We investigated the use of isatin-Schiff base functionalized graphene oxide (ISBGO) as a selective fluorescent chemosensor for the detection of palladium ions. Selectivity tests indicated that over 23 metal ions tested, ISBGO (λ = 340 nm, λ = 504 nm) showed the highest affinity for Pd(II), displaying a 10.1-fold enhancement. Also, interference tests proved that in the presence of both Pd(II) and other metal ions, there was still high fluorescence intensity and no considerable quenching occurred. According to DFT and TD-DFT calculations, photo-induced electron transfer (PET) is responsible for the turn-on response produced by the chemosensor. Coordination of Pd(II) with ISBGO in fact blocks PET from imine nitrogen of 3-iminoindolin-2-one moiety to the benzene ring, which in turn leads to a turn-on response. In addition, Job's plot analysis and Benesi-Hildebrand approach suggest that ISBGO preferably forms a 1:1 complex with Pd(II) with an association constant of 1.020 × 10 M. Moreover, FT-IR spectroscopy and DFT study showed that amide oxygen and imine nitrogen of 3-iminoindolin-2-one moiety acted as binding sites of ISBGO. High sensitivity, fast response, great degree of sensitivity, short life time, low detection limit of 32 nM combined with high association constant (K) of 1.020 × 10 M and increased fluorescence quantum yield (Φ) of roughly 1.5-fold in the presence of Pd (II), highlight the role of ISBGO as an excellent probe for sensing Pd(II) in aqueous solution.
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http://dx.doi.org/10.1016/j.saa.2023.123673 | DOI Listing |
J Mol Model
December 2024
Department of Chemistry, Faculty of Science, Ege University, TR-35100, Bornova, Izmir, Türkiye.
Context: Isatin-Schiff bases have wide applications in chemistry. The π conjugated electronic system and heterocylic structure of these materials make them valuable for use as photosensitized materials. The delocalization of π-electrons throughout the structure causes the UV-vis absorption spectra to shift to longer wavelengths.
View Article and Find Full Text PDFMol Divers
August 2024
College of Pharmacy, Guizhou University, Guiyang, 550025, China.
Induction of autophagic death in cancer cells is one of the promising strategies for the development of anti-cancer therapeutics. In the present study, we designed and synthesized a series of isatin Schiff base derivatives containing thioether structures. After discovering the highly active target compound H13 (IC = 4.
View Article and Find Full Text PDFJ Fluoresc
June 2024
Advanced Radiation Technology Institute (ARTI), Korea Atomic Energy Research Institute, Jeongeup, 56212, Republic of Korea.
Fluorescent cytotoxic compounds with readout delivery are crucial in chemotherapy. The growing demands of these treatment strategies require the novel heterocyclic molecules with better selectivity alongside fluorescence marker potential. In this context, a series of nine isatin Schiff base derivatives 4a-i were synthesized, characterized and evaluated for UV-visible, fluorescence, thermal and bioanalysis in order to explore the effect of structure on their bioprofiles.
View Article and Find Full Text PDFChem Biodivers
July 2024
Department of Chemistry, Guru Jambheshwar University of Science & Technology, Hisar, Haryana, 125001, India.
A new series of isatin-Schiff base linked 1,2,3-triazole hybrids has been synthesized using CuAAC approach from (E)-3-(phenylimino)-1-(prop-2-yn-1-yl)indolin-2-one derivatives in high yield (73-91 %). These synthesized derivatives were characterized using FT-IR, H NMR, C NMR, 2D-NMR and HRMS spectral techniques. The in vitro antimicrobial activity assay demonstrated that most of the tested hybrids exhibited promising activity.
View Article and Find Full Text PDFACS Omega
April 2024
Department of Chemistry, Faculty of Science, Ege University, Bornova, Izmir 35100, Turkey.
A series of aryl-isatin Schiff base derivatives (-) and their piano-stool ruthenium complexes (-) were synthesized and characterized via H and C NMR and Fourier transform infrared (FTIR) spectroscopy. In addition, the purity of all of the compounds (- and -) was determined via elemental analysis. Complex was analyzed using X-ray crystallography.
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