Synthesis of Fluoro Analogues of Unsaturated Fatty Acids and Corresponding Acyclic Metabolites
Bibliographic record
Abstract
Abstract Polyunsaturated fatty acids, in particular arachidonic acid and its metabolites, the so‐called eicosanoids, play a major role in human health. Many of them have been involved as potent mediators for various diseases such as inflammation and asthma. Therefore, numerous modifications in the structures of these natural products have been incorporated to study the structure‐activity relationship, monitor the biosynthetic pathway and also to understand the biological activities as well as the mechanisms of action. The modifications include introduction of labelled elements, fluorine atoms, heteroelements, carbo‐ and heterocycles etc. Of all these studies, the introduction of fluorine, which has a unique role as the smallest atom in the periodic table after hydrogen and also as the most electronegative element, provided very useful information. Thus, the present microreview highlights the synthetic efforts of various research groups in the last two decades on bioactive fluorinated fatty acids and corresponding acyclic metabolites. It also presents the most relevant bioactivity data obtained from the fluorinated analogues. The data corresponding to naturally occurring fluorinated fatty acids have been added, as well as the use of fluorinated probes for some biosynthetic studies in fatty acid chemistry (desaturation and methylenation). In addition, it is important to point out that the methods and strategies which have been developed to selectively introduce a single fluorine atom, as well as CF2 or CF3 groups, on such very challenging molecules could also be of much use in many other areas of chemistry. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)
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How this classification was reachedexpand
Full frame machine prediction
Teacher imitationNot 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.
Distilled classifier scores by category (both heads)
| Category | Codex | Gemma |
|---|---|---|
| Metaresearch | 0.000 | 0.000 |
| Meta-epidemiology (narrow) | 0.000 | 0.000 |
| Meta-epidemiology (broad) | 0.000 | 0.000 |
| Bibliometrics | 0.000 | 0.000 |
| Science and technology studies | 0.000 | 0.000 |
| Scholarly communication | 0.000 | 0.000 |
| Open science | 0.000 | 0.000 |
| Research integrity | 0.000 | 0.000 |
| Insufficient payload (model declined to judge) | 0.004 | 0.001 |
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.
score_only:v0-immature-baseline · verbatim from the scoring run: score_only means the number may rank works, and no category label ships from itClassification
machine, unvalidatedMachine predicted; a candidate call from one source (direct Gemma or distilled Codex), not a consensus.
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".