67268-43-3Relevant articles and documents
An umbelliferone-derivated fluorescent sensor for selective detection of palladium(II)from palladium(0)in living cells
Zhang, Xu-Ping,Yuan, Qing,Qi, Ya-Lin,Zheng, Da-Jun,Liu, Qi-Xing,Wang, Bao-Zhong,Yang, Yu-Shun,Zhu, Hai-Liang
, (2019)
Palladium (Pd)has drawn worldwide attentions because its connections to industry, chemistry, biological material and public health. Quantitative and selective detection tools for Pd and its ion forms are in urgent necessity. Here an umbelliferone derivative Umb-Pd2 was provided as a small, steady, safe and selective sensor for detecting Pd(II). It indicated advantages including sensitive (LOD 1.1 nM), wide pH tolerance (5.0–10.0), applicable linear range (0–1.8 equivalent)and low toxicity. The most attractive point was its explicit selectivity towards Pd(II)from Pd(0)in both independent and coexistence systems. This distinguishing ability was further utilized in imaging in living cells, raising this work as a rare and important example among all the published papers on palladium sensing. Thus, Umb-Pd2 supplied a potential approach for further improvement and applications in both daily chemistry and public health.
Visualisation and characterisation of heterogeneous bimodal PDMS networks
Madsen,Daugaard,Fleury,Hvilsted,Skov
, p. 6939 - 6945 (2014)
The existence of short-chain domains in heterogeneous bimodal PDMS networks has been confirmed visually, for the first time, through confocal fluorescence microscopy. The networks were prepared using a controlled reaction scheme where short PDMS chains were reacted below the gelation point into hyperbranched structures using a fluorescent silicone compatible cross-linker. The formation of the hyperbranched structures was confirmed by FTIR, 1H-NMR and size exclusion chromatography (SEC). The short-chain hyperbranched structures were thereafter mixed with long-chain hyperbranched structures to form bimodal networks with short-chain domains within a long-chain network. The average sizes of the short-chain domains were found to vary from 2.1 to 5.7 μm depending on the short-chain content. The visualised network structure could be correlated thereafter to the elastic properties, which were determined by rheology. All heterogeneous bimodal networks displayed significantly lower moduli than mono-modal PDMS elastomers prepared from the long polymer chains. Low-loss moduli as well as low-sol fractions indicate that low-elastic moduli can be obtained without compromising the network's structure. The Royal Society of Chemistry 2014.
Fluorescent probe 7-(prop-2-yn-1-yloxy)-2H-chromen-2-one: Experimental and DFT based approach to photophysical properties
Yadav, Neesha,Singh, Shailja,Mangawa, Shrawan Kumar,Dixit, Sandeep K.,Gupta, Ujval,Khajuria, Yugal,Awasthi, Satish Kumar
, p. 311 - 317 (2015)
Abstract Compound 7-(prop-2-yn-1-yloxy)-2H-chromen-2-one was synthesized by Pechmann condensation reaction and characterized by various spectroscopic techniques. The structure of title compound was confirmed by single crystal X-ray diffraction. The compound crystallized in the orthorhombic system with P 21 21 21 space group and the corresponding lattice parameters were found to be a = 4.0138 (11) ?, α = 90°; b = 23.536 (6) ?, β = 90°; c = 10.93 (2) ?, γ = 90°. The crystal packing of molecule showed that intermolecular hydrogen bonds C3-H3?O3 [D = 3.53 ?, C-13-H13?O2 [D = 3.67 a and intermolecular short interaction between C1-H1?C1-H1 [2.68 ? forms a dimeric unit which finally stabilizes the crystal packing in three dimensional network in the molecule. Absorption and emission spectra shows that compound is fluorescent with good Stoke shift values ranging between 57 and 62 nm. Thermal analysis further supports by TGA, DTA. The photophysical results show that the compound exhibits change in fluorescence quantum yield with change in solvent polarity. The structural parameters and the vibrational wave numbers obtained from the optimized geometry of the compound from DFT-B3LYP calculations employing 6-311G (d,p) basis set are in good agreement with the experimental data. UV-Vis spectrum calculated by employing time dependent density functional theory (TD-DFT) is also in very good agreement with the experiment for all solvents.
Design and the synthesis of 1-heteroaryl-1,2,3-triazoles connected to coumarins via ether linker
Nibin Joy, Muthipeedika,Beliaev, Nikolai,Beryozkina, Tetyana V.,Bakulev, Vasiliy A.
, p. 3173 - 3185 (2020)
In this paper, we report an efficient and versatile methodology for the synthesis of a series of novel heteroaryl-1,2,3-triazoles connected to 4-methylcoumarin (4-methyl-2H-chromen-2-one) via oxymethylene linker. The desired molecules were accessed by both two-step synthesis and the one-pot copper catalyzed cycloaddition reaction of heteroaromatic azides with coumarin containing acetylenes. The developed protocol was found to be facile and effective for preparing a series of novel heteroaryl-1,2,3-triazole-coumarin conjugates in excellent yields. Practical utility of one-pot protocol has been confirmed by the successful gram-scale synthesis of 1,3-Dimethyl-6-(4-[([4-methyl-2-oxo-2H-chromen-7-yl]oxy)methyl]-1H-1,2,3-triazol-1-yl)pyrimidine-2,4(1H,3H)-dione.
Expanding the Versatility of Dipicolinate-Based Luminescent Lanthanide Complexes: A Fast Method for Antenna Testing
Andres, Julien,Borbas, K. Eszter
, p. 8174 - 8176 (2015)
A dipicolinate (dpa)-based platform for the rapid testing of potential lanthanide-sensitizing antennae was developed; 4-methyl-7-O-alkylcoumarin-appended dpa could sensitize four lanthanides. The platform could be used to estimate the photophysical proper
Design, Synthesis, and In Vitro Anticancer Activities of Diethylene Glycol Tethered Isatin-1,2,3-triazole-coumarin Hybrids
Diao, Quan-Ping,Guo, Hua,Wang, Gang-Qiang
, p. 1667 - 1671 (2019)
A series of novel diethylene glycol tethered isatin-1,2,3-triazole-coumarin hybrids 9a–l were designed, synthesized, and evaluated for their in vitro anticancer activities against HepG2 (liver carcinoma), Hela (cervical cancer), A549 (lung adenocarcinoma)
Synthesis of energy transfer cassettes via click and Suzuki-Miyaura cross coupling reactions
Goel, Richa,Luxami, Vijay,Paul, Kamaldeep
, p. 37664 - 37671 (2016)
Novel cassettes capable of energy transfer involving simple synthetic methods viz., copper catalyzed azide-alkyne cycloaddition (click reaction) at the C-8 position and palladium catalyzed Suzuki-Miyaura cross coupling at the C-6 position have been represented. The resulting imidazo[1,2-a]pyrazine-triazole bridged coumarin cassettes are capable of energy transfer from a donor core to an acceptor moiety.
Design, Synthesis, and Evaluation of Tetraethylene Glycol-Tethered Isatin–1,2,3-Triazole–Coumarin Hybrids as Novel Anticancer Agents
Xu, Zhi,Zhao, Shi-Jia,Lv, Zao-Sheng,Gao, Feng,Wang, Yin-Ling,Zhang, Feng,Bai, Liu-Yang,Deng, Jia-Lun,Wang, Qin,Fan, Yi-Lei
, p. 1127 - 1132 (2019)
We report herein the design and synthesis of a series of novel tetraethylene glycol-tethered isatin–1,2,3-triazole–coumarin hybrids and evaluate their in vitro antitumor activities against seven common human cancer cell lines including drug-resistant cell line. Results revealed that all the synthesized hybrids showed weak to moderate activities against the tested seven cancer cell lines. The structure–activity relationship was also discussed, and the enriched structure–activity relationship may pave the way for further rationale design of this kind of hybrids.
Synthesis of Tyrosol 1,2,3-Triazole Derivatives and Their Phytotoxic Activity against Euphorbia heterophylla
Franco, Cristiane Aparecida,da Silva, Toshik Iarley,Dias, Marlon Gomes,Ferreira, Bruno Wesley,de Sousa, Bianca Lana,Bousada, Guilherme Mateus,Barreto, Robert Weingart,Vaz, Boniek Gontijo,Lima, Gesiane da Silva,dos Santos, Marcelo Henrique,Grossi, José Ant?nio Saraiva,Vieira Varej?o, Eduardo Vinícius
, p. 2806 - 2816 (2022/03/16)
The synthesis and phytotoxic activity of a series of tyrosol 1,2,3-triazole derivatives are reported herein. Target compounds were synthesized through the copper(I)-catalyzed azide-alkyne cycloaddition reaction (CuAAC), known as click reaction, and these were tested for phytotoxic activity on leaves of wild poinsettia (Euphorbia heterophylla), fleabane (Conyza sumatrensis), and tropical spiderwort (Commelina benghalensis). These are three highly noxious agricultural weeds that challenge available weed control methods, including the use of chemical herbicides. Twenty-five compounds were synthesized and tested. None of the compounds showed phytotoxic activity against C. benghalensis and C. sumatrensis, but almost all of them produced yellowing, bleaching, and necrosis on leaves of E. heterophylla. Two of the tyrosol 1,2,3-triazole derivatives produced more extensive lesions than those produced by the commercial herbicide diquat, used as a positive control (p ≤ 0.05). When applied on leaves of E. heterophylla, these compounds interfered with the stomatal conductance, net photosynthesis, internal carbon concentration, transpiration rate, water-use efficiency, and chlorophyll A and B contents. The interference of such compounds on such photosynthesis-related variables indicates that tyrosol 1,2,3-triazole derivatives may be capable of lowering the competitiveness of E. heterophylla and acting as additional tools for managing this competitive weed in agricultural lands.
Synthesis of functionalized copillar[4+1]arenes and rotaxane as heteromultivalent scaffolds
Chen, Wenzhang,Mohy Ei Dine, Tharwat,Vincent, Stéphane P.
supporting information, p. 492 - 495 (2021/01/25)
In this study, novel copillar[4+1]arenes were used as central heteromultivalent scaffolds via orthogonal couplings with a series of biologically relevant molecules such as carbohydrates, α-amino acids, biotin and phenylboronic acid. Further modifications by introducing maleimides or cyclooctyne groups provided molecular probes adapted to copper-free click chemistry. An octa-azidated fluorescent rotaxane bearing two distinct ligands was also generated in a fully controlled manner.
