1846-76-0Relevant academic research and scientific papers
Novel probes based on coumarin-bisdithiocarbamate system for selective recognition of Ag(I) in aqueous solution
Chen, Guo Feng,Liu, Lin,Wu, Jiu Li,Wu, Suo Juan,Chen, Bao Hua
, p. 1381 - 1395 (2018)
Two novel fluorescent probes (C1, C2), comprising a coumarin moiety as fluorophore and a pair of dithiocarbamates as recognition sites, were designed and synthesized as fluorescent probes for Ag+. The probes exhibited high selectivity for Ag+ with fluorescence enhancement (FE) in CH3CN/4-(2-hydroxyethyl)-1-piperazineethanesulfonic acid (HEPES) (1:9, v/v, pH 7.38); the selectivity was not affected by other metal ions. The binding ratio of C2–Ag+ complex was determined to be 1:1 according to the Job plot and mass spectroscopy (MS) data. The association constant Ka of Ag+ with C2 was 1.6?×?104?M?1. These probes could be applied for monitoring of Ag+ in aqueous solution in the pH range of 5.0–8.0, with calculated detection limit of 0.27?μM.
Study on the interaction between gliadins and a coumarin as molecular model system of the gliadins-anthocyanidins complexes
Tozzi, Silvia,Zanna, Nicola,Taddei, Paola
, p. 3586 - 3597 (2013)
To clarify the conformational changes of gliadins (Glia) upon complexation with anthocyanidins (in particular cyanidin, Cya), the interaction of Glia with a coumarin derivative (3-ethoxycarbonylcoumarin, 3- EcC), having a benzocondensed structure similar to that of Cya, has been investigated by NMR, IR, and Raman spectroscopy under acidic and neutral conditions. Raman spectra showed that both molecules produce a similar effect on the Glia structure, i.e. an increase in the a-helix conformation and a decrease in b-sheet and b-turns content. In the presence of both molecules, this effect is more marked; the spectroscopic results showed that both Cya and 3-EcC interact with Glia and 3-EcC favors the complex formation with Glia. The results obtained in this study provide new insights into anthocyanidins-Glia interactions and may have relevance to human health, in the field of the attempts to modify gluten proteins to decrease allergen immunoreactivity.
An efficient one-pot synthesis of coumarin-amino acid derivatives as potential anti-inflammatory and antioxidant agents
Bodke, Yadav D.,Naik, Mamata Devendra,Revanasiddappa, B. C.,Vijay Kumar, M.
, (2020)
A series of seven coumarinyl-amino acid ester conjugates have been synthesized and characterized by NMR (1H and 13C) and mass spectra. Further, the compounds were investigated for their therapeutic applications such as anti-inflammatory and antioxidant activities. Among the synthesized compounds most of the analogs showed good efficiency compared with the standard.
Efficient methods for the synthesis of benzopyrano[3,4-c]pyrrolidines by catalyzed 1,3-dipolar cycloaddition of azomethine ylides with 3-substituted coumarins
Fan, Li-Ping,Yang, Wei-Jun,Xu, Dong-Cheng,Li, Xin-Sheng,Xie, Jian-Wu
, p. 3376 - 3384 (2011)
With triethylamine as a catalyst, the 1,3-dipolar cycloaddition of azomethine ylides with 3-substituted coumarins proceeded smoothly under mild conditions to afford the desired products benzopyrano[3,4-c]pyrrolidines in good to excellent yields.
One-pot microwave-assisted synthesis of benzopyrano[2,3-c]pyrazol-3-one derivatives
Chen, Pei,Li, Yan,Chen, Xinbing,An, Zhongwei,Xu, Yiwei,He, Xiaojun
, p. 1210 - 1214 (2014)
A convenient one-pot microwave-assisted synthesis of Benzopyrano[2,3-c] pyrazol-3-one derivatives was developed, where Knoevenagel condensation and hydrazinolysis reactions were continuously performed under microwave irradiation without separation and purification of the intermediates until the last cyclocondensation reaction except the substrates addition. The one-pot procedure exhibited shorter reaction times and higher yields (25-55%) of the objects than the conventional heating method.
ZnO/MgO Containing ZnO Nanoparticles as a Highly Effective Heterogeneous Base Catalyst for the Synthesis of 4H-Pyrans and Coumarins in [bmim]BF 4
Valizadeh,Azimi
, p. 123 - 130 (2011)
4H-Pyrans and coumarins were synthesized through one-pot reactions using ZnO/MgO solid sample containing ZnO nanoparticles as an efficient reusable catalyst in ionic liquid, [bmim]BF4. The catalyst is inexpensive and readily available, stable and storable
A selective colorimetric and fluorescence chemosensing sensor for Cr3+ based on a rhodamine base derivative
Hosseini, Morteza,Khoobi, Mehdi,Tarasi, Roghayeh,Ganjali, Mohammad Reza
, p. 5031 - 5042 (2018)
A rhodamine-conjugated coumarin (L) was used in designing a selective fluorescence chemosensor for the determination of trace amounts of Cr3+ ions in acetonitrile–water (MeCN/H2O (90:10, %v/v) solutions. The intensity of the fluoresce emission of the chemosensor is intensified upon addition of Cr3+ ions in MeCN/H2O (90:10, %v/v) solutions, due to the formation of a selective 1:1 complex between L and Cr3+ ions. The fluorescence enhancement versus Cr3+ concentration has been found to be linear from 1.0 × 10?7 to 1.8 × 10?5 M and a detection limit of 7.5 × 10?8 M. The proposed fluorescent probe proved to be highly selective towards Cr3+ ions as compared to other common metal ions and could be successfully applied to the determination of Cr3+ concentrations in some water and wastewater samples.
Syntheses of ZnO with Different Morphologies: Catalytic Activity toward Coumarin Synthesis via the Knoevenagel Condensation Reaction
Shakil, Md. R.,Meguerdichian, Andrew G.,Tasnim, Habiba,Shirazi-Amin, Alireza,Seraji, Mohammad S.,Suib, Steven L.
, p. 5703 - 5714 (2019)
Heterogeneous catalysts are preferred in fine chemical industries due to their easy recovery and reusability. Here, we report an easily scalable method of ZnO catalysts for coumarin synthesis. Nanocrystalline ZnO particles with diverse morphologies and crystallite sizes were prepared using different solvents. The change in morphology results in changes in band gaps, defects, basicity, and textural properties (surface areas, pore volumes, and pore sizes). The catalytic performances of the synthesized ZnO materials were tested using coumarin synthesis via the Knoevenagel condensation. The catalyst synthesized using methanol shows the highest activity and selectivity (conversion of 74%, selectivity of 94%) with a turnover number of 14.69. The increased activity of the ZnO synthesized in methanol is attributed to the combined effects of moderate basicity and relatively high textural properties of the sample.
P(RNCH2CH2)3N: An efficient promoter for the synthesis of 3-substituted coumarins
Kisanga, Philip,Fei, Xiangshu,Verkade, John
, p. 1135 - 1144 (2002)
The title compounds wherein R = Me or i-Pr function as efficient promoters for the formation of coumarins in good to excellent yields (80-95%) from salicylaldehydes and di-activated methylene compounds of the type R′CH2CO2Et (R′ = CO2Et, COMe, CN). Although the yields are not generally superior to those reported in the literature, our methodology is more convenient in that milder conditions and shorter reaction times are facilitated by the use of the aforementioned commercially available catalysts.
Novel fluorescent probe based on dicoumarin for rapid on-site detection of Hg2+ in loess
Jiang, Youhong,Li, Huiwen,Chen, Ruofei,Liu, Wei,Chen, Chunyang,Li, Zhongguo,Liu, Weisheng
, (2021)
It is momentous to exploit rapid, specific and on-site detection methods for mercury ion (Hg2+) in loess, as the severe toxicity of Hg2+ and the fragile ecological environment of Loess Plateau. In this paper, a novel fluorescent probe DC-Hg (Dicoumarin-Hg) was synthesized by 3-hydroxybiscoumarin and phenyl thiochloroformate at room temperature. DC-Hg could exclusively combine with Hg2+ to ‘turn-on’ yellow fluorescence at 530 nm among various other metal ions. The relationship between the remarkable increase in intensity and concentration of Hg2+ was associated with photoinduced electron transfer (PET), which was founded by Job's plot and 1H NMR. The limit detection of DC-Hg showed to 85.25 nM in aqueous medium, which could be applied to varying situations. For the loess samples, they were only extracted by hand-shake and filtration for quickly complete the treatment operation on site, and the results proved that DC-Hg could satisfactorily detect the Hg2+ in mercury pollution areas.
