Synthesis and spectroscopic properties of benzo- and naphthofuryl-3-hydroxychromones
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Bibliographic record
Abstract
With the focus of designing new fluorescent probes, four new 3-hydroxy-chromone derivatives bearing benzofuran and naphthofuran groups were synthesized. They show bathochromic absorption shifts relative to 3-hydroxyflavone with the ability of retention to display the excited-state proton transfer. Disruption of the planarity by the methyl group in the furan ring leads to a decrease of both the extinction coefficient and the contribution of long wavelength absorption band, while molecules without a methyl group showed two distinct absorption bands. Shifts to longer wavelengths are also observed in fluorescent spectra, and the absence of the methyl group results in a dramatic increase of fluorescence quantum yield and lifetime. Of the extended 3-hydroxychromone derivatives, 3-hydroxy-2-naphtho[2,1-b]furan-2-yl-chromone has shown comparable, and in some cases better, absorption and fluorescence properties than the 3-hydroxychromones synthesized so far, which make it a highly promising candidate as molecular probe for analytical chemistry, biophysics, and cellular biology.Key words: benzo- and naphthofuryl-3-hydroxyflavone, synthesis, electronic spectra, fluorescence, excited state proton transfer.
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Full frame distilled prediction
Teacher imitationNot 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.
Codex and Gemma teacher scores by category
| 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) | 0.000 | 0.000 |
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.
score_only:v0-immature-baseline · verbatim from the scoring run: score_only means the number may rank works, and no category label ships from it