Azo linked dye derivatives were synthesized and characterized by NMR, mass and elemental analysis. An excited state intramolecular proton transfer (ESIPT) in hydroxy Schiff base has been analyzed, and found that two distinct ground state isomers of I and II are responsible for the observed dual emission. DFT calculation on energy, dipole moment, charge distribution of the rotamers in the ground and excited states support the ESIPT process. PES calculation indicates that the energy barrier for the interconversion of two rotamers is too high in the excited state than the ground state. By varying the addition of base concentration to hydroxy Schiff base, two isobestic points were found which confirm the equilibrium among the trans enol form, anion and the cis enol form. Fluorescence quenching with metal ions reveal that hydroxy Schiff base can be used as a new fluorescence sensor to detect the Cu(2+) ion.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1016/j.saa.2011.08.017 | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
Novel 3-Sulfonamide Dual-Tail Pyrrol-2-one Bridged Molecules as Potent Human Carbonic Anhydrase Isoform Inhibitors: Design, Synthesis, Molecular Modeling Investigation, and Anticancer Activity in MeWo, SK-BR-3, and MG-63 Cell Lines.
J Med Chem
January 2025
Sezione di Scienze Farmaceutiche, NeuroFarba Department, Universita degli Studi di Firenze, Via Ugo Schiff 6, Sesto Fiorentino 50019, Italy.
Novel 3-sulfonamide pyrrol-2-one derivatives containing two sulfonamide groups were synthesized via a one-pot, three-component method using trifluoroacetic acid as a catalyst. Structural confirmation was achieved using spectroscopic techniques. The compounds were tested against four selected human carbonic anhydrase isoforms (hCA I, hCA II, hCA IX, and hCA XII).
View Article and Find Full Text PDFStructural snapshots of the aldol condensation reaction of the enzyme trans-o-hydroxybenzylidenepyruvate hydratase-aldolase from Pseudomonas fluorescens N3.
Biochem Biophys Res Commun
December 2024
Biophysics Institute, CNR-IBF, Via Corti 12, I-20133, Milano, Italy; Department of Bioscience, University of Milan, Via Celoria 26, I-20133, Milano, Italy. Electronic address:
Aldolases are crucial enzymes that catalyze the formation of carbon-carbon bonds in the context of the anabolic and catabolic pathways of various metabolites. The bacterium Pseudomonas fluorescens N3 can use naphthalene as its sole carbon and energy source by using, among other enzymes, the trans-o-hydroxybenzylidenepyruvate (tHBP) hydratase-aldolase (HA), encoded by the nahE gene. In this study, we present the crystallographic structures of tHBP-HA in three different functional states: the apo enzyme with a phosphate ion in the active site, and the Schiff base adduct bound either to pyruvate or to the substitute with '(R)-4-hydroxy-4-(2-hydroxyphenyl)-2-oxobutanoate'(intermediate state).
View Article and Find Full Text PDFInhibitory Effects of Sulfur Derivatives on Cell Viability and Secreted Acid Phosphatase In Vitro.
Microorganisms
December 2024
Department of Chemistry, Illinois State University, Normal, IL 61790, USA.
Sulfonamide drugs were the original class of antibiotics, demonstrating the antibacterial potential of dithiocarbazate and thiosemicarbazone Schiff base derivatives of syringaldehyde and 4-hydroxy-3,5-dimethylbenzaldehyde. We synthesized unique Schiff bases via the condensation of the aldehydes with hydrazine derivatives, which allows for the easy synthesis of several related compounds. These Schiff base derivatives were tested for antileishmanial properties against the parasitic protozoan .
View Article and Find Full Text PDFA Preliminary Investigation of Thermally Stable Schiff Base Metal Complexes for Hyperthermia: Synthesis and Biological Evaluation.
Antioxidants (Basel)
December 2024
Dhanvanthri Laboratory, Department of Chemistry, Amrita School of Physical Sciences, Amrita Vishwa Vidyapeetham, Coimbatore 641112, India.
A novel Schiff base ligand (L), bearing NO donor sites, was derived from the condensation of 5-chloromethylisophthaldehyde and phenylpropanolamine (PPA). Mononuclear Co(II), Cu(II), and Zn(II) complexes were synthesized and were characterized by FTIR, UV-Vis, H NMR, ESI-mass spectroscopy, molar conductance, and thermal and electrochemical studies. The thermal investigation revealed that the complexes were stable up to 150-250 °C and began to degrade in stages, resulting in the development of respective metal oxides.
View Article and Find Full Text PDFExamining the impact of hydroxy group position on antibacterial activity of copper complexes derived from vanillin-based Schiff bases: Experimental and computational analysis.
Chemosphere
January 2025
Department of Chemistry, Diponegoro University, Tembalang, Semarang, 50275, Indonesia.
The positioning of the hydroxy group plays a crucial role in the coordination of Schiff bases with copper ions and their antibacterial effectiveness. This potential is an area of interest for future exploration, although no specific studies have been conducted. This study aims to reveal the significance of the positioning of the hydroxy group in the ability of the Schiff base to coordinate with copper ion and its antibacterial efficacy against E.
View Article and Find Full Text PDFWant AI Summaries of new PubMed Abstracts delivered to your In-box?
Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!