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Record W2071716295 · doi:10.1016/j.jalz.2010.05.946

P1‐392: Synthesis and evaluation of [18F]fluorinated triazole‐derivatives of the pittsburgh compound as potential PET radiotracers for imaging amyloid plaques

2010· article· en· W2071716295 on OpenAlexaff
Shadreck Mzengeza, Jean‐Yves Kazock, Gauri P. Saran, Esmat Elhami, Andrew L. Goertzen, Jue He, Kennedy Mangera, Xin‐Min Li

Bibliographic record

VenueAlzheimer s & Dementia · 2010
Typearticle
Languageen
FieldChemistry
TopicClick Chemistry and Applications
Canadian institutionsUniversity of Manitoba
Fundersnot available
KeywordsBiodistributionImaging agentAzideIn vivoChemistryAscorbic acidAmyloid (mycology)Pittsburgh compound BCombinatorial chemistryBiochemistryIn vitroMedicineAlzheimer's diseasePathologyDiseaseBiologyOrganic chemistry

Abstract

fetched live from OpenAlex

Alzheimer's disease (AD) is a neurodegenerative disease whose prevalence increases dramatically after the age of 65 years. The presence of β-amyloid plaques in the brain is a pathological feature of the disease. It is difficult to diagnose early stages of AD and to distinguish it from decline in cognitive function associated with memory loss due to the normal aging process. Neuron-imaging techniques, such as PET, play important role in diagnosis of the disease. Therefore, PET imaging probes with high affinity for β-amyloid plaques, capable of detecting low plaque load, are essential in application of PET imaging for presymptomatic identification of patients and monitoring drug treatment. We report progress on the synthesis and in vivo biodistribution of 18F-labeled triazole derivatives of the Pittsburgh compound as potential β-amyloid plaque imaging agents. 2-(4'-azidophenyl)-6-hydroxybenzothiazole was prepared from 2-(4'-nitrophenyl)-6-methoxybenzothiazole by first reducing the nitro to amino to 2-(4'-aminophenyl)-6-methoxybenzothiazole form then deprotecting and finally conversion of the amino to azide. The azide was then reacted with a variety of terminal alkynes under Click conditions using copper (II) sulfate / ascorbic acid as catalyst to form the target triazole-derivative of the Pittsburgh compound. The same azide will be reacted with [18F]fluorinated alkynes to form radiolabeled triazole derivatives of the Pittsburgh compound. In vitro binding affinity will be determined using [125I]IMPY competition experiment using aggregated Aβ(1-42)-peptide. The biodistribution in normal mice will be done by injecting a solution of 3.7MBq of the [18F]fluoro-triazole-derivative in saline containing 10% ethanol. 2-(4'-Azidophenyl)-6-methoxybenzothiazole was successfully synthesized from 2-(4'-aminophenyl)-6- methoxybenzothiazole in a reasonable yield of 43%. The azide was reacted with 3-phenyl-1-propyne and 4-pentyn-1-ol using copper (II) sulfate / ascorbic acid to give the corresponding triazole-containing derivatives after purification by flash chromatography or HPLC. Click chemistry was successfully used to synthesize triazole-containing derivatives of the Pittsburgh compound. Preparation of [18F]fluorinated triazole-containing derivatives, as PET imaging probes is in progress. The compounds will be used in imaging of transgenic mouse model of AD treated with quetiapine, a drug which is known to remove plaques, to determine the drug's effectiveness in treating AD mice.

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)0.000
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 score0.621

Codex and Gemma teacher scores by category

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)0.0000.000

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 head0.023
GPT teacher head0.294
Teacher spread0.271 · 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".

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Citations0
Published2010
Admission routes1
Has abstractyes

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