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Record W2588918676 · doi:10.1002/cmdc.201700021

Synthesis of 5α,8α‐Ergosterol Peroxide 3‐Carbamate Derivatives and a Fluorescent Mitochondria‐Targeting Conjugate for Enhanced Anticancer Activities

2017· article· en· W2588918676 on OpenAlex

Why this work is in the frame

A frame that forgets how it found something cannot be audited. These are the routes that admitted this work.

affAt least one author lists a Canadian institution in the pinned OpenAlex snapshot.

Bibliographic record

VenueChemMedChem · 2017
Typearticle
Languageen
FieldChemistry
TopicSynthetic Organic Chemistry Methods
Canadian institutionsUniversity of Toronto
Fundersnot available
KeywordsConjugateChemistryCarbamateIn vitroTrypan blueCoumarinStereochemistryBiochemistryOrganic chemistry

Abstract

fetched live from OpenAlex

Abstract Inspired by the significant anticancer activity of our previously screened natural ergosterol peroxide ( 1 ), we synthesized and characterized a series of novel ergosterol peroxide 3‐carbamate derivatives. The antiproliferative activities of the synthesized compounds against human hepatocellular carcinoma cells (HepG2, SK‐Hep1) and human breast cancer cells (MCF‐7, MDA‐MB231) were investigated. 5α,8α‐Epidioxyergosta‐3‐yl‐(piperazine‐1)carbamate ( 3 d ) and 5α,8α‐epidioxyergosta‐3‐yl‐(piperidin‐4‐methylamine)carbamate ( 3 f ) and their hydrochloride salts exhibited significant in vitro antiproliferative activities against the tested tumor cell lines, with IC 50 values ranging from 0.85 to 4.62 μ m . Furthermore, fluorescent imaging showed that the designed coumarin– 3 d conjugate ( 5 ) localized mainly in mitochondria, leading to enhanced anticancer activities over the parent structure 1 . As a whole, it appeared that substituent changes at the C3 position could serve as a promising launch point for further design of this type of steroidal anticancer agent.

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.

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)0.000
metaresearch head score (Gemma)0.004
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 score0.016
Threshold uncertainty score1.000

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0000.004
Meta-epidemiology (narrow)0.0000.000
Meta-epidemiology (broad)0.0010.000
Bibliometrics0.0000.000
Science and technology studies0.0000.001
Scholarly communication0.0000.000
Open science0.0010.000
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 head0.020
GPT teacher head0.293
Teacher spread0.273 · 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