Metaresearch0.0000.000
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)0.0010.000

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 head0.017
GPT teacher head0.237
Teacher spread0.220 · 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 source (direct Gemma or distilled Codex), 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

Citations9
Published2023
Admission routes1
Has abstractyes

Explore more

Same venueEuropean Journal of Organic ChemistrySame topicPorphyrin and Phthalocyanine ChemistryFrench-language works237,207