- Selective fluorescence turn-on of a prefluorescent azomethine with Zn 2+
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A prefluorescent conjugated azomethine (4) was prepared by condensing 8-hydroxyquinoline-5-carbaldehyde with 2-amine thiophene. The fluorescence of the azomethine was quenched in organic solvents including dichloromethane, methanol, DMSO, and DMF. However, the fluorescence of 4 was selectively revived in the presence of zinc and an absolute quantum yield Φfl = 0.15 was measured.
- Knipping, Etienne,Roche, Ivan Ulliel,Dufresne, Stephane,McGregor, Nicholas,Skene
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- A novel photochemical sensor based on quinoline-functionalized phenazine derivatives for multiple substrate detection
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A novel photochemical sensor (FQ-5) based on quinoline-functionalized phenazine derivatives was designed and synthesized. TheFQ-5showed a good response to certain pH values in a wide pH range (from 2.0 to 13.0). Particularly, at pH = 12 and 13, the fluorescence emission showed obvious enhancement, the fluorescence quantum yields could reach 80.9% and 77.0%, respectively, and the color of solution changed from yellow to purple. Meanwhile, the sensor not only showed a rapid response toward CO2, but also showed high selectivity and sensitivity for the detection ofl-Arg in buffer solution (pH = 7), and the limit of detection (LOD) was 8.1 × 10?8. Furthermore, theFQ-5-based fluorescent writing material and CO2gas reaction device were developed for the rapid detection ofl-Arg and CO2. Therefore, this work will provide a new approach for photochemical sensing in the detection of multiple substrates.
- Wei, Tai-Bao,Dong, Hong-Qiang,Ma, Xiao-Qiang,Yang, Qing-Yu,Wang, Zhong-Hui,Guan, Wen-Li,Zhang, Yun-Fei,Zhang, You-Ming,Yao, Hong,Lin, Qi
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- 8-hydroxyquinoline-substituted boron-dipyrromethene compounds: Synthesis, structure, and OFF-ON-OFF type of pH-sensing properties
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A series of four novel 8-hydroxyquinoline-substituted boron-dipyrromethene derivatives, namely 4,4-difluoro-8-(5-(8-hydroxyquinoline))-3,5-dimethyl-4-bora- 3a,4a-diaza-s-indacene (1), 4,4-difluoro-8-(5-(8-hydroxyquinoline))-1,3,5,7- tetramethyl-4-bora-3a,4a-diaza-s-indacene (2), 4,4-difluoro-8-(5-azastyryl-(8- hydroxyquinoline))-3,5-dimethyl-4-bora-3a,4a-diaza-s-indacene (3), and 4,4-difluoro-8-(5-azastyryl-(8-hydroxyquinoline))-1,3,5,7-tetramethyl-4-bora-3a, 4a-diaza-s-indacene (4), have been synthesized and characterized by a series of spectroscopic methods. The molecular structures of 1 and 2 have been determined by single-crystal X-ray diffraction analyses. The two methyl substituents attached at C-1 and C-7 positions of boron-dipyrromethene (Bodipy) in compound 2 was revealed to prevent the free rotation of the 8-hydroxyquinoline (8-HQ) moiety, resulting in an almost vertical 8-HQ-Bodipy configuration of this compound. This is obviously different from those for 1 with the dihedral angle between 8-hydroxyquinoline and Bodipy moieties of 65.44 and 66.79° due to the lack of methyl substituents in the latter compound. The intense fluorescence from the Bodipy subunit of these compounds was revealed to gradually get diminished along with either decreasing or increasing the pH value under acidic and basic conditions, respectively, in particular for 1, 2, and 4 because of the photoinduced intramolecular electron transfer from excited Bodipy moiety to 8-HQ unit and just an opposite process. This renders these compounds the first OFF-ON-OFF type of pH-dependent fluorescent sensors. Nevertheless, both the intrinsic fluorescence of these compounds and their fluorescent quenching properties along with the change in the pH value have been found to depend on the steric configuration as well as the linking group between 8-hydroxyquinoline and Bodipy moieties, revealing the effect of molecular structure on their fluorescence properties.
- Chen, Yuting,Wang, Hailong,Wan, Liang,Bian, Yongzhong,Jiang, Jianzhuang
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- Spectral behavior and pH dependence of N-hexadecyl-5-iminomethyl-8-hydroxyquinoline
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A new kind of amphiphile derived from 8-hydroxyquinoline, N-hexadecyl-5-iminomethyl-8-hydroxyquinoline (HIHQ) was synthesized and characterized by different physical methods. The influence of pH value on UV-vis absorption, fluorescence spectra were investigated and the surface pressure-area isotherms were recorded under different pH subphase. The linear response range between the emission intensity and the concentration of HIHQ was 1-4×10-6 mol L-1. The strongest emission of HIHQ about 460 nm was obtained at pH 8.2 and the acid-base equilibrium of HIHQ in monolayer and solution was also discussed.
- Jiang, Chaoyang,He, Weijiang,Tai, Zihou,Ouyang, Jianming
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- A covalently bonded AlQ3/SiO2 hybrid material with blue light emission by a conventional sol-gel approach
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We report the design and synthesis of a covalently bonded AlQ 3/SiO2 hybrid material with strong blue light emission by a sol-gel approach, which make AlQ3 solution-processable and chemically stable. The Royal Society of Chemistry 2006.
- Zeng, Hongyu,Huang, Weimin,Shi, Jianlin
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- A quinoline-based chromogenic and ratiometric fluorescent probe for selective detection of Mg2+ ion: Design, synthesis and its application in salt lake brines and bioimaging
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A fluorescent probe was rational designed and prepared to distinguish Mg2+ ion from Ca2+ ion, in which 8-hydroxyquinoline acted as not only a fluorophore but also a recognition group. Notably, this probe QB (8-hydroxyquinoline-5-benzothiazole) shows two fluorescence response modes for highly selective detection of Mg2+ ion, namely fluorescence ratiometric mode and turn-on mode, which can be realized by controlling the excitation wavelength at 356 nm or 425 nm. After the addition of Mg2+ ion, the color of the QB solution changed from colorless to yellow, which can be easily found by naked eye. All experimental results suggested that probe QB has a high selectivity toward Mg2+ ion in the presence of other cations. Its detection limit for Mg2+ ion was estimated as low as 0.142 μM, and this value was far lower than the intracellular concentration (0.5–1.2 mM). The detection mechanism was proposed further by the experiment of 1H NMR titration and theoretical calculation. More significantly, this probe was successfully used to detect Mg2+ ion in brine samples as a quantitative method, and was also applied to detecting and imaging Mg2+ ion in living cells, indicating its great application value in practical use for the detection of Mg2+ ion.
- Fu, Zhen-Hai,Peng, Yu,Qin, Jing-Can,Wang, Ya-Wen,Zhang, Yong-Ming,Zhang, Zhi-Hong,Zhao, Dong-Mei
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- Characterization of N-hexadecyl-5-iminomethyl-8-hydroxyquinoline and oriented crystallization of CuSO4?5H2O under its monolayer
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A new amphiphilic ligand, N-hexadecyl-5-iminomethyl-8-hydroxyquinoline (HIHQ), has been synthesized in a convenient method and the characteristics of its monolayer on pure water and on a subphase containing copper ions investigated. LB films of HIHQ were studied by small angle X-ray scattering, UV-VIS and XPS spectra. An oriented crystallization was examined at the monolayer/water interface. A good selection of the (110) crystal face of CuSO4?SH2O occurred at the solid state of the monolayer due to the perfect match between this crystal face and the definite lattice structure of the monolayer.
- Jiang, Chaoyang,Tang, Ruikang,Tai, Zihou
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- Synthesis, electrochemical and spectroscopic characterization of selected quinolinecarbaldehydes and their Schiff base derivatives
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A new approach to the synthesis of selected quinolinecarbaldehydes with carbonyl groups located at C5 and/or in C7 positions is presented in this paper in conjunction with spectroscopic characterization of the products. The classical Reimer-Tiemann, Vilsmeier-Haack and Duff aldehyde synthesis methods were compared due to their importance. Computational studies were carried out to explain the preferred selectivity of the presented formylation transformations. A carbene insertion reaction based on Reimer-Tiemann methodology is presented for making 7-bromo-8-hydroxyquinoline-5-carbaldehyde. Additionally, Duff and Vilsmeier-Haack reactions were used in the double formylation of quinoline derivatives and their analogues benzo[h]quinolin-10-ol, 8-hydroxy-2-methylquinoline-5,7-dicarbaldehyde, 8-(dimethylamino) quinoline-5,7-dicarbaldehyde and 10-hydroxybenzo[h]quinoline-7,9-dicarbaldehyde. Four Schiff base derivatives of 2,6-diisopropylbenzenamine were prepared from selected quinoline-5-carbaldehydes and quinoline-7-carbaldehyde by an efficient synthesis protocol. Their properties have been characterized by a combination of several techniques: MS, HRMS, GC-MS, FTIR, electronic absorption spectroscopy and multinuclear NMR. The electrochemical properties of 8-hydroxy-quinoline-5-carbaldehyde, 6-(dimethylamino)quinoline-5-carbaldehyde and its methylated derivative were investigated, and a strong correlation between the chemical structure and obtained reduction and oxidation potentials was found. The presence of a methyl group facilitates oxidation. In contrast, the reduction potential of methylated compounds was more negative comparing to non-methylated structure. Calculations of frontier molecular orbitals supported the finding. The structures of 8-hydroxy-2-methylquinoline-5,7-dicarbaldehyde and four Schiff bases were determined by single-crystal X-ray diffraction measurements.
- Wantulok, Jakub,Szala, Marcin,Quinto, Andrea,Nycz, Jacek E.,Giannarelli, Stefania,Sokolová, Romana,Ksi??ek, Maria,Kusz, Joachim
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- Design and synthesis of Alq3-functionalized polymers
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Synthesis of an Alq3-containing monomer and its chain-growth polymerization were demonstrated via ring-opening metathesis polymerization. Polymerization was complete within 12 h under mild polymerization conditions and solubility could be tailored via the incorporation of a comonomer. All copolymers retained the absorption and emission properties of Alq3 in solution. This indicated that the polymer coil did not interfere with the luminescence properties of the pendant Alq3 groups.
- Meyers, Amy,Weck, Marcus
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- Four D-A ’ - (π-A)2 Polyalkylated pyridine derivative alloy metal complex as well as preparation method and application thereof
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The invention relates to four 1-D A (π-’ -) shown A. 2 The polymeric alkylated pyridine derivative alloy belongs to the complex BDTT-PBD-Cd. The invention BDTT-PBD-Zn, BDTT-PBD-Cu and BDTT-PBD-Ni, and a preparation method and application thereof, wherein the metal complex formed by coordination of alkylated pyridine derivatives as a main ligand and a metal serves as an electron donor BDTT, and D-Heck D (π-A A) is synthesized through ’ - reaction. 2 The photovoltaic performance test based on the dye-sensitized solar cell taking BDTT-PBD-Cd, BDTT-PBD through Zn, BDTT-PBD-Cu and BDTT-one-PBD as the dye sensitizer has a good effect: the thermal decomposition temperature is above Ni 176 °C 7.02% 8.55% 9.76%, the thermal stability is good PCE, and the dye-sensitized 6.51 solar cell has a certain prospect in the aspect of application of the dye-sensitized solar cell.
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Paragraph 0035-0040; 0043
(2021/09/01)
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- Imine derivative and 8-hydroxyquinoline derivative cadmium complex dye sensitizer, preparation method and application thereof
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The invention relates to a D (-A-pi-A) 2-type imine derivative and 8-hydroxyquinoline derivative cadmium complex dye sensitizer (BDTT-PCd) as shown in a formula 1, a preparation method and applicationthereof. The dye sensitizer is a D (-A-pi-A) 2 complex synthesized by reacting an imine derivative containing functional groups like an auxiliary electron acceptor (A), a pi bridge, a main electron acceptor (A), an anchoring group and the like with an 8-hydroxyquinoline derivative cadmium complex and an electron donor (D) benzodithiophene bithiophene (BDTT) through a Heck coupling reaction. Experiments show that the dye-sensitized solar cell taking BDTT-PCd as the dye sensitizer shows good effects in photovoltaic performance tests: the photoelectric conversion efficiency (PCE) reaches 8.82%,the dye thermal decomposition temperature reaches 320DEG C or above, the thermal stability is high, the requirements of photovoltaic materials can be met, and the dye sensitizer has certain prospectsin development and application of dye-sensitized solar cells. The structure of the complex BDTT-PCd is shown as formula 1 in the specification.
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Paragraph 0005
(2021/01/30)
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- 8-hydroxyquinoline derivative and cadmium complex dye sensitizer (BDTT-VCd) as well as preparation method and application thereof
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The invention relates to a D (-A-pi-A) 2 type 8-hydroxyquinoline derivative and cadmium complex dye sensitizer (BDTT-VCd) as shown in a formula 1 as well as a preparation method and application of the D (-A-pi-A) 2 type 8-hydroxyquinoline derivative and cadmium complex dye sensitizer (BDTT-VCd). The dye sensitizer is a D (-A-pi-A) 2 type complex synthesized by reacting an 8-hydroxyquinoline derivative and cadmium complex with an electron donor (D) benzodithiophene bithiophene (BDTT) through Heck coupling, wherein the 8-hydroxyquinoline derivative and cadmium complex contains functional groups such as an auxiliary electron acceptor (A), a pi bridge, a main electron acceptor (A) and an anchoring group. Experiments show that a photovoltaic performance test of a dye-sensitized solar cell taking the complex as a dye sensitizer shows the following good effects that: the photoelectric conversion efficiency (PCE) reaches 8.26%; the dye thermal stability is high; the thermal decomposition temperature reaches 280 DEG C or above; the complex can meet the requirement of being used as a photovoltaic material; the complex has a certain prospect in the basic development and application aspects of dye-sensitized solar cells.
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Paragraph 0027; 0029-0033
(2021/09/08)
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- Four D-A ’ - (π-A)2 Polysalicylaldehyde Schiff base derivative alloy metal complex as well as preparation method and application thereof
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The invention relates to four 1-D A (π-’ -) shown A. 2 The polymeric salicylaldehyde Schiff base derivative alloy belongs to the complex BDTT-SP-Cd. The invention BDTT-SP-Zn, BDTT-SP-Cu and BDTT-SP-Ni, and a preparation method and application thereof, wherein the metal complex formed by coordination of functionalized salicylaldehyde Schiff base derivative as a main ligand and a metal serves as an electron donor BDTT and D-Heck D (π-A A) synthesized by ’ - reaction. 2 The photoelectrical conversion efficiency is BDTT, SP, Cd and BDTT BDTT Zn, the thermal decomposition temperature of the dye-SP sensitized Cu 203 °C Ni solar BDTT cell SP is SP or more, the thermal stability is good, and the dye-sensitized solar cell has a certain prospect in the 8.07% aspect 7.63% of 6.79% the 6.11% development and application of the dye-sensitized solar cell.
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Paragraph 0037; 0046
(2021/09/08)
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- Four D-(A'-pi-A) type-2 imine derivative and metal complex dye sensitizers as well as preparation method and application thereof
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The invention relates to four D-(A'-pi-A) type-2 imine derivative and metal complexes BDTT-sf-Cd, BDTT-sf-Zn, BDTT-sf-Cu and BDTT-sf-Ni as shown in a formula 1 as well as a preparation method and application of the four D-(A'-pi-A) type-2 imine derivative and metal complexes. A functionalized imine derivative used as a main ligand is coordinated with metal to form a metal complex which is used asan auxiliary electronic ligand A', benzodithiophene bithiophene (BDTT) is used as an electron donor D, and an imine derivative and metal complex with a D-(A'-pi-A) 2 structure is synthesized through aHeck reaction. An experiment is carried out based on a photovoltaic performance test of a dye-sensitized solar cell taking BDTT-sf-Cd, BDTT-sf-Zn, BDTT-sf-Cu and BDTT-sf-Ni as dye sensitizers, and shows a relatively good effect: the photoelectric conversion efficiency (PCE) reaches 9.85%, 8.99%, 8.21% and 7.95% respectively, the thermal decomposition temperature reaches 120 DEG C or above, and the thermal stability is good. Therefore, the four D-(A'-pi-A) type-2 imine derivative and metal complexes have a certain prospect in the development and application aspects of dye-sensitized solar cells.
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Paragraph 0041; 0046
(2020/10/05)
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- A novel selective chemosensor for Mg2+ detection based on quinoline-hydrazone-crown ether
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A novel Mg2+-selective chemosensor based on quinoline-hydrazone-crown ether (L1) has been synthesized and characterized by 1H NMR, elemental analysis and-ESI-mass spectrometry. The absorption and emission spectra of L1 have been investigated in the presence of alkali and alkaline-earth cations (Li+, Na+, K+, Mg2+, Ca2+, Sr2+and Ba2+). Mg2+ results in an instant color change of L1 from colorless to yellow in ethanol. Upon binding of Mg2+, a significant fluorescence enhancement is triggered in acetonitrile. Thus, L1 is expected to be used as an interesting Mg2+ sensitive chemosensor. The 1:1 stoichiometry binding mode of L1 with Mg2+ is supported by the Benesi-Hildebrand analysis. The binding constants (lgK) in ethanol and acetonitrile are found to be 4.54 and 3.57 by the goodness of the linear fitting of the Benesi-Hildebrand plot from the results of Ultraviolet-visible (UV-Vis) and fluorescence titrations, respectively.
- Ma, Ruifang,Li, Qiaohong,Zhang, Qiang
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p. 120 - 126
(2019/05/21)
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- Synthesis and photovoltaic properties of polymeric metal complexes containing 8-hydroxyquinoline as dye sensitizers for dye-sensitized solar cells
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Four new donor-acceptor type polymeric metal complexes (P1, P2, P3, and P4) with the same Cd(II) complex in side chain and different conjugated backbone structures were synthesized by Yamamoto coupling and applied in dye-sensitized solar cells (DSSCs) as photosensitizers. The photophysical, electrochemical, and thermal properties were investigated in detail, showing that conjugated backbone containing fluorene improved intramolecular charge transfer and increased generation of photocurrent. The highest power conversion efficiency of 0.56% (J sc=1.63mAcm2, V oc=0.69V, FF=0.50) was obtained with a DSSC based on P3 under simulated air mass 1.5 G solar irradiation, which shows a new strategy to design photosensitizers for DSSCs.
- Zhang, Lirong,Wen, Gaojun,Xiu, Qian,Guo, Lihui,Deng, Jinyan,Zhong, Chaofan
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experimental part
p. 1632 - 1644
(2012/06/01)
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- Synthesis of 8-hydroxyquinoline chalcones: Trans configuration, intramolecular hydrogen bonds, bromination, and antifungal activity
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Nine (8-Hydroxyquinolin-5-yl)-arylpropenones were synthesized and their structures demonstrated by IR and NMRspectroscopy. These molecules showed transconfiguration and strong intramolecular hydrogen bonding; in the IR spectra of 5-formyl-8-hydroxyquinoline, 5-acetyl-8-hydroxyquinoline, 1-(8-hydroxyquinolin-5-yl)-3-phenylprop-2-en-1-one and 3-(8-hydroxyquinolin-5- yl)-1-phenylprop-2-en-1-one in CHCl3, besides the known intermolecular hydrogen band (~3180 cm-1), we identified the intramolecular hydrogen band OH...N (3460 cm-1); the hydrogen bond peaks shifted to low frequency in proton-donor solutions such as phenol and acetic acid (with respect to 8-hydroxyquinoline) and the bonds were broken in trifluoroacetic acid solutions, due to OH protonation; the apolar solvent CCl4 and electrophilic substituents in position 5 in the quinoline ring, limited the formation of the intermolecular hydrogen bonds and, therefore, shifted the ~3460 cm-1 intramolecular hydrogen band to lower frequencies and made it stronger and sharper. The bromination of 3-(8-hydroxyquinolin-5-yl)-1-(4- tolyl) prop-2-en-1-one occurred on the activated quinoline fragment, producing monobromo and tetrabromo derivatives, instead of bromination on the aliphatic double bond. Three chalcones tested showed strong antifungal activity in vitro.
- Marrugo-Gonzalez, Alonso J.,Orlov, Valerie D.,Fernandez-Maestre, Roberto
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p. 1287 - 1291
(2013/03/29)
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- 8-Hydroxyquinoline-5-carbaldehyde Schiff-base as a highly selective and sensitive Al3+ sensor in weak acid aqueous medium
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In the paper, a novel fluorescent sensor (1) based on 8-hydroxyquinoline carbaldehyde Schiff-base was synthesized and characterized. This fluorescent sensor exhibited high selectivity for Al3+ over other metal ions with the detection limit reaching below 10- 7 M under weak acid aqueous conditions. These suggested that 1 could be served as a highly selective and sensitive fluorescence sensor for aluminum ion in acid medium.
- Jiang, Xin-Hui,Wang, Bao-Dui,Yang, Zheng-Yin,Liu, Yong-Chun,Li, Tian-Rong,Liu, Zeng-Chen
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scheme or table
p. 1224 - 1227
(2011/08/05)
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- Two main chain polymeric metal complexes as dye sensitizers for dye-sensitized solar cells based on the coordination of the ligand containing 8-hydroxyquinoline and phenylethyl or fluorene units with Eu(III)
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Two novel main chain polymeric metal complexes containing 8-hydroxyquinoline europium complexes and phenylethyl or fluorene units: 1,4-Dioctyloxy-2,5-bis[2-(8-hydroxyquinoline)-vinyl]-benzene Eu(III) (3) and 2,7-bis[2-(8-hydroxyquinoline)vinyl]-9,9'-diocthylfluorene Eu(III) (4) with donor-acceptor-π-conjugated structure (D-π-A) have been synthesized and investigated as dye sensitizers for dye-sensitized solar cells dyes (DSSCs). They have been determined and studied by FT-IR, TGA, DSC, GPC, Elemental analysis, UV-vis absorption spectroscopy, photoluminescence spectroscopy, cyclic voltammetry, and application in dyesensitized solar cells (DSSCs) as dye sensitizers. On the basis of optimized dye and molecular structure, they have shown solar-to-electricity conversion efficiency 2.25% for 3 (Jsc = 4.77 mA cm- 2, Voc = 630 mV, FF = 0.75) and 3.04% for 4 (Jsc = 6.33 mA cm -2, Voc = 640 mV, FF = 0.75), under the illumination of AM1.5G, 100 mW/cm2. The IPCE of 3 and 4 are 30% and 46% at 400 nm, respectively. Besides, they showed good stabilities with thermal decomposition temperatures at 280 °C and 225 °C, respectively, which are suitable for DSSCs.
- Xiao, Lifen,Liu, Yuan,Xiu, Qian,Zhang, Lirong,Guo, Lihui,Zhang, Hailiang,Zhong, Chaofan
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scheme or table
p. 1943 - 1951
(2011/03/18)
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- 5-Arylideneaminouracils: II. Synthesis of sodium and ammonium salts
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In continuation of studies on the design of new 5-arylideneaminouracil derivatives possessing antimicrobial and antiviral properties, the corresponding ammonium and sodium salts were synthesized. The antimicrobial activity of water-soluble salts of substituted aminouracils in vitro was shown to be several times higher than that of parent neutral compounds.
- Krutikov,Erkin
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experimental part
p. 991 - 995
(2011/04/16)
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- Metal quinolinolate-fullerene(s) donor-acceptor complexes: Evidence for organic LED molecules acting as electron donors in photoinduced electron-transfer reactions
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Tris(quinolinolate)aluminum(III) (AlQ3) is the most widely used molecule in organic light-emitting devices. There exists a strong demand for understanding the photochemical and photophysical events originating from this class of molecules. This paper provides the first report on the electron donor ability of MQn (M = Al or Zn for n = 3 or 2) complexes covalently connected to a well-known electron acceptor, fullerene. To accomplish this, fullerene was functionalized with 8-hydroxyquinoline at different ligand positions and their corresponding zinc(II) and aluminum(III) complexes were formed in situ. The weakly fluorescent metal quinolinolate-fullerene complexes formed a new class of donor-acceptor conjugates. The stoichiometry and structure of the newly formed metal quinolinolate-fullerene complexes were established from various spectroscopic methods including matrix-assisted laser desorption/ionization time-of-flight mass spectrometry and computational density functional theory studies. Electrochemical studies involving free-energy calculations suggested the possibility of photoinduced electron transfer from excited metal-quinolinolate complex to the appended fullerene entity. Femtosecond transient absorption studies confirmed such a claim and analysis of the kinetic data allowed us to establish the different photophysical events in sufficient detail. The novel features of this class of donor-acceptor conjugates include faster charge recombination compared to charge separation and decay of the charge-separated state to populate the low-lying fullerene triplet state in competition with direct charge recombination to the ground state.
- D'Souza, Francis,Maligaspe, Eranda,Zandler, Melvin E.,Subbaiyan, Navaneetha K.,Ohkubo, Kei,Fukuzumi, Shunichi
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experimental part
p. 16959 - 16967
(2009/04/13)
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- Pharmaceutical compositions comprising iron chelators for the treatment of neurodegenerative disorders and some novel iron chelators
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Use of a compound of formula (I), wherein R1 is H or hydrocarbyl; R2 is a hydrophobic radical; R3 is 3-(C2-C6)acyl-4-hydroxyphenyl, 3-hydroxyimino (C2-C6)-alkyl-4-hydroxyphenyl, or COOZ, wherein Z is H, (C1-C6) alkyl, aryl, aryl or ar(C1-C6) alkyl; and n is 1-20; and of a compound of formula (II), wherein R4 is (C1-C6) alkyl, cyano (C1-C6) alkyl, (C1-C6) alkoxy (C1-C6) alkyl or —CH2NR7R8, wherein R7 and R8, the same or different, is each H or (C1-C6) alkyl, or together with the N atom form a saturated or unsaturated 5-7 membered ring optionally containing a further heteroatom selected from N, O or S, the further N atom being optionally substituted, and either R5 is H and R6 is (C2-C6) acyl or hydroxyimino (C2-C6) alkyl, or R5 and R6 together with the phenyl ring form a quinoline, a 1,2,3,4-tetrahydroquinoline or a perhydroquinoline ring, for the preparation of pharmaceutical compositions for the treatment of Parkinson's disease or stroke.
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Page/Page column 10
(2010/02/10)
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- SYNTHESIS AND CONFIGURATION OF SOME NEW BICYCLIC 3-ARYLIDENE- AND 3-HETEROARYLIDENE-2-OXINDOLES
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The synthesis of a novel class of bicyclic 3-arylidene- and 3-heteroarylidene-2-oxindoles possessing tyrosine kinase inhibitory activity is described.Compounds 1-16 have been prepared by condensation of 2-oxindole with a (hetero)aromatic aldehyde belonging to the naphthalene, tetralin, quinoline or indole series.The compounds so obtained were single E or Z isomers or separable mixtures thereof.The single E or Z isomers could be partially transformed into their isomers by acid or basic catalysis.The E/Z configuration assignment was achieved by 1H NMR spectroscopy on the basis of chemical shifts and NOE data obtained from NOESY spectra.
- Buzzetti, Franco,Pinciroli, Vittorio,Brasca, M. Gabriella,Crugnola, Angelo,Fustinoni, Silvia,Longo, Antonio
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- cinnamamide analogs as inhibitors of protein tyrosine kinases
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Protein tyrosine kinases (PTK) arc important signal transducing enzymes involved in the modulation of normal cellular growth and differentiation and have been associated with the etiology of various human cancers. The development of properly designed inhibitors, which block their function by interfering with the substrate binding, may therefore offer an unique target for selective anticancer chemotherapy. Here we describe synthesis and biochemical testing of a novel series of non-peptide PTK inhibitors which have as characteristic active pharmacophore the cinnamamide moiety. For testing we used an exogenous substrate kinase assay based on the phosphorylation of (Val)-angiotensin II with radiolabelled ATP by the catalytic domain of the PTK encoded by the v-abl oncogene (p45 v-abl). The most potent compounds were found in the class of 3-arylidene-2-oxindoles (II) with IC50 values in the 1μM range. Among these the 2-tetralylmethylene-, 4-quinolylmethylene-, 5-quinolylmethylene- and 3-indolylmethylene-2-oxindole compounds of formulae 16, 20, 21 and 24 respectively were selected for further investigation.
- Buzzetti,Brasca,Crugnola,Fustinoni,Longo,Penco,Dalla Zonca,Comoglio
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p. 615 - 636
(2007/10/02)
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- Synthesis of mixed schiff base complexes of Cu(II) and Ni(II) and their spectral, magnetic and antifungal studies
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Mixed ligand schiff base complexes of Cu(II) and Ni(II) derived from 7-formyl-8-hydroxyquinoline and 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-methoxyacetophenone, 2-hydroxy-1-acetophenone or 1-hydroxy-2-acetophenone and ethylenediamine have been synthesised and their spectral, magnetic and antifungal studies carried out.
- Patel, V. K.,Vasanwala, A. M.,Jejurkar, C. R.
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p. 719 - 721
(2007/10/02)
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