2767-70-6Relevant articles and documents
A 2:2 stilbeneboronic acid-γ-cyclodextrin fluorescent ensemble highly selective for glucose in aqueous solutions
Wu, Xin,Lin, Li-Rong,Huang, Yan-Jun,Li, Zhao,Jiang, Yun-Bao
, p. 4362 - 4364 (2012)
By designing a long and hydrophobic stilbeneboronic acid (STDBA) and allowing it to be included within the cavity of γ-cyclodextrin (γ-CyD) we succeeded in developing a fluorescent 2:2 STDBA-γ-CyD ensemble that shows a selective and sensitive response toward glucose in aqueous solutions, with satisfactory application in artificial urine samples. The Royal Society of Chemistry 2012.
Femtosecond Transient Grating Studies of Chlorophylls and Chlorophyll-Based Electon Donor-Acceptor Molecule
Wiederrecht, Gary P.,Svec, Walter A.,Niemczyk, Mark P.,Wasielewski, Michael R.
, p. 8918 - 8926 (1995)
Ultrafast, polarization selective, transient grating studies are performed on several chlorophylls and an electron donor-acceptor molecule, Zn DMPPH-PI, that consists of a zinc methyl 131-desoxopyropheophorbide a donor covalently linked to a pyromellitimide acceptor.The covalent linkage between the donor and acceptor constrains the distance and geometric relationship between them.The ability of the experiment to determine the nature of a particular physical phenomenon through separable polarization characteristics of the diffracted signal is used to analyze photophysical and photochemical processes in these molecules.This is achieved for cases in which the observed physical processes have overlapping spectral contributions, a situation where linear dichroism experiments are very difficult to interpret.Careful analysis of the absorption grating data allows us to determine rotational anisotropy values for the molecules in solution, two-photon absorption-state symmetries, and the relative orientation of the donor and acceptor in the Zn DMPPH-PI molecule.These results demonstrate complete separation of the contributions to the time dependent diffracted signal from the two radical ion pair products formed in the electron transfer reaction.
One-Step Synthesis of Triphenylphosphonium Salts from (Het)arylmethyl Alcohols
Abaev, Vladimir T.,Chalikidi, Petrakis N.,Demidov, Oleg P.,Gutnov, Andrey V.,Magkoev, Taimuraz T.,Trushkov, Igor V.,Uchuskin, Maxim G.
, p. 9838 - 9846 (2021/07/28)
Two approaches for the synthesis of substituted phosphonium salts from easily available benzyl alcohols and their heterocyclic analogs have been developed. The developed protocols are complementary: the direct mixing of alcohol, trimethylsilyl bromide, and triphenylphosphine in 1,4-dioxane followed by heating at 80 °C was found to be more efficient for acid-sensitive substrates, such as salicyl or furfuryl alcohols as well as secondary benzyl alcohols, while a one-pot procedure including sequential addition of trimethylsilyl bromide and triphenylphosphine gave higher yields for benzyl alcohols bearing electroneutral or electron-withdrawing substituents.
Substituted dienes prepared from betulinic acid – Synthesis, cytotoxicity, mechanism of action, and pharmacological parameters
Frydrych, Ivo,Urban, Milan,?arek, Jan,Benická, Sandra,D?ubák, Petr,Gurská, Soňa,Hajdúch, Marián,Kotulová, Jana,Li?ková, Barbora,Olejníková, Denisa,Pokorny, Jan
, (2021/07/28)
A set of new substituted dienes were synthesized from betulinic acid by its oxidation to 30-oxobetulinic acid followed by the Wittig reaction. Cytotoxicity of all compounds was tested in vitro in eight cancer cell lines and two noncancer fibroblasts. Almost all dienes were more cytotoxic than betulinic acid. Compounds 4.22, 4.30, 4.33, 4.39 had IC50 below 5 μmol/L; 4.22 and 4.39 were selected for studies of the mechanism of action. Cell cycle analysis revealed an increase in the number of apoptotic cells at 5 × IC50 concentration, where activation of irreversible changes leading to cell death can be expected. Both 4.22 and 4.39 led to the accumulation of cells in the G0/G1 phase with partial inhibition of DNA/RNA synthesis at 1 × IC50 and almost complete inhibition at 5 × IC50. Interestingly, compound 4.39 at 5 × IC50 caused the accumulation of cells in the S phase. Higher concentrations of tested drugs probably inhibit more off-targets than lower concentrations. Mechanisms disrupting cellular metabolism can induce the accumulation of cells in the S phase. Both compounds 4.22 and 4.39 trigger selective apoptosis in cancer cells via intrinsic pathway, which we have demonstrated by changes in the expression of the crucial apoptosis-related protein. Pharmacological parameters of derivative 4.22 were superior to 4.39, therefore 4.22 was the finally selected candidate for the development of anticancer drug.
Pyridinimine derivative/8-hydroxyquinoline derivative cadmium complex dye sensitizer as well as preparation method and application thereof
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Paragraph 0005, (2020/11/26)
The invention relates to a D(-A-pi-A) type pyridinimine derivative/8-hydroxyquinoline derivative cadmium complex dye sensitizer (BDTT-im-Cd) as shown in a formula 1, and a preparation method and application thereof. The dye sensitizer is a D(-A-pi-A) complex synthesized by reacting a pyridinimine derivative/8-hydroxyquinoline derivative cadmium complex containing functional groups such as anauxiliary electron acceptor (A), a pi bridge, a main electron acceptor (A), an anchoring group and the like with an electron donor (D), namely, benzodithiophene bithiophene (BDTT) through a Heck coupling reaction. Experiments show that a dye-sensitized solar cell with the BDTT-im-Cd as the dye sensitizer shows good effects in photovoltaic performance tests, wherein photoelectric conversion efficiency (PCE) reaches 9.13%, the thermal decomposition temperature of a dye reaches 300 DEG C or above, thermal stability is high, the requirements of photovoltaic materials can be met, and the dye sensitizer has a certain prospect in the development and application of the dye-sensitized solar cell. The formula 1 shows the structure of the complex BDTT-im-Cd.
Cis alkenes stabilized by intramolecular sulphur?π interactions
Zhao, Xiaolei,Zheng, Wei,Zhang, Yi,Huang, Wei
supporting information, p. 814 - 817 (2020/01/29)
A series of alkenes with bistable isomers were obtained containing a thiophene/azoheteroaryl backbone. Visible light and heat-induced reversible cis ? trans isomerizations were evidenced by UV-Vis and 1H NMR spectra. The stabilization of cis alkenes was attributed to intramolecular sulphur?π (S?π) interactions, which were further supported by theoretical calculations.
Quaternary Phosphonium Salts as Active Br?nsted Acid Catalysts for Friedel-Crafts Reactions
Chen, Lin,Xiao, Ben-Xian,Du, Wei,Chen, Ying-Chun
supporting information, p. 5733 - 5736 (2019/08/01)
A readily available quaternary phosphonium salt containing a trifluoroacetonyl group and a tetrakis[3,5-bis(trifluoromethyl)phenyl]borate (BArF4-) counterion was demonstrated to be a highly active Br?nsted acid catalyst for Friedel-Crafts-type reactions of an array of electron-rich heteroarenes and aniline derivatives with isatin-derived ketimines, even at 0.1 mol % catalyst loadings.
A latent green fluorescent styrylcoumarin probe for the selective growth and detection of Gram negative bacteria
Váradi, Linda,Wang, Miaoyi,Mamidi, Ramesh R.,Luo, Jia Lin,Perry, John D.,Hibbs, David E.,Groundwater, Paul W.
, p. 4745 - 4750 (2018/08/22)
A novel, green fluorescent β-alanylstyrylcoumarin derivative was synthesized and evaluated for its performance as a fluorogenic enzyme substrate on a range of clinically relevant microorganisms. The substrate was selectively hydrolysed by β-alanyl aminopeptidase producing P. aeruginosa resulting in an on-to-off fluorescent signal. Growth inhibitory effect of the substrate was observed on Gram positive bacteria and yeasts. Meanwhile, Gram negative species, despite their extremely protective cell envelope, showed ready uptake and accumulation of the substrate within their healthy growing colonies displaying intense green fluorescence.
Ionic Liquids as Solvents for SN2 Processes. Demonstration of the Complex Interplay of Interactions Resulting in the Observed Solvent Effects
Schaffarczyk McHale, Karin S.,Haines, Ronald S.,Harper, Jason B.
, p. 1162 - 1168 (2019/01/04)
Bimolecular nucleophilic substitution reactions between triphenylphosphine and benzylic electrophiles have been examined in an ionic liquid to probe interactions with species along the reaction coordinate. Trends in the rate constant were found on both varying the leaving group and the electronic nature of the aromatic ring. In all the cases considered, interactions between the components of the ionic liquid and the transition state were shown to be more significant in determining reaction outcome than previously observed for this class of reaction. This demonstrates the importance of considering interactions of the ionic liquid components with all species along the reaction coordinate when investigating the origin of ionic liquid solvent effects, along with how such effects might be exploited.
Intermolecular interactions boost aggregation induced emission in carbazole Schiff base derivatives
Gan, Xiaoping,Liu, Guangjin,Chu, Mingjie,Xi, Wengang,Ren, Zili,Zhang, Xiuli,Tian, Yupeng,Zhou, Hongping
, p. 256 - 264 (2016/12/27)
Six D-π-A model compounds (compounds 1-6) were conveniently synthesized and characterized by 1H NMR, 13C NMR, MS and single crystal X-ray diffraction. One photon absorption and emission properties were studied by using a series of UV-visible and fluorescence spectra and theoretical calculations were applied to investigate the structure-property relationships, which showed that all six compounds possessed an obvious intramolecular charge transfer process which could be attributed to their optical properties. We simultaneously investigated their fluorescence emission performance in water/acetonitrile mixtures and found that they all have outstanding aggregation induced emission properties. Scanning electron microscopy testing illustrated that orderly aggregation was the main reason for their aggregation induced emission properties. Cytotoxicity tests indicated that all these compounds had good biocompatibility for living cells, and bio-imaging studies highlighted the potential application of the six compounds in one-photon fluorescence microscopy imaging domains.
