Coumarin‐based fluorescent sensors

Khan, Danish; Shaily,

doi:10.1002/aoc.7138

Cited by 19 publications

(1 citation statement)

References 73 publications

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“…As the alkyl chain length increased, the MIC value decreased, indicating a stronger antibacterial effect. This phenomenon could be attributed to the longer side alkyl chains, which facilitated the insertion of imidazolium diols into the bacterial cell membrane upon proton adsorption via electrostatic interaction, causing cell membrane rupture, content release, and bacterial lysis 51–53 …”

Section: Resultsmentioning

confidence: 99%

Imidazolium‐based ionic thermoplastic polyurethane with low surface energy and antibacterial activities

Sun,

Zhao,

et al. 2024

J of Applied Polymer Sci

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A series of novel thermoplastic polyurethane elastomers with both low surface energy and antibacterial activity were synthesized in this paper. Firstly, four imidazole salt diols with different alkyl chain lengths at the N‐position of imidazolium cation ([CnIm+][Cl−]) were prepared. Then, imidazolium‐based ionic thermoplastic polyurethane elastomers (Si‐ITPUs) were formulated by incorporating polydimethylsiloxane and polytetramethylene glycol as a mixed soft segment, 1,4‐butanediol and [CnIm+][Cl−] as a chain extender, and 4,4′‐dicyclohexylmethane diisocyanate. The structure, thermal stability, mechanical properties, physical crosslinking density, and the anti‐graffiti properties of Si‐ITPUs were evaluated. The surface energy and water absorption were evaluated through static contact angle and water resistance tests, respectively. Furthermore, the antibacterial activities against both Staphylococcus.aureus and Escherichia coli were characterized by the plate colony counting method. The results demonstrated that Si‐ITPUs possessed surface energy of approximately 23 mN/m, which conferred excellent anti‐graffiti and self‐cleaning performance. Furthermore, the increase of the alkyl chain length of substitutions resulted in a decrease in the tensile strength but an increase in the elongation at break. Si‐ITPU‐C4 exhibited optimized antibacterial activities with an antibacterial rate of more than 99.9% against both S. aureus and E. coli. This novel polyurethane is anticipated to find applications in the medical device industry and food processing sector.

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Section: Resultsmentioning

confidence: 99%

Imidazolium‐based ionic thermoplastic polyurethane with low surface energy and antibacterial activities

Sun,

Zhao,

et al. 2024

J of Applied Polymer Sci

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Revisiting the Chemistry and Photophysics of 3‐(N‐Methylpyridinium‐4‐yl)Coumarins for Designing “Covalent‐Assembly” and “Molecular Disassembly” Fluorescent Probes**

Gaumerd,

Renault,

Renard

et al. 2024

ChemPhotoChem

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The constant need for high‐performance aniline‐ or phenol‐based fluorophores suitable for the construction of activity‐based fluorescent probes, led us to study both synthesis and photophysics of C3‐N‐methylpyridinium‐4‐yl substituted 7‐(dialkylamino)/7‐hydroxycoumarins. Indeed, in the field of photoactive organic molecules, the positively charged N‐alkylpyridinium‐4‐yl groups are often used as acceptor units to dramatically impact spectral features through promoting intramolecular charge transfer (ICT) processes. They are also known as effective water‐solubilizing and mitochondria targeting moieties. The poor fluorescence efficiency of cationic 7‐hydroxycoumarin derivatives in aqueous physiological conditions was highlighted and rationalized by the predominance of a neutral quinonoid form in such buffer medium. The ability of the excited singlet state (S1) of this neutral species to undergo intersystem crossing (ISC) to triplet state (T1) was partly supported by phosphorescence measurements of singlet oxygen. We also took advantage of green‐emissive properties of 7‐(diethylamino)‐3‐(N‐methylpyridinium‐4‐yl)coumarin to successfully design and validate a novel small‐molecule fluorescent probe for the detection of alkaline phosphatase (ALP), based on the "covalent‐assembly" principle. A practical use of ortho‐formylated 7‐hydroxy‐3‐(N‐methylpyridinium‐4‐yl)coumarin was next considered with the synthesis of a Fe(III)‐salen complex whose the potential as a "molecular disassembly" probe for fluorogenic sensing of pyrophosphate (PPi) anion was assessed.

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Fluorescent 5H‐Pyrano[3,2‐c]chromenes: Synthesis, Photophysical Properties and Sensing of Nucleophilic Anions

Chernov,

Panov,

Domotskaya

et al. 2024

ChemistrySelect

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We report the development of a convenient organocatalytic method for the synthesis of 5H‐pyrano[3,2‐c]chromenes from chromone‐containing acrylates and ethyl cyanoacetate. The synthesis is characterized by simple conditions (ethanol, basic catalysis) and good yields (up to 90 %). The synthesized pyrano[3,2‐c]chromenes are a promising new class of fluorescent compounds. They have intense fluorescence in the yellow‐green region of the spectrum (495–554 nm) with high quantum yields (up to 72 %) and exhibit large Stokes shifts (3514–5856 cm−1). We have demonstrated the possible application of the obtained pyrano[3,2‐c]chromenes as selective “turn‐off” sensors for nucleophilic anions, such as cyanide, sulfide and sulfite.

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Coumarin‐based fluorescent sensors

Cited by 19 publications

References 73 publications

Imidazolium‐based ionic thermoplastic polyurethane with low surface energy and antibacterial activities

Imidazolium‐based ionic thermoplastic polyurethane with low surface energy and antibacterial activities

Revisiting the Chemistry and Photophysics of 3‐(N‐Methylpyridinium‐4‐yl)Coumarins for Designing “Covalent‐Assembly” and “Molecular Disassembly” Fluorescent Probes**

Fluorescent 5H‐Pyrano[3,2‐c]chromenes: Synthesis, Photophysical Properties and Sensing of Nucleophilic Anions

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