- A novel cysteine fluorescent probe based on benzothiazole and quinoline with a large stokes shift and application in living cell and mice
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A novel fluorescent probe based on hydroxyquinoline conjugated with benzothiazolyl unit dye Doc-Ac was prepared. The results of fluorescent and absorption spectroscopic responses towards amino acids showed that the probe had a capability of rapidly and selectively detecting cysteine over other amino acids with a large stokes shift in aqueous solution. The sensing mechanism was proved by the proton NMR and high resolution mass spectrometry analysis. The fluorescence images indicated that this probe could discriminate the exogenous/endogenous cysteine in living cells and mice.
- Cai, Yonghong,Gu, Xin,Mei, Huihui,Wang, Minghui,Xu, Kuoxi
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- Cu2+-selective colorimetric signaling by sequential hydrolysis and oxidative coupling of a Schiff base
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A new Cu2+-selective probe was developed based on the Cu2+-induced sequential hydrolysis and oxidative coupling reactions of 4-aminoantipyrine-appended 8-hydroxyquinoline derivative 1. Cu2+-assisted hydrolysis of the enamine moiety of Schiff base 1 afforded its constituents, 4-aminoantipyrine and 8-hydroxyquinoline-2-carboxaldehyde. The Cu2+-induced oxidative coupling between these in situ generated compounds afforded a quinoneimine dye. Prominent naked-eye-detectable selective signaling of Cu2+ions, assisted by EDTA, was realized through a color change from faint yellow to pink with a detection limit of 1.81 × 10?6M.
- Hong, Ja Min,Kim, Hong Yeong,Park, Hyunji,Chang, Suk-Kyu
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- Rhombus-shaped tetranuclear [Ln4] complexes [Ln = Dy(III) and Ho(III)]: Synthesis, structure, and SMM behavior
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The reaction of a new hexadentate Schiff base hydrazide ligand (LH 3) with rare earth(III) chloride salts in the presence of triethylamine as the base afforded two planar tetranuclear neutral complexes: [{(LH)2Dy4}(μ2
- Chandrasekhar, Vadapalli,Hossain, Sakiat,Das, Sourav,Biswas, Sourav,Sutter, Jean-Pascal
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- Synthesis and characterization of quinoline-carbaldehyde derivatives as novel inhibitors for leishmanial methionine aminopeptidase 1
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Methionine aminopeptidase 1 of Leishmania donovani (LdMetAP1) is a novel antileishmanial target for its role in vital N-terminal methionine processing. After LdMetAP1 expression and purification, we employed a series of biochemical assays to determine opt
- Bhat, Saleem Yousuf,Jagruthi, Peddapaka,Srinivas, Angapelly,Arifuddin, Mohammed,Qureshi, Insaf Ahmed
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- Novel lavendamycin analogues as antitumor agents: Synthesis, in vitro cytotoxicity, structure-metabolism, and computational molecular modeling studies with NAD(P)H:quinone oxidoreductase 1
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Novel lavendamycin analogues with various substituents were synthesized and evaluated as potential NAD(P)H:quinone oxidoreductase (NQO1)-directed antitumor agents. Pictet-Spengler condensation of quinoline- or quninoline-5,8-dione aldehydes with tryptamin
- Hassani, Mary,Cai, Wen,Holley, David C.,Lineswala, Jayana P.,Maharjan, Babu R.,Ebrahimian, G. Reza,Seradj, Hassan,Stocksdale, Mark G.,Mohammadi, Farahnaz,Marvin, Christopher C.,Gerdes, John M.,Beall, Howard D.,Behforouz, Mohammad
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- Base- and Metal-Dependent Self-Assembly of Lathanide-Organic Coordination Polymers or Macrocycles with Tetradentate Acylhydrazone-based Ditopic Ligands
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Herein, we report a comprehensive study on the lanthanide-directed coordination self-assembly with two bis-tetradentate acylhydrazone ligands H4L1 and H4L2. Multifarious outcomes, which are base- and metal-dependent, were revealed by NMR, ESI-TOF-MS and X-ray crystallography. In the absence of base, bent H4L1 was assembled into dinuclear double-strand helicate Ln2(H2L1)2 by partially-deprotonated assembly with La, Sm or Eu, while trinuclear Ln3(H2L1)3 with Yb or Lu. For linear H4L2, infinite 1D zig-zag metal-organic polymeric chain (Ln2H2L2)n was obtained. However, complete deprotonated L1 and L2 assembled into discrete trinuclear Ln3(L1/2)3 and tetranuclear Ln4(L1/2)4 macrocyclic structures under the basic condition. For these, there are multiple possible isomers coexisting in the solution which were enumerated and simulated with molecular mechanic modeling. Visible-light sensitized NIR emissions on the Yb complexes have been observed, endowing them potential application in photofunctional materials.
- Feng, Xiao-Shan,Hu, Shao-Jun,Li, Xiao-Zhen,Sun, Qing-Fu,Yan, Dan-Ni,Zhou, Li-Peng
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- Synthesis and biological evaluation of novel 8-substituted quinoline-2-carboxamides as carbonic anhydrase inhibitors
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A series of novel 8-substituted-N-(4-sulfamoylphenyl)quinoline-2-carboxamides was synthesised by the reaction of 8-hydroxy-N-(4-sulfamoylphenyl) quinoline-2-carboxamide with alkyl and benzyl halides. The compounds were assayed for carbonic anhydrase (CA)
- Thacker, Pavitra S.,Shaikh, Pirpasha,Angeli, Andrea,Arifuddin, Mohammed,Supuran, Claudiu T.
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- A rhodamine derivative for Hg2+-selective colorimetric and fluorescent sensing and its application to in vivo imaging
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A rhodamine-based sensor has been developed for the detection of mercuric ions. The colorimetric and fluorescence responses, allowing naked-eye detections, are based on Hg2+-induced opening of the rhodamine spirocycle. Among all the testes ions, only Hg2+ generated a significant fluorescence enhancement of up to 300-fold, with a bright yellow-green emission. This sensor was a low toxic compound, and was successfully applied in the in vivo imaging of Hg2+ in Spill 2 cells and C. elegans. This approach provides a sensitive and accurate method for the estimation of Hg2+ in environmental, tobacco and biological applications.
- Li, Xue-Mei,Zhao, Rui-Rui,Wei, Yu-Ling,Yang, Dan,Zhou, Zhang-Jian,Zhang, Jun-Feng,Zhou, Ying
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- Linear and nonlinear optical properties of Ln-Zn heteronuclear complexes from a Schiff base ligand containing 8-hydroxyquinoline moiety
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Starting from a Schiff base ligand containing 8-hydroxyquinoline moiety, namely, 3,3′-(1E,1′E)-(propane-1,3-diylbis(azan-1-yl-1-ylidene)) bis(methan-1-yl-1-ylidene) diquinolin-8-ol (H2PBIQ), five heteronuclear Ln(III)-Zn(II) complexes (([Eu2Zn(PBIQ) 2(NO3)4]·CH2Cl2, 1), ([Tb2Zn(PBIQ)2(NO3)4] ·CH2Cl2, 2), ([Gd2Zn(PBIQ) 2(NO3)4]·CH2Cl2, 3), ([Nd2Zn(PBIQ)2(NO3)4] ·CH2Cl2, 4)), and ([Yb2Zn(PBIQ) 2(NO3)4]·CH2Cl2, 5) were obtained. Due to the low energy level resided in the excited state, the Schiff base ligand can sensitize near infrared emitting Ln(III) ions (Nd and Yb), while visible light emitting Eu and Tb ions cannot be excited. Instead, nonlinear optical properties were observed in Eu/Tb-Zn heteronuclear complexes.
- Chen, Ling,Yan, Cheng,Du, Bin-Bin,Wu, Kai,Zhang, Lu-Yin,Yin, Shao-Yun,Pan, Mei
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- A novel fluorescent chemosensor based on coumarin and quinolinyl-benzothiazole for sequential recognition of Cu2+ and PPi and its applicability in live cell imaging
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In this study, a highly selective fluorescent sensor (E)-2-((2-(benzo[d]thiazol-2-yl)quinolin-8-yl)oxy)-N′-((7-(diethylamino)-2-oxo-2H-chromen-3-yl)methylene)acetohydrazide (TQC) was synthesized from 2-methylquinolin-8-ol and 4-(diethylamino)-2-hydroxybenzaldehyde and its structure was characterized by 1H NMR, 13C NMR, ESI-HR-MS and density functional theory (DFT) calculation. Sensor TQC showed an obvious “on-off-on” fluorescence response to Cu2+ and PPi in a DMSO/HEPES (3:2 v/v, pH = 7.4) buffer system. The detection limits of sensor TQC were 0.06 μM to Cu2+ and 0.01 μM to PPi. In addition, sensor TQC showed a 1:1 binding stoichiometry to Cu2+ and TQC-Cu2+ complex showed a 2:1 binding stoichiometry to PPi. The optimum pH range of sensor TQC and TQC-Cu2+ was 3–8. Further studies demonstrated that sensor TQC could be made into test paper strips for the qualitative of Cu2+ and PPi and showed sequentially “on-off-on” fluorescent bio-imaging of Cu2+ and PPi in HeLa cells.
- Li, Shengling,Cao, Duanlin,Meng, Xianjiao,Hu, Zhiyong,Li, Zhichun,Yuan, Changchun,Zhou, Tao,Han, Xinghua,Ma, Wenbing
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- A Rhodamine-based fluorescent sensor for chromium ions and its application in bioimaging
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A rhodamine-based sensor (1) has been developed for the detection of chromium ions. Cr3+-induced opening of the rhodamine spirocycle in sensor (1) led to the distinct colorimetric and fluorescence responses. Among all the tested ions, only Cr3+ generated a significant fluorescence enhancement of up to 13-fold, which indicated the high selectivity of 1. Sensor (1) was successfully applied in the in vivo fluorescence imaging of Cr3+ in C. elegans. The results provided solid evidences for the future estimation of Cr3+ in environmental applications and tobacco samples.
- Li, Xue-Mei,Zhao, Rui-Rui,Yang, Yan,Lv, Xue Wei,Wei, Yu-Ling,Tan, Rui,Zhang, Jun-Feng,Zhou, Ying
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- H2hox: Dual-Channel Oxine-Derived Acyclic Chelating Ligand for 68Ga Radiopharmaceuticals
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An acyclic hexadentate oxine-derived chelating ligand, H2hox, was investigated as an alternative to current chelators for 68Ga. The straightforward preparation of H2hox, involving only one or two steps, obviates the synthe
- Wang, Xiaozhu,Jaraquemada-Peláez, María De Guadalupe,Cao, Yang,Pan, Jinhe,Lin, Kuo-Shyan,Patrick, Brian O.,Orvig, Chris
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- Reaction-based bi-signaling chemodosimeter probe for selective detection of hydrogen sulfide and cellular studies
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A new quinoline-indolium-based chemical probe (DPQI) was synthesized and characterized for selective detection of hydrogen sulphide (H2S). Probe DPQI displays highly selective and sensitive detection of hydrogen sulphide over other allied anions and thiol-containing amino acids in aqueous-DMSO at physiological pH. The probe DPQI acts as a bi-signaling fluorescent chemodosimeter for selective detection of hydrogen sulphide when excited at different wavelengths. The selectivity was guaranteed by the use of the unique nucleophilicity of HS- for nucleophilic addition to the most electrophilic positively charged centre followed by thiolysis of the dinitrophenyl ether to yield DNB-SH and a fluorescent phenoxide moiety, which led to the fluorescence emission 'turn on' and characteristic visual fluorescent color change behavior of the sensing system. This is why the probe DPQI showed different optical properties at varying concentrations of hydrogen sulphide. The structural and electronic properties of the probe (DPQI) and its thiolysis product have been demonstrated using ab initio density functional theory (DFT) combined with time-dependent density functional theory (TDDFT) calculations. Utilizing this probe, we have successfully detected hydrogen sulphide in live cells.
- Guria, Uday Narayan,Maiti, Kalipada,Ali, Syed Samim,Samanta, Sandip Kumar,Mandal, Debasish,Sarkar, Ripon,Datta, Pallab,Ghosh, Asim Kumar,Mahapatra, Ajit Kumar
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- A fluorescence turn-on chemosensor for hydrogen sulfate anion based on quinoline and naphthalimide
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A new fluorescence turn-on chemosensor 1 based on quinoline and naphthalimide was prepared and its anion sensing toward various anions behavior was explored in this paper. Sensor 1 exhibited a highly selective fluorescent response toward HSO4- with an 8-fold fluorescence intensity enhancement in the presence of 10 equiv. of HSO4- in DMSO-H2O (1/1, v/v) solution. The sensor also displayed high sensitivity to hydrogen sulfate and the detection limit was calculated to be 7.79 × 10- 7 M. The sensing mechanism has been suggested to proceed via a hydrolysis process of the Schiff base group. The hydrolysis product has been isolated and further identified by 1H NMR and MS.
- Luo, Zaoli,Yin, Kai,Yu, Zhu,Chen, Mengxue,Li, Yan,Ren, Jun
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- S-shaped decanuclear heterometallic [Ni8Ln2] complexes [Ln(iii) = Gd, Tb, Dy and Ho]: Theoretical modeling of the magnetic properties of the gadolinium analogue
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The reaction of 8-quinolinol-2-carboaldoxime (LH2) with Ni II and LnIII salts afforded the heterometallic decanuclear compounds [Ni8Dy2(μ3-OH) 2(L)8(LH)2(H2O)6] (ClO4)2·16H2O (1), [Ni 8Gd2(μ3-OH)2(L) 8(LH)2(H2O)4(MeOH) 2](NO3)2·12H2O (2), [Ni 8Ho2(μ3-OH)2(L) 8(LH)2(H2O)4(MeOH) 2](ClO4)2·2MeOH·12H2O (3) and [Ni8Tb2 (μ3-OH)2(L) 8(LH)2(MeOH)4(OMe)2]·2CH 2Cl2·8H2O (4). While compounds 1-3 are dicationic, compound 4 is neutral. These compounds possess an S-shaped architecture and comprise a long chain of metal ions bound to each other. In all the complexes, the eight NiII and two LnIII ions of the multimetallic ensemble are hold together by two μ3-OH, eight dianionic (L2-) and two monoanionic oxime ligands (LH-) whereas compound 4 has two μ3-OH, eight dianionic (L 2-), two monoanionic oxime ligands (LH-) and two terminal methoxy (MeO-) ligands. The central portion of the S-shaped molecular wire is made up of an octanuclear NiII ensemble which has at its two ends the LnIII caps. Magnetic studies on 1-4 reveal that the magnetic interactions between neighboring metal ions are negligible at room temperature. On the other hand, at lower temperatures in all the compounds anti-ferromagnetic interactions seem to be dominated. Analysis of the magnetic data for the GdIII derivative indicates NiII-Ni II anti-ferromagnetic interactions and GdIII-Ni II ferromagnetic interactions at low temperatures. A theoretical density functional study on the magnetic behavior of the GdIII derivative suggests that while the weak ferromagnetic interaction between GdIII and NiII is in line with the expectation of the magnetic interactions between orthogonal d and f orbitals, antiferromagnetic NiII-NiII interactions are related to the wide Ni-O-Ni angles (～102°) and quasi-planar conformation of the Ni2O 2 core.
- Hossain, Sakiat,Das, Sourav,Chakraborty, Amit,Lloret, Francesc,Cano, Joan,Pardo, Emilio,Chandrasekhar, Vadapalli
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- Highly stable and soluble bis-aqua Gd, Nd, Yb complexes as potential bimodal MRI/NIR imaging agents
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A tripodal ligand based on the 8-hydroxyquinolinate binding unit yields a soluble and highly stable bis-hydrated Gd3+ complex in water (pGd = 19.2(3)) with relaxivity change in the pH range 4.5-7.4 and Nd3+, Yb3+ analogues with sizeable NIR emission upon excitation at 370 nm providing a new architecture for the development of bimodal agents.
- Tallec, Gaylord,Imbert, Daniel,Fries, Pascal H.,Mazzanti, Marinella
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- Chelation in One Fell Swoop: Optimizing Ligands for Smaller Radiometal Ions
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[44/47Sc]Sc3+, [68Ga]Ga3+, and [111In]In3+ are the three most attractive trivalent smaller radiometalnuclides, offering a wide range of distinct properties (emission energies and types) in the toolbox of nuclear medicine. In this study, all three of the metal ions are successfully chelated using a new oxine-based hexadentate ligand, H3glyox, which forms thermodynamically stable neutral complexes with exceptionally high pM values [pIn (34) > pSc (26) > pGa (24.9)]. X-ray diffraction single crystal structures with stable isotopes revealed that the ligand is highly preorganized and has a perfect fit to size cavity to form [Sc(glyox)(H2O)] and [In(glyox)(H2O)] complexes. Quantitative radiolabeling with gallium-68 (RCY > 95%, [L] = 10-5 M) and indium-111 (RCY > 99%, [L] = 10-8 M) was achieved under ambient conditions (RT, pH 7, and 15 min) with very high apparent molar activities of 750 MBq/μmol and 650 MBq/nmol, respectively. Preliminary quantitative radiolabeling of [44Sc]ScCl3 (RCY > 99%, [L] = 10-6 M) was fast at room temperature (pH 7 and 10 min). In vitro experiments revealed exceptional stability of both [68Ga]Ga(glyox) and [111In]In(glyox) complexes against human serum (transchelation 3glyox exhibits enhanced fluorescence, which was employed to determine the stability constants for Sc(glyox) in addition to the in-batch UV-vis spectrophotometric titrations; as a proof-of-concept these complexes were used to obtain fluorescence images of live HeLa cells using Sc(glyox) and Ga(glyox), confirming the viability of the cells. These initial investigations suggest H3glyox to be a valuable chelator for radiometal-based diagnosis (nuclear and optical imaging) and therapy.
- Choudhary, Neha,Guadalupe Jaraquemada-Peláez, Mar?a De,Kubeil, Manja,Orvig, Chris,Radchenko, Valery,Stephan, Holger,Wang, Xiaozhu,Zarschler, Kristof
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- Stable Chelation of the Uranyl Ion by Acyclic Hexadentate Ligands: Potential Applications for 230U Targeted α-Therapy
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Uranium-230 is an α-emitting radionuclide with favorable properties for use in targeted α-therapy (TAT), a type of nuclear medicine that harnesses α particles to eradicate cancer cells. To successfully implement this radionuclide for TAT, a bifunctional c
- Woods, Joshua J.,Unnerstall, Ryan,Hasson, Abbie,Abou, Diane S.,Radchenko, Valery,Thorek, Daniel L. J.,Wilson, Justin J.
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supporting information
p. 3337 - 3350
(2022/02/23)
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- Design, synthesis, spectroscopic, photophysical and computational studies of a C3-symmetric hydroxyquinoline based tripod: TREN2OX and its interaction with Fe(III) and Al(III)
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A new tripodal chelator 2,2′,2′′-((1E,1′E,1′'E)-(nitrilotris(ethane-2,1-diyl)tris(azanylylidene))-tris(methanylylidene))tris(quinolin-8-ol), TREN2OX, containing three 8-hydrixyquinoline (8-HQ) units appended to a tris(2-aminoethyl)amine (TREN) skeleton has been synthesized and characterized through elemental analysis (CHN), FT-IR, NMR (1H, 13C) and ESI mass spectrometry. The interaction of the ligand with the proton, Fe3+ and Al3+ was studied by potentiometric and spectrophotometric methods. The solution thermodynamic formation constants could be evaluated in an aqueous solution at 298±1 K. Six protonation constants were evaluated with formation constants ranging from 1.50 to 9.86, corroborating three nitrogen atoms of the 8-hydroxyquinoline ring and three phenolate groups. With iron and aluminium, the ligand forms [FeL], [FeLH2], [FeLH3] and [AlL], [AlLH3] complexes having log β as 43.64, 24.92, 53.82, and 29.20, 52.85 respectively. The absorbance spectra of TREN2OX and its complexes showed variation in spectral behavior with a change in pH. In the aqueous solution, the ligand showed an enhancement in emission at 460 nm at neutral pH 7.0, while in acidic and basic pH, the fluorescence was quenched with bathochromic shift implying its utility as an OFF-ON-OFF pH molecular sensor. Interestingly, the fluorescence of TREN2OX showed enhancement in the presence of Al3+, while a reverse phenomenon (quenching) was observed for Fe3+, indicating that the ligand can behave as a metal sensor for both the metal ions, one as “ON” type and the other as “OFF” type. The DFT was used to predict molecular geometry, IR, NMR, absorbance, emissions spectra for all possible species for the ligand and its ligand-proton and ligand-metal complexes. The structure, bonding, and electronic behavior, including the electronic transitions, were evaluated by studying FMO, EDA, ETS-NOCV, and NTO in the ground and excited state geometry.
- Thakur, Monika,Baral, Minati,Kanungo
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- Synthesis and Bio-Evaluation of N-Benzylpiperidine-8-Hydroxyquinoline Derivatives as Potential Cholinesterase Inhibitors, Metal Ion Chelators and Calcium Channel Blockers
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Abstract: A new series of N-benzylpiperidine 8-hydroxyquinoline derivatives were synthesized and evaluated as cholinesterase inhibitors, metal ion chelators and calcium channel blockers. It was found that the ethyl cholinesterase inhibition activity could be improved when the linker between N-benzylpiperidine and 8?hydroxyquinoline groups were extended. Among all derivatives, compound (XIIId) showed best acetyl cholinesterase inhibition activity with an IC50 value of 0.24 ± 0.03 μM. It also showed metal ion chelating activity with a metal-compound ratio of 1 : 2 on copper or zinc ions. The calcium channel blocking property of select compounds were tested and compared by patching clamp on HEK293 cell expressing Cav1.2 calcium channel. Among tested compounds, cholinesterase inhibitor 8c showed mild calcium channel blockade activity with the inhibition ratio of calcium channel of 24.56 ± 2.44% (10 μM). This result suggested that the potential neuroprotective ability of this cholinesterase inhibitor might be partially related to the calcium channel blocking property.
- Xiu, Fan,Xu, Siqi,Zhang, Chun,Wang, Li
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p. 524 - 534
(2021/05/03)
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- Nitric oxide-donating and reactive oxygen species-responsive prochelators based on 8-hydroxyquinoline as anticancer agents
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Metal ion chelators based on 8-hydroxyquinoline (8-HQ) have been widely explored for the treatment of many diseases. When aimed at being developed into potent anticancer agent, a largely unmet issue is how to avoid nonspecific chelation of metal ions by 8
- Zhang, Yuxia,Yang, Jiaxin,Meng, Tingting,Qin, Yajuan,Li, Tingyou,Fu, Junjie,Yin, Jian
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- Postsynthetic Modification of Half-Sandwich Ruthenium Complexes by Mechanochemical Synthesis
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A mild and environmentally friendly method to synthesize half-sandwich ruthenium complexes through the Wittig reaction between an aldehyde-tagged half-sandwich ruthenium complex and phosphorus ylide mechanochemically is reported herein. The mechanochemical synthesis of valuable half-sandwich ruthenium complexes resulted in a fast reaction, good yield with simple workup, and the avoidance of harsh reaction conditions and organic solvents. The synthesized half-sandwich ruthenium complexes exhibited high catalytic activity for transfer hydrogenation of ketones using 2-propanol as the hydrogen source and solvent. Density functional theory was carried out to propose a mechanism for the transfer hydrogenation process. The modeling suggests the importance of the labile p-cymene ligand in modulating the reactivity of the catalyst.
- Jia, Wei-Guo,Zhi, Xue-Ting,Li, Xiao-Dong,Zhou, Jun-Peng,Zhong, Rui,Yu, Haibo,Lee, Richmond
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p. 4313 - 4321
(2021/05/04)
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- A binuclear gadolinium complex of 8-hydroxyquinoline-2-carbaldehyde salicylhydrazone: structural characterisation and photoluminescence properties
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A dibasic tetradentate N3O3 Schiff base ligand {(Z)-2-hydroxy-N′-((8-hydroxyquinolin-2-yl)methylene)benzohydrazide}(H3L) and its binuclear phenoxido-bridged gadolinium complex, [Gd2(HL)2(NO3/sub
- Kumar, Mukesh,Kumar, Amit,Manav, Navneet,Bhagi,John, Rohith P.
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p. 5119 - 5133
(2021/09/22)
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- Fluorescent molecular probe for identifying and detecting oxalic acid as well as preparation method and application thereof
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The invention discloses a fluorescent molecular probe for identifying and detecting oxalic acid as well as a preparation method and an application thereof, which relate to a probe for identifying anddetecting oxalic acid as well as the preparation method and the application thereof. The invention aims to solve the technical problems that the existing fluorescent probe for identifying and detecting oxalic acid by using a fluorescence method cannot realize quantitative detection, is poor in selectivity and is easily interfered by other organic acids. The structural formula of the fluorescent molecular probe of the present invention is in the specification. The preparation method of the fluorescent molecular probe comprises the following steps: 1, reacting salicylic acid, concentrated sulfuric acid and methanol to prepare an intermediate I; 2, preparing an intermediate II from the intermediate I and hydrazine hydrate; 3, carrying out a reaction on 8-hydroxyquinaldine, selenium dioxide and 1, 4-dioxane to prepare an intermediate III; 4, reacting the intermediate III with the intermediate II to obtain an intermediate IV; and 5, reacting the intermediate IV with Fe to obtain the probe. The oxalic acid is recognized and detected through fluorescence enhancement, the selectivity is high, interference of other organic acids is avoided, and the detection limit is 1.3*10 mol/L.The method can be used in environment and food fields.
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Paragraph 0038; 0043-0044; 0056; 0061-0062; 0074; 0079-0080
(2020/08/27)
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- Quinoline tryptamine heterozygote and application thereof in preparation of medicines for treating Alzheimer's disease
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The invention belongs to the technical field of medicines, and particularly relates to a quinoline tryptamine heterozygote and application thereof in preparation of medicines for treating and/or preventing Alzheimer's disease. Specifically disclosed are a compound represented by formula (I) and a pharmaceutically acceptable salt thereof. The quinoline tryptamine heterozygote disclosed by the invention has excellent oxygen free radical scavenging capacity, a protective effect on hydrogen peroxide induced SH-SY5Y cell oxidative damage, good blood-brain barrier passive dialysis capacity, an A[beta] self-aggregation inhibiting effect and metal ion chelating capacity, and is a multi-target anti-Alzheimer disease active molecule. The compound is expected to be used as a clinical medicine for treating and/or preventing Alzheimer's disease.
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Paragraph 0077-0080
(2020/10/04)
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- Synthesis and biological evaluation of quinoline-quinazolinones for antimicrobial and antileishmanial potential
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In an attempt to find a new class of antimicrobial and antileishmanial agents, a series of twenty-three quinoline-quinazolinones were prepared via reaction of 8-hydroxy/methoxyquinoline-2-carbaldehyde with various substituted aminobenzamides. These compounds were screened for their antimicrobial activity against Gram-positive bacteria (B. subtilis), Gram-negative bacteria (E. coli and P. putida) and fungus (C. viswanathii) and antileishmanial activity against promastigotes of L. donovani. Compound 28k exhibited highest activity against B. subtilis with an IC50 of 0.17±0.07 M while compound 28j exhibited highest activity against promastigotes of L. donovani with an IC50 of 6±0.0 M.
- Tiwari, Shweta,Kirar, Seema,Banerjee, Uttam Chand,Babu, Neerupudi Kishore,Singh, Sushma,Singh, Inder Pal
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p. 1251 - 1258
(2020/12/04)
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- Identification and Evaluation of Bisquinoline Scaffold as a New Candidate for α-Synuclein-PET Imaging
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α-Synuclein (α-syn) aggregates are pathologically associated with the hallmarks found in brains affected by synucleinopathies such as Parkinson's disease (PD) and multiple system atrophy (MSA). Therefore, the in vivo detection of α-syn aggregates using radiolabeled probes is useful for the comprehension of and medical intervention for synucleinopathies. In the present study, we identified a bisquinoline scaffold as a new promising structure for targeting α-syn aggregates by a screening assay. Then, based on the scaffold, novel bisquinoline derivatives, BQ1 and BQ2, were designed and synthesized, and we evaluated their utilities as α-syn imaging probes. Both compounds showed high affinity for recombinant α-syn aggregates in binding assays in vitro and clearly detected α-syn aggregates in human brain sections. BQ2 showed higher affinity for α-syn aggregates than BQ1, leading to performing 18F-labeling to obtain [18F]BQ2. In a biodistribution study using normal mice, [18F]BQ2 displayed moderate uptake (1.59% ID/g at 2 min postinjection) into but subsequent retention (1.35% ID/g at 60 min postinjection) in the brain. The results of this study suggest that a bisquinoline derivative may be a new candidate as an α-syn-PET imaging probe after appropriate structure modification for further improvement in the pharmacokinetics.
- Kaide, Sho,Watanabe, Hiroyuki,Shimizu, Yoichi,Iikuni, Shimpei,Nakamoto, Yuji,Hasegawa, Masato,Itoh, Kyoko,Ono, Masahiro
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p. 4254 - 4261
(2020/12/21)
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- Fluorescent schiff base probes for sequential detection of Al3+ and F? and cell imaging applications
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Two novel Schiff-base fluorescent probers SQ and NQ based on 8-hydroxyquinoline moiety were designed and synthesized. The both probes were capable of binding with Al3+ by naked eye detection to produce a significant fluorescence enhancement response with a detection limit of 1.48 × 10?8 and 4.23 × 10?8 M, respectively. At the same time, the formed complexes SQ-Al3+ and NQ-Al3+ could sequentially detect F?, and the detection limits of F? were determined to be 1.64 × 10?7 and 3.58 × 10?8 M, respectively. The “off-on-off” fluorescence response process demonstrated that the binding were reversible. The probes were further successfully utilized to detect Al3+ and F? in vitro PC12 cells.
- Fu, Jiaxin,Li, Bai,Mei, Huihui,Chang, Yongxin,Xu, Kuoxi
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- Functionalized chitosan adsorbents allow recovery of palladium and platinum from acidic aqueous solutions
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Platinum (Pt) and palladium (Pd) are precious metals considered critical in our society and are needed in a variety of sustainable technologies. Their scarcity urges the increase of recycling from secondary waste streams through new and efficient recovery techniques. Adsorption is an established recovery method for liquid streams, where chitosan shows promising results as a low-cost adsorbent, derived from biomass. This biopolymer is able to capture metals, but suffers from a low stability under acidic conditions and poor adsorbing properties. In this study, three new chitosan derivatives were synthesized and employed for Pd(ii) and Pt(iv) recovery from acidic solutions. Specific and simple modifications were selected based on their known affinities for these metal ions and taking into account the principles of green chemistry. The prepared derivatives consist of 1,10-phenanthroline-2,9-dicarbaldehyde cross-linked chitosan (Ch-PDC), [2,2′-bipyridine]-5,5′-dicarbaldehyde cross-linked chitosan (Ch-BPDC) and glutaraldehyde cross-linked chitosan grafted with 8-hydroxyquinoline-2-carbaldehyde (Ch-GA-HQC). For all derivatives, the adsorption occurred fast and equilibrium reached within 30 min. The Langmuir isotherms revealed a maximum adsorption capacity for Pd(ii) and Pt(iv) of respectively 262.6 mg g-1 and 119.5 mg g-1 for Ch-PDC, 154.7 mg g-1 and 98.3 mg g-1 for Ch-BPDC and 340.3 mg g-1 and 203.9 mg g-1 for Ch-GA-HQC. Such adsorption capacities are considerably higher compared to the biosorbents reported in the literature. Excellent physical properties in homo- and heterogeneous systems and high regeneration performances demonstrate that chitosan-based adsorbents are very promising for Pd(ii) and Pt(iv) recovery from acidic solutions.
- Mincke, Stein,Asere, Tsegaye Grima,Verheye, Ivar,Folens, Karel,Vanden Bussche, Flore,Lapeire, Linsey,Verbeken, Kim,Van Der Voort, Pascal,Tessema, Dejene A.,Fufa, Fekadu,Du Laing, Gijs,Stevens, Christian V.
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supporting information
p. 2295 - 2306
(2019/05/21)
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- Synthesis and luminescence properties of novel 8-hydroxyquinoline derivatives and their Eu(III) complexes
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Six novel 8-hydroxyquinoline derivatives were synthesized using 2-methyl-8-hydroxyquinoline and para-substituted phenol as the main starting materials, and were characterized by 1H nuclear magnetic resonance (NMR), mass spectrometry (MS), ultraviolet (UV) light analysis and infra-red (IR) light analysis. Their complexes with Eu(III) were also prepared and characterized by elemental analysis, molar conductivity, UV light analysis, IR light analysis, and thermogravimetric–differential thermal analysis (TG–DTA). The results showed that the ligand coordinated well with Eu(III) ions and had excellent thermal stability. The structure of the target complex was EuY1–6(NO3)3.2H2O. The luminescence properties of the target complexes were investigated, the results indicated that all target complexes had favorable luminescence properties and that the introduction of an electron-donating group could enhance the luminescence intensity of the corresponding complexes, but the addition of an electron-withdrawing group had the opposite effect. Among all the target complexes, the methoxy-substituted complex (–OCH3) had the highest fluorescence intensity and the nitro-substituted complex (–NO2) had the weakest fluorescence intensity. The results showed that 8-hydroxyquinoline derivatives had good energy transfer efficiency for the Eu(III) ion. All the target complexes had a relatively high fluorescence quantum yield. The fluorescence quantum yield of the complex EuY3(NO3)3.2H2O was highest among all target complexes and was up to 0.628. Because of excellent luminescence properties and thermal stabilities of the Eu(III) complexes, they could be used as promising candidate luminescent materials.
- Wu, Yongqiang,Guo, Tiantong,Shu, Dehua,Zhang, Wu,Luan, Fangfei,Shi, Ling,Guo, Dongcai
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p. 855 - 862
(2018/07/13)
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- Preparation of Tetradentate Copper Chelators as Potential Anti-Alzheimer Agents
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The uncontrolled redox activity of metal ions, especially copper, in the brains of patients with Alzheimer's disease (AD) should be considered the origin of intense oxidative damage to neurons in the AD brain. To obtain low-molecular-weight copper chelators that act as tetradentate ligands, we designed new compounds based on an 8-aminoquinoline motif with a lateral chain attached at the 2-position of the aromatic ring. Some of these new ligands, termed TDMQ for TetraDentate MonoQuinolines, are specific for copper chelation. Full characterization of these ligands is reported, as well as their affinities for CuII, and their capacities to inhibit oxidative stress induced by copper–amyloids activated by a reductant. Such metal ligands can be considered as potential anti-AD agents, as they should be able to regulate the homeostasis of copper in brain tissue.
- Zhang, Weixin,Huang, Daya,Huang, Meijie,Huang, Ju,Wang, Dean,Liu, Xingguo,Nguyen, Michel,Vendier, Laure,Mazères, Serge,Robert, Anne,Liu, Yan,Meunier, Bernard
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p. 684 - 704
(2018/02/28)
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- Based on rhodamine 6 G chromium ion detecting fluorescence probe molecule, preparation method and use thereof (by machine translation)
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The present invention discloses a chromium ion detection fluorescence probe molecule based on Rhodamine 6G, a preparation method and uses thereof, wherein the fluorescence probe molecule has the following structure defined in the specification. The invention further discloses a preparation method of the chromium ion detection fluorescence probe molecule based on Rhodamine 6G, and uses of the chromium ion detection fluorescence probe molecule based on Rhodamine 6G in chromium ion detection.
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Paragraph 0025; 0038; 0039; 0040
(2018/09/02)
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- Cobalt, nickel, and iron complexes of 8-hydroxyquinoline-di(2-picolyl)amine for light-driven hydrogen evolution
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Novel cobalt, nickel, and iron complexes based on the pentadentate 8-hydroxyquinoline-di(2-picolyl)amine ligand were synthesized and thoroughly characterized. X-ray structures of both the cobalt and iron complexes were also obtained, showing the tendency
- Carmo Dos Santos, Nadia Alessandra,Natali, Mirco,Badetti, Elena,Wurst, Klaus,Licini, Giulia,Zonta, Cristiano
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p. 16455 - 16464
(2017/12/15)
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- Dysprosium complex constructed with 8-hydroxyquinoline acylhydrazone derivative as ligand, and synthesis method and application of same
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The invention discloses a dysprosium complex constructed with a 8-hydroxyquinoline acylhydrazone derivative as a ligand, and a synthesis method and an application of same. The chemical formula of the complex is [Dy(HL)(L)].2H2O, wherein the L refers to 2-formyl-8-hydroxyquinoline benzoylhydrazone with a hydrogen atom on a hydroxyl group and a hydrogen atom on acylhydrazone nitrogen eliminated and with two units of negative charges; and the HL refers to 2-formyl-8-hydroxyquinoline benzoylhydrazone with a hydrogen atom on a hydroxyl group eliminated and with one unit of negative charge. The synthesis method of the complex includes the steps of: dissolving Dy(NO3)3.6H2O and the 2-formyl-8-hydroxyquinoline benzoylhydrazone in a mixed solvent, regulating the pH of the solution to 7.5-8.1; carrying out a reaction to the mixed solution under a heating condition, cooling a reaction product until a crystal is separated out to obtain the product, wherein the mixed solvent is a composition of methanol/water. The complex, at low temperature, shows a field-induced slow-relaxation magnetic behavior.
- -
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Paragraph 0032; 0034
(2017/10/05)
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- Donepezil-like multifunctional agents: Design, synthesis, molecular modeling and biological evaluation
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Currently available drugs against Alzheimer's disease (AD) are only able to ameliorate the disease symptoms resulting in a moderate improvement in memory and cognitive function without any efficacy in preventing and inhibiting the progression of the pathology. In an effort to obtain disease-modifying anti-Alzheimer's drugs (DMAADs) following the multifactorial nature of AD, we have recently developed multifunctional compounds. We herein describe the design, synthesis, molecular modeling and biological evaluation of a new series of donepezil-related compounds possessing metal chelating properties, and being capable of targeting different enzymatic systems related to AD (cholinesterases, ChEs, and monoamine oxidase A, MAO-A). Among this set of analogues compound 5f showed excellent ChEs inhibition potency and a selective MAO-A inhibition (vs MAO-B) coupled to strong complexing properties for zinc and copper ions, both known to be involved in the progression of AD. Moreover, 5f?exhibited moderate antioxidant properties as found by in?vitro assessment. This compound represents a novel donepezil–hydroxyquinoline hybrid with DMAAD profile paving the way to the development of a novel class of drugs potentially able to treat AD.
- Wu, Ming-Yu,Esteban, Gerard,Brogi, Simone,Shionoya, Masahi,Wang, Li,Campiani, Giuseppe,Unzeta, Mercedes,Inokuchi, Tsutomu,Butini, Stefania,Marco-Contelles, Jose
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p. 864 - 879
(2016/08/18)
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- New Hydroxyquinoline-Based Derivatives as Potent Modulators of Amyloid-β Aggregations
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Copper and zinc have been found to contribute to the burden of amyloid-β (Aβ) aggregations in neurodegenerative Alzheimer's disease (AD). Dysregulation of these metals leads to the generation of reactive oxygen species (ROS) and eventually results in oxid
- Fu, Chin-Lan,Hsu, Li-Shin,Liao, Yung-Feng,Hu, Ming-Kuan
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p. 327 - 341
(2016/05/19)
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- Evaluation of some quinoline-based hydrazone derivatives as insecticidal agents
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In continuation of our program aimed at the discovery and development of efficient insecticidal agents, a series of quinoline-based hydrazone derivatives were synthesized and evaluated as insecticidal agents against three-day-old larvae of Spodoptera litura (Noctuidae: Lepidoptera), a polyphagous insect pest of many important crops, in vivo at 1 mg mL1. In particular, compounds 3c, 3e, 4g, 4h, and 6f showed potent insecticidal activity with 7 day mortality rates greater than 93%, and were comparable to that of the positive control toosendanin.
- Yu, Xiang,Feng, Gang,Huang, Jiulin,Xu, Hui
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p. 30405 - 30411
(2019/01/14)
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- MULTIFUNCTIONAL QUINOLINE DERIVATIVES AS ANTI-NEURODEGENERATIVE AGENTS
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Novel quinoline derivatives are disclosed. Also disclosed are synthesis and use thereof for treating neurodegenerative diseases.
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Page/Page column 55
(2017/02/28)
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- Method of making and administering quinoline derivatives as anti-cancer agents
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The present invention relates methods of preparing quinoline derivative compounds, and administering such compounds in the treatment of solid and non-solid tumors, notably on liver cancer.
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Page/Page column 13
(2016/05/24)
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- A highly sensitive and selective turn-on fluorescent probe for Pb(II) ions based on a coumarin-quinoline platform
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A new fluorescent probe T1, which contained a coumarin fluorophore with a triazole substituted 8-hydroxyquinoline (8-HQ) receptor and a Schiff base spacer, was rationally designed and synthesized. It displayed a high affinity towards Pb2+ ions with a dissociation constant (Kd) of 0.1 μM and possessed a high selectivity for Pb2+ ions. A visually detectable colour change from colourless to yellow and a 30-fold fluorescence enhancement were observed upon addition of Pb2+. Experiments also indicated that a 1 : 1 stoichiometry of T1 with Pb2+ inhibited the photo-induced electron transfer (PET) process, resulting in the increase of fluorescence intensity.
- Wu, Guangfu,Li, Mingxin,Zhu, Jieji,Lai, King Wai Chiu,Tong, Qingxiao,Lu, Feng
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p. 100696 - 100699
(2016/11/09)
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- A novel turn-on Schiff-base fluorescent sensor for aluminum(III) ions in living cells
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(E)-4-Methoxy-N-((8-methylquionline-2yl)methylene)aniline (L) was successfully synthesized and characterized. The complexation behavior of L with different metal ions was studied using UV-Vis absorption spectroscopy and fluorescence spectroscopy. Results showed that the sensor (L) exhibited a 38-fold enhancement in fluorescence at 517 nm after adding 10 equiv. of Al3+ ions. Such fluorescent responses could be detected by the naked eye under a UV-lamp at 365 nm. The complex solution (L-Al3+) showed reversibility with EDTA and the complex was a 1:1 ratio according to Job's plot and electrospray ionization mass spectroscopy (ESI-MS). A photoinduced electron transfer (PET) mechanism was considered to be operational for fluorescence enhancement. The detection limit of Al3+ was calculated to be 1.2 × 10-7 M, a satisfying level to detect Al3+ in the micromolar scale. Importantly, the chemosensor L could be used to detect and quantify Al3+ in living cells. Therefore, this sensor has the ability to be a practical system for monitoring Al3+ concentrations in biological systems.
- Tian, Jianfei,Yan, Xiaxia,Yang, Hui,Tian, Fuli
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p. 107012 - 107019
(2016/01/09)
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- METAL-CHELATING COMPOUNDS HAVING AT LEAST ONE POLYAMINO CHAIN
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The invention relates to metal-chelating compounds comprising one or more 8-hydroxyquinoline units substituted in position 2 with a nitrogenous group comprising a polyamino chain, wherein the polyamino chain is N-substituted on said nitrogenous group, to the composition containing same, and to the uses thereof in the therapeutic field and in particular in the treatment of diseases associated with an abnormality in the regulation of metal metabolism resulting in a metal overload in human or animal cells.
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Paragraph 0160
(2015/01/06)
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- MULTIFUNCTIONAL QUINOLINE DERIVATIVES AS ANTI-NEURODEGENERATIVE AGENTS
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Novel quinoline derivatives are disclosed. Also disclosed are synthesis and use thereof for treating neurodegenerative diseases.
- -
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Paragraph 0263 - 0265
(2014/10/16)
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- MULTIFUNCTIONAL QUINOLINE DERIVATIVES AS ANTI-NEURODEGENERATIVE AGENTS
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Novel quinolone derivatives are disclosed. Also disclosed are synthesis and use thereof for treating neurodegenerative diseases. In an aspect, the invention relates to a composition comprising a therapeutically effective amount of the compound as aforemen
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Page/Page column 36-37
(2014/10/18)
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- Preparation of 8-hydroxyquinoline derivatives as potential antibiotics against Staphylococcus aureus
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This work describes the preparation of quinoline compounds as possible anti-bacterial agents. The synthesized quinoline derivatives show anti-bacterial activity towards Staphylococcus aureus. It is interesting to observe that the synthetic 5,7-dibromo-2-methylquinolin-8-ol (4) shows a similar minimum inhibitory concentration of 6.25 μg/mL as compared to that of methicillin (3.125 μg/mL) against Staphylococcus aureus.
- Lam, Kim-Hung,Gambari, Roberto,Lee, Kenneth Ka-Ho,Chen, Yi-Xin,Kok, Stanton Hon-Lung,Wong, Raymond Siu-Ming,Lau, Fung-Yi,Cheng, Chor-Hing,Wong, Wai-Yeung,Bian, Zhao-Xiang,Chan, Albert Sun-Chi,Tang, Johnny Cheuk-On,Chui, Chung-Hin
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p. 367 - 370
(2014/01/17)
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- Donor atom selective coordination of Fe3+ and Cr3+ trigger fluorophore specific emission in a rhodamine-naphthalimide dyad
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A rhodamine-naphthalimide dyad with multiple coordination sites displays Fe3+ and Cr3+ specific absorption and fluorescence emission profiles and permits specific detection of Fe3+ and Cr 3+ ions present in aqueous samples, and live A549 and CHO cells in a chemoselective manner. The Royal Society of Chemistry 2014.
- Chereddy, Narendra Reddy,Saranraj, Krishnan,Barui, Ayan Kumar,Patra, Chitta Ranjan,Rao, Vaidya Jayathirtha,Thennarasu, Sathiah
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p. 24324 - 24327
(2014/06/24)
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- Preparation of 8-hydroxyquinoline derivatives as potential antibiotics against Staphylococcus aureus
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This work describes the preparation of quinoline compounds as possible anti-bacterial agents. The synthesized quinoline derivatives show anti-bacterial activity towards Staphylococcus aureus. It is interesting to observe that the synthetic 5,7-dibromo-2-methylquinolin-8-ol (4) shows a similar minimum inhibitory concentration of 6.25 μg/mL as compared to that of methicillin (3.125 μg/mL) against Staphylococcus aureus.
- Lam, Kim-Hung,Gambari, Roberto,Lee, Kenneth Ka-Ho,Chen, Yi-Xin,Kok, Stanton Hon-Lung,Wong, Raymond Siu-Ming,Lau, Fung-Yi,Cheng, Chor-Hing,Wong, Wai-Yeung,Bian, Zhao-Xiang,Chan, Albert Sun-Chi,Tang, Johnny Cheuk-On,Chui, Chung-Hin
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p. 367 - 370
(2015/02/19)
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- Synthesis of 8-hydroxyquinoline derivatives as novel antitumor agents
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This letter describes the preparation of quinoline derivatives and their cytotoxic potentials toward human carcinoma cell lines. Among the selected compounds, 8-hydroxy-2-quinolinecarbaldehyde (3) showed the best in vitro cytotoxicity against the human cancer cell lines, including MDA231, T-47D, Hs578t, SaoS2, K562, SKHep1 (with a MTS50 range of 12.5-25 μg/mL) and Hep3B (with a MTS50 range of 6.25±0.034 μg/mL). The in vivo antitumor activity of compound 3 on subcutenaous Hep3B hepatocellular carcinoma xenograft in athymic nude mice was then studied. The results showed that the dose of 10 mg/kg/day of compound 3 with intraperitoneal injection for 9 days totally abolished the growth of the xenograft tumor of Hep3B with no histological damage on vital organs as compared with the control. The experimental results suggested that compound 3 has a good potential as an antitumor agent.
- Chan, Sau Hing,Chui, Chung Hin,Chan, Shun Wan,Kok, Stanton Hon Lun,Chan, Dessy,Tsoi, Miriam Yuen Tung,Leung, Polly Hang Mei,Lam, Alfred King Yin,Chan, Albert Sun Chi,Lam, Kim Hung,Tang, Johnny Cheuk On
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supporting information
p. 170 - 174
(2013/03/28)
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- Polyaminoquinoline iron chelators for vectorization of antiproliferative agents: Design, synthesis, and validation
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Iron chelation in tumoral cells has been reported as potentially useful during antitumoral treatment. Our aim was to develop new polyaminoquinoline iron chelators targeting tumoral cells. For this purpose, we designed, synthesized, and evaluated the biological activity of a new generation of iron chelators, which we named Quilamines, based on an 8-hydroxyquinoline (8-HQ) scaffold linked to linear polyamine vectors. These were designed to target tumor cells expressing an overactive polyamine transport system (PTS). A set of Quilamines bearing variable polyamine chains was designed and assessed for their ability to interact with iron. Quilamines were also screened for their cytostatic/cytotoxic effects and their selective uptake by the PTS in the CHO cell line. Our results show that both the 8-HQ moiety and the polyamine part participate in the iron coordination. HQ1-44, the most promising Quilamine identified, presents a homospermidine moiety and was shown to be highly taken up by the PTS and to display an efficient antiproliferative activity that occurred in the micromolar range. In addition, cytotoxicity was only observed at concentrations higher than 100 μ. We also demonstrated the high complexation capacity of HQ1-44 with iron while much weaker complexes were formed with other cations, indicative of a high selectivity. We applied the density functional theory to study the binding energy and the electronic structure of prototypical iron(III)-Quilamine complexes. On the basis of these calculations, Quilamine HQ1-44 is a strong tridentate ligand for iron(III) especially in the form of a 1:2 complex.
- Corcé, Vincent,Morin, Emmanuelle,Guihéneuf, Solène,Renault, Eric,Renaud, Stéphanie,Cannie, Isabelle,Tripier, Rapha?l,Lima, Luís M. P.,Julienne, Karine,Gouin, Sébastien G.,Loréal, Olivier,Deniaud, David,Gaboriau, Fran?ois
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p. 1952 - 1968
(2012/11/06)
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- Incorporation of triazole into a quinoline-rhodamine conjugate imparts iron(iii) selective complexation permitting detection at nanomolar levels
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Two new rhodamine based probes 1 and 2 for the detection of Fe3+ were synthesized and their selectivity towards Fe3+ ions in the presence of other competitive metal ions tested. The probe 1 formed a coloured complex with Fe3+ as well as Cu2+ ions and revealed the lack of adequate number of coordination sites for selective complexation with Fe3+. Incorporation of a triazole unit to the chelating moiety of 1 resulted in the probe 2, that displayed Fe3+ selective complex formation even in the presence of other competitive metal ions like Li +, Na+, K+, Cu2+, Mg2+, Ca2+, Sr2+, Cr3+, Mn2+, Fe 2+, Co2+, Ni2+, Zn2+, Cd 2+, Hg2+ and Pb2+. The observed limit of detection of Fe3+ ions (5 × 10-8 M) confirmed the very high sensitivity of 2. The excellent stability of 2 in physiological pH conditions, non-interference of amino acids, blood serum and bovine serum albumin (BSA) in the detection process, and the remarkable selectivity for Fe3+ ions permitted the use of 2 in the imaging of live fibroblast cells treated with Fe3+ ions.
- Chereddy, Narendra Reddy,Thennarasu, Sathiah,Mandal, Asit Baran
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p. 11753 - 11759
(2013/02/25)
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- Syntheses, characterization, and ethylene polymerization of titanium complexes with double-duty tridentate [ONN] ligands
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A series of titanium complexes containing the tridentate [ONN] ligands La-Lf were synthesized and characterized. The ligands Lb (8-quinolinolato- CH2NHAr; Ar = 2,6-diisopropylphenyl) has been prepared by the reduction of the corresponding imino
- Hu, Ping,Qiao, Ya-Lin,Wang, Jian-Qiang,Jin, Guo-Xin
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scheme or table
p. 3241 - 3247
(2012/06/04)
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- QUINOLINE DERIVATIVES AS ANTI-CANCER AGENTS
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Quinoline derivatives showing anticancer activities against cancer cell lines of hepatocellular carcinoma (Hep3B), lung carcinoma (A549), esophageal squamous cell carcinoma (HKESC-1, HKESC-4 and KYSE150). The quinoline derivatives have a backbone structure of the following formulas:
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Page/Page column 3-4
(2012/07/13)
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