ArticleMolecules (Basel, Switzerland)2025
Tuning the Activity of 1,5-Diamino-naphthalene Through an Asymmetric Mono-Amidation with Pyroglutamic Acid.
Article in Molecules (Basel, Switzerland), 2025. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 2 papers.
What it found
Each row is one number read from the abstract, on the scale the paper reported it, with its interval. Left of the dashed line favours the treatment, right favours the comparator. Under each row is the sentence it came from. New to these charts? A ten-minute tutorial.
The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.
The trial behind it
Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.
Neither the registry nor the abstract names a trial number. If this is a trial report, that itself is worth knowing.
Who cites it
2 citing papers in PubMed.
- N-Acetylcysteine-Functionalized Mixed Micelles Overcome Multiple Intestinal Barriers to Improve Oral Bioavailability and Antioxidant Protection of Imperatorin.Pharmaceutics · 2026Article
- Antimicrobial Proteinoid Nanostructures via Thermal Condensation of L-Glutamic Acid and L-Tyrosine.Nanomaterials (Basel, Switzerland) · 2025Article
Corrections and comments
PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.
Authors and funding
8 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
The class of diamino-naphthalene exhibits antioxidant properties, which are partly related to the relative positions of the two amino groups. This study demonstrates how the reactivity of one of these compounds, 1,5-diamino-naphthalene (DAN), can be adjusted by introducing a single amide bond through a simple thermal coupling with l-pyroglutamic acid (PyroGlu). The solventless thermal reaction between PyroGlu and DAN at 160 °C yielded a new mono-pyroglutanilide compound (PyroDAN) that was characterized using various analytical techniques, including a thermal and infrared analysis, HRMS (ESI), and one- (1D) and two-dimensional (2D) NMR. The optical properties were investigated using UV-Vis and fluorescence spectroscopy. Additionally, two chemical standard assays were used to measure both the antioxidant and pro-oxidant properties of PyroDAN. The molecule has shown nearly negligible pro-oxidant activity, while a mild antioxidant activity is still retained. These findings indicate that the transformation of DAN into a mono-pyroglutanilide derivative breaks the original molecular symmetry and effectively modifies the electronic distribution of the aromatic system, suppressing the oxidant properties while keeping a mild antioxidant activity. Furthermore, the tuneable fluorescent properties of PyroDAN-the mild antioxidant activity and the inhibition of the cytologically harmful pro-oxidant properties-suggest promising applications in bioimaging and other biological fields.
Indexed as
Identifiers
What OpenQuestion holds
Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.