Oxalamide-Bridged Ferrocenes: Conformational and Gelation Properties and <i>In Vitro</i> Antitumor Activity
Bibliographic record
Abstract
The N-termini of the constitutional isomeric ferrocene peptides Boc–NH–Fn–CO–Ala–OMe (1) and Boc–Ala–NH–Fn–COOMe (2) were deprotected in the acidic milieu and subjected to oxalyl chloride-mediated dimerization to afford the oxalamides −(CO–NH–Fn–CO–Ala–OMe)2 (3) and −(CO–Ala–NH–Fn–COOMe)2 (4), respectively. The goal compounds were evaluated for their conformational properties, toluene gelation ability, and effect on cell viability of tumor (HeLa, MCF7, HepG2) and normal (HEK293T) cell lines. Detailed spectroscopic analysis in solution revealed the different conformational behavior of constitutional isomers 3 and 4, and oxalamide 3 was found to have a higher degree of chiral organization due to its involvement in stronger intramolecular hydrogen bonds. Crystallographic analysis showed the presence of two symmetry-independent conformers of compound 3 stabilized by stronger intramolecular hydrogen bonds. The tested compounds self-assemble in toluene to provide supramolecular nanostructures but were unable to form a stable gel. Interestingly, the formation of a stable gel was observed when the toluene solution of 4 was sonicated. Cytotoxic evaluation of 3 and 4 revealed a weaker growth-inhibitory effect on tumor cell lines compared to cisplatin. Oxalamide 3 appeared to be more cytotoxic to HeLa and MCF7 cancer cell lines than to normal HEK293T cells, indicating its potential for drug development as an anticancer agent.
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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) | 0.000 | 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 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".