Malonyl-Caffeoylquinic Acids and Malonyl-Flavonoid-Glucosides from Three Edible Apiaceae Plants <i>Anthriscus Cerefolium</i>, <i>Anthriscus Sylvestris</i>, and <i>Chaerophyllum Bulbosum</i>
Bibliographic record
Abstract
High Resolution Image Download MS PowerPoint Slide Novel compounds, including four isomeric monomalonyl-dicaffeoylquinic acids ( 4 – 7 ), one dimalonyl-dicaffeoylquinic acid ( 9 ), and one flavonoid-dimalonyl-glucoside ( 8 ), along with three known flavonoid-monomalonyl-glucosides ( 1 – 3 ), were discovered in closely related edible Apiaceae plants: Anthriscus cerefolium, Anthriscus sylvestris, and Chaerophyllum bulbosum . Their structures were elucidated through comprehensive HPLC-UV-HR-MS/MS and NMR analyses, and isomeric malonyl-dicaffeoylquinic acids ( 4 – 7 ) were differentiated based on HPLC-MS/MS fragmentation characteristics. The study confirmed organ- and vegetation phase-specific accumulation, identifying optimal plant tissues for targeted isolation using a one-step preparative HPLC method. Malonyl-dicaffeoylquinic acids 4 and 9 exhibited significant cytotoxicity to nontumorous Vero E6 cells in vitro (IC 50 < 10 μM). At the same time, the isolated compounds displayed structure-specific DPPH radical scavenging activity, underscoring their dual biological relevance.
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How this classification was reachedexpand
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) | 0.001 | 0.000 |
| Meta-epidemiology (broad) | 0.001 | 0.000 |
| Bibliometrics | 0.000 | 0.001 |
| Science and technology studies | 0.001 | 0.001 |
| Scholarly communication | 0.000 | 0.000 |
| Open science | 0.001 | 0.001 |
| Research integrity | 0.000 | 0.001 |
| 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 itClassification
machine, unvalidatedMachine predicted; a candidate call from one teacher head, 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".