Synthesis, crystal structure, and growth inhibition of human hepatoma cell (HepG2) of polyphenolic compounds based on gallates
Bibliographic record
Abstract
Seven compounds (1–7) based on gallate were synthesized and characterized by elemental analysis, 1H NMR, and MS spectra. 2-(3,5-Dibenzyloxy-4-methoxy)phenyl-2-propanol (6) was a new compound. Methyl 3,5-dihydroxy-4-methoxybenzoate (3), methyl 3,5-dibenzyloxy-4-methoxybenzoate (4), 3,5-dibenzyloxy-4-methoxybenzyl alcohol (5), and compound 6 were structurally determined by single-crystal X-ray diffraction for the first time. Crystallographic data for 3: space group P212121; a = 4.0750(8) Å, b = 7.5880(15) Å, c = 29.802(6) Å; V = 921.5(3) Å3; Z = 4. 4: space group P-1; a = 10.068(2) Å, b = 10.499(2) Å, c = 11.388(2) Å; α = 76.84(3)°, β = 66.79(3)°, γ = 64.10(3)°; V = 993.0(3) Å3, Z = 2. 5: space group P-1; a = 8.1410(16) Å, b = 8.7590(18) Å, c = 12.879(3) Å; α = 91.66(3)°, β = 94.69(3)°, γ = 91.73(3)°; V = 914.4(3) Å3; Z = 2. 6: space group P21/c; a = 5.8100(12) Å, b = 15.778(3) Å, c = 23.237(5) Å; β = 96.09(3)°; V = 2118.1(7) Å3; Z = 4. All of the seven compounds were evaluated for the inhibition of growth of human hepatoma (HepG2) cells. Comparison with the positive-control 5-fluorouracil (IC50 51.6 µmol/L), 5 showed stronger cytotoxic activity with an IC50 around 15.3 µmol/L, while IC50 value of 3 was 90.3 µmol/L. The effect of slight structural variations in this series of compounds was found to cause a marked change in their activity against HepG2 cells.Key words: gallates, benzyl alcohol, human hepatoma cells, crystal structure, anti-cancer activities.
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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) | 0.001 | 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 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".