Nitroaromatic compounds (NACs) such as 2,4,6-trinitrophenol (TNP), commonly known as picric acid (PA), hold widespread application in industries such as dyestuff production, wood preservation, explosives manufacturing, insect control, and photographic development. In this study, the organic-inorganic hybrid 4,4',4″,4‴,4″″,4‴″-((1,3,5,2λ5,4λ5,6λ5-triazatriphosphinine-2,2,4,4,6,6-hexayl)hexakis(oxy))hexakis(2-chromen-2-one) () was synthesized via the nucleophilic substitution reaction of 4-hydroxycoumarin (4-HC) with hexachlorocyclotriphosphazene (HCCP). The structure of Cpz-4-HC was fully characterized by Fourier transform infrared (FT-IR), H-, C-, and P NMR, and HRMS. is used as a chemical fluorescence sensor for the detection of TNP, with a value of 4.71 × 10 M and a low limit of detection (LOD) of 0.334 ppm over some other analytes such as 2,4-DNP, 4-NP, 2-NP, 1,3-DNB, 2,4-DNT, and 2,6-DNT in water. The sensing mechanism was elucidated through spectral overlap analysis, indicating the resonance energy transfer as the dominant quenching process. Dynamic quenching was established through fluorescence lifetime studies, further affirming capability for environmental monitoring. Experimental and theoretical analyses underscored TNP's strong interaction with , corroborating its suitability for sensing applications. Their recyclable nature and ultrafast response time make them highly suitable for detecting TNP, even in the presence of other interfering nitroaromatics. This study provides novel perspectives on the development and formulation of a chemical fluorescent sensor for TNP, utilizing a straightforward synthesis method.
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http://dx.doi.org/10.1021/acsomega.4c05306 | DOI Listing |
ACS Omega
February 2025
Department of Chemistry, Manipal Institute of Technology, Manipal Academy of Higher Education, Manipal 576104, India.
Nitroaromatic compounds (NACs) such as 2,4,6-trinitrophenol (TNP), commonly known as picric acid (PA), hold widespread application in industries such as dyestuff production, wood preservation, explosives manufacturing, insect control, and photographic development. In this study, the organic-inorganic hybrid 4,4',4″,4‴,4″″,4‴″-((1,3,5,2λ5,4λ5,6λ5-triazatriphosphinine-2,2,4,4,6,6-hexayl)hexakis(oxy))hexakis(2-chromen-2-one) () was synthesized via the nucleophilic substitution reaction of 4-hydroxycoumarin (4-HC) with hexachlorocyclotriphosphazene (HCCP). The structure of Cpz-4-HC was fully characterized by Fourier transform infrared (FT-IR), H-, C-, and P NMR, and HRMS.
View Article and Find Full Text PDFCurr Comput Aided Drug Des
January 2024
Department of Pharmaceutical Chemistry, C. L. Baid Metha College of Pharmacy, The Tamil Nadu Dr. MGR Medical University, Chennai, Tamil Nadu, India.
Background: Alzheimer's disease is a type of dementia that affects neuronal function, leading to a decline in cognitive functions. Serotonin-6 (5HT6) receptors are implicated in the etiology of neurological diseases. 5HT6 receptor antagonists act as anti-dementia agents.
View Article and Find Full Text PDFNucleosides Nucleotides Nucleic Acids
March 2023
Department of P.G. Studies and Research in Organic Chemistry, Tumkur University, Tumakuru, Karnataka, India.
In this paper, we reported the synthesis of a novel series of (2-hydroxyphenyl)-5-phenyl-6-(pyrrolidine-1-carbonyl)-1H-pyrano[2,3-d]pyrimidine-2,4(3H,5H)-dione derivatives by the reaction of 4-hydroxy coumarin, substituted aldehydes, barbituric acid, and pyrolidine in ethanol at ambient temperature. The titled pyranopyrimidines were characterized by spectral analysis including IR, NMR (H & C), and HRMS. The newly synthesized compounds were examined for anti-inflammatory activity.
View Article and Find Full Text PDFMolecules
June 2020
Department of Chemistry and Physics, College of Science and Mathematics, Arkansas State University, Jonesboro, AR 72467, USA.
In this paper, synthesis and antimicrobial studies of 31 novel coumarin-substituted pyrazole derivatives are reported. Some of these compounds have shown potent activity against methicillin-resistant (MRSA) with minimum inhibitory concentration (MIC) as low as 3.125 µg/mL.
View Article and Find Full Text PDFEur J Med Chem
October 2019
School of Chemistry, Raymond & Beverly Sackler Faculty of Exact Sciences, Tel Aviv University, Tel Aviv, 6997801, Israel. Electronic address:
Azole antifungals inhibit the biosynthesis of ergosterol, the fungal equivalent of cholesterol in mammalian cells. Here we report an investigation of the activity of coumarin-substituted azole antifungals. Screening against a panel of Candida pathogens, including a mutant lacking CYP51, the target of antifungal azoles, revealed that this enzyme is inhibited by triazole-based antifungals, whereas imidazole-based derivatives have more than one mode of action.
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