Assessing quinoline removal performances of an aerobic continuous moving bed biofilm reactor(MBBR) bioaugmented with Pseudomonas citronellolis LV1

This study evaluated the bioaugmentation potential of a quinoline-degrading strain Pseudomonas citronellolis LV1 inoculation into activated sludge for treating quinoline wastewater, and results indicated the inoculation of LV1 in aerobic continuous MBBR could substantially improve the quinoline removal performance with an improved removal efficiency of 34% averagely when quinoline was used as the sole carbon and nitrogen source. Additionally, efficient removal of quinoline in enhanced MBBR occurred at the influent p H of 7.0–8.0, hydraulic retention time(HRT) of 24–28 h and influent quinoline concentration of 100–700 mg·L^(-1). High-throughput sequencing analysis indicated that bioaugmentation could increase microbial diversity and shape the microbial community structure. Although the inoculant LV1 did not remain its dominance in stage Ⅲ, bioaugmentation indeed induced the formation of effective microbial community, and the indigenous microbes including Flavobacterium, Pseudoxanthomonas,Pseudomonas, Vermamoeba, Dyadobacter and Sphingomonas might play the key role in quinoline removal.According to the PICRUSt, the enhanced genes encoding aromatic ring-cleavage enzyme, especially for Nheterocyclic ring-cleavage enzymes, could lead to the improved removal performance of quinoline in bioaugmentation stage. Moreover, the enhanced MBBR treated well actual coking wastewater, as indicated by high removal performance of quinoline, phenol and COD.

Microbial Degradation of Quinoline: Kinetics Study With Burkholderia picekttii

Objective To investigate the kinetics of quinoline biodegradation by Burkholderia pickttii, a Gram negative rod-shaped aerobe, isolated in our laboratory. Methods HPLC (Hewlett-Packard model 5050 with an UV detector) was used for the analysis of quinoline concentration. GC/MS method was used to identify the intermediate metabolites of quinoline degradation. Results The biodegradation of quinoline was inhibited by quinoline at a high concentration, and the degradation process could be described by the Haldane model. The kinetic parameters based on Haldane substrate inhibition were evaluated. The values were v = 0.44 h-1,Ks=166.7 mg/L, Ki= 650 mg/L, respectively. The quinoline concentration to avoid substrate inhibition was inferred theoretically and determined to be 329 mg/L. Conclusion The biodegradation of quinoline conforms to the Haldane inhibition model and the main intermediate metabolite of quinoline biodegradation is 2-hydroxy-quinoline.

Novel indole and quinoline alkaloids from Melodinus yunnanensis

6/7-Seco rearranged spiro-indolone alkaloids,meloyunines A(1)and B(2)and a monoterpenoid quinoline alkaloid meloyunine C(3)together with its possible intermediate 14,15-dehydromelohenine B(4),and their precursorΔ14-vincamenine(5)were isolated from Melodinus yunnanensis.All structures were elucidated based on NMR,FTIR,UV,and MS spectroscopic data.The isolation of monoterpenoid indole,quinoline,and its immediate from the same plant chemically supported the biosynthesis of quinoline from indole.Compound 2 was cytotoxic against several human cancer cell lines.

Synthesis and Crystal Structure of 3,7,7-Trimethyl-1-phenyl-4-(3-nitrophenyl)-4,5,6,7,8,9-hexahydro-1H-pyrazolo[3,4-b]quinoline-5(6H)-one

The title compound (C25H24N4O3) has been prepared by the cyclocondensation of 5-amino-3-methyl-1-phenypyrazol, m-nitrobenaldehyde and dimedone in glycol under microwave irradiation without catalyst. The crystal structure was determined by single-crystal X-ray diffraction to be orthorhombic, space group Pbca with a = 16.3331(10), b = 13.8329(9), c = 19.4163(12) ?, V = 4386.8(5) ?3, Z = 8, Dc = 1.298 g/cm3, μ = 0.087 mm-1, F(000) = 1808, Mr = 428.48, the final R = 0.0519 and wR = 0.1019. X-ray analysis revealed that the pyridine ring is of boat conformation and the six-membered ring fused with it adopts twist boat conformation.② Corresponding author. Tu Shu-Jiang, born in 1957, professor, majoring in the synthesis of organic and heterocycle compounds. E-mail: laotu2001@ 263.net

Bioaugmentation: a new strategy for removal of recalcitrant compounds in wastewater—a case study of quinoline

ＩｎｔｒｏｄｕｃｔｉｏｎＩｎｒｅｃｅｎｔｙｅａｒｓｘｅｎｏｂｉｏｔｉｃｓｈａｖｅｃａｕｇｈｔｗｏｒｌｄｓａｔｔｅｎｔｉｏｎｂｅｃａｕｓｅｔｈｅｙａｒｅｐｏｏｒｌｙｂｉｏｄｅｇｒａｄａｂｌｅａｎｄｔｈｒｅａｔｅｎｐｕｂｌｉｃｈｅａｌｔｈｉｆｈａｎｄｌｅ...

Charge effects on quinoline hydrodenitrogenation catalyzed by Ni-Mo-S active sites-A theoretical study by DFT calculation

The charge distribution on Ni-Mo-S active sites can affect hydrodenitrogenation(HDN)activity.In this study,a series of model Ni-Mo-S were developed with various charge distributions.For comparison,the charge distribution effects on quinoline HDN were studied.The results show that a lack of electrons and extra protons can both lower the orbital eigenvalue of the Ni-Mo-S,leading to stronger adsorption of nitrogen-containing compounds and inhibition of ammonia desorption.Electron deficiency will improve the generation of active hydrogen on the active sites but inhibit hydrogen transfer to the nitrogen compounds;extra protons can provide H^(+)to the nitrogen compounds,which will flexibly transfer between the nitrogen compound and active sites,thus improving the cleavage of the C-N bond.

Research on quinoline degradation in drinking water by a large volume strong ionization dielectric barrier discharge reaction system

Quinoline is widely used in the production of drugs as a highly effective insecticide,and its derivatives can also be used to produce dyes.It has a teratogenic carcinogen to wildlife and humans once entering into the aquatic environment.In this study,the degradation mechanism of quinoline in drinking water by a strong ionization dielectric barrier discharge(DBD)lowtemperature plasma with large volume was explored.High concentration of hydroxyl radical(·OH)(0.74 mmol l^(-1))and ozone(O3)(58.2 mg l^(-1))produced by strongly ionized discharge DBD system were quantitatively analyzed based on the results of electron spin resonance and O3 measurements.The influencing reaction conditions of input voltages,initial pH value,·OH inhibitors,initial concentration and inorganic ions on the removal efficiency of quinoline were systematically studied.The obtained results showed that the removal efficiency and TOC removal of quinoline achieved 94.8%and 32.2%,degradation kinetic constant was 0.050 min^(-1) at 3.8 k V and in a neutral pH(7.2).The proposed pathways of quinoline were suggested based on identified intermediates as hydroxy pyridine,fumaric acid,oxalic acid,and other small molecular acids by high-performance liquid chromatography/tandem mass spectrometry analysis.Moreover,the toxicity analysis on the intermediates demonstrated that its acute toxicity,bioaccumulation factor and mutagenicity were reduced.The overall findings provided theoretical and experimental basis for the application of a high capacity strong ionization DBD water treatment system in the removal of quinoline from drinking water.

Preparation,Single-crystal Structure and Antibacterial Activity of N-((6-Bromine-2-methoxylquinoline-3-yl)benzyl)-3-morpho-line-N-(naphthalene-1-yl)propionamide

The halogenated hydrocarbon amination reaction between the original raw mate-rial N-（（6-bromine-2-methoxylquinoline-3-yl）benzyl）-3-chlorine-N-（naphthalene-1-yl）propionamide and morpholine produces the target molecule N-（（6-bromine-2-methoxylquinoline-3-yl）benzyl）-3-morpholine-N-（naphthalene-1-yl）propionamide （C34H32BrN3O3,Mr=610.54）,and its structure was characterized by 1H NMR,IR,H RMS and X-ray single-crystal diffraction.This crystal is of triclinic system,space group P1 with a=9.315（2）,b=10.3449（12）,c=15.901（3）,α=80.981（14）,β=76.996（17）,γ=74.917（13）°,V=1433.6（5）3,Z=2,Dc=1.414 g/cm3,F（000）= 632,μ（MoKα）=1.47 mm-1,the final R=0.0735 and wR=0.2457.In total,5585 independent reflections including 3727 observed ones with I 〉 2σ（I） were collected.The dihedral angle between naphthyl and substituted quinolyl and that between phenyl and substituted quinolyl are 61.2（1） and 108.2（1）°,respectively.Through C-H…O and C-H…N hydrogen bonds among molecules,the whole molecule is stacked into a three-dimensional structure.In addition,π-π stacking among adjacent naphthalene rings makes the molecule more stable,and the morpholine ring adopts a chair conformation.The target molecule exhibits good antibacterial activity.

Ion-beam-assisted characterization of quinoline-insoluble particles in nuclear graphite

The irradiation behavior of graphite is essential for its applications in the nuclear industry.However,the behavioral differences of graphite remain obscure because of the very limited comprehension of its microstructural differences.One typical structure,the quinoline-insoluble(QI)particle,was investigated using IG-110 and NBG-18 graphite.After irradiation,the QI particles on the polished surface were proven to become hillocks,which were easily identifiable via scanning electron microscopy(SEM).Thus,a method that combined ion irradiation and SEM characterization was proposed to study the distribution and concentration of QI particles in graphite.During irradiation,the QI particles were found to evolve into densified spheres,which were weakly bonded with the surrounding graphite structures,thereby indicating that the densification of QI particles did not evidently contribute to graphite dimensional shrinkage.A much higher concentration of QI particles in NBG-18 than IG-110,which was suggested to be responsible for the smaller maximum dimensional shrinkage of former over the latter during irradiation,was characterized.

Syntheses of Tetrahydropyrrolizino[2,1-c]quinoline Derivatives

The three title compounds were prepared from 2-phenylaminomethyl-3H-1,2-dihydro-1-pyrrolizinols via an intramolecular Friedel-Crafts reaction. 2-Phenylaminomethyl-3H-1,2-dihydro-1-pyrrolizinols were prepared from 2-phenylaminomethyl-3H-1,2-dihydro-1-pyrrolizinones via reduction. The heterocyclic ring system of pyrrolizino[2,1-c]quinoline has not been found in literature.

Crystal Structure of 4-(4-chlorophenyl)-7,7-dimethyl-2,5- dioxo-1,2,3,4,5,6,7,8-octahydroquinoline

The crystal structure of the title compound (C17H18ClNO2) has been determined by single-crystal X-ray diffraction. The crystal is monoclinic with space group C2/c, a=23.677(5), b=9.5333(2), c=14.027(3)? b=98.06(3), V=313.5(1)?, Mr=303.77, Z=8, Dc=1.287g/cm3, l=0.71073, m(MoKa)=0.247mm-1, F(000)=1280. The structure was refined to R=0.0600, wR=0.1959 for 2020 reflections with I>2s(I). X-ray analysis reveals that the dihedral angle between plane 1 [C(1)~C(6)] and plane 2 [N(1), C(10), C(11), C(7)] is 78.8(1) , between plane 2 and plane 3 [C(10), C(11), C(12), C(13), C(15)] is 3.95(7) .

Syntheses, Crystal Structures and Photoluminescence Properties of Cadmium(Ⅱ) and Nickel(Ⅱ) Complexes with 2-(2-Benzimidazolyl)quinoline

Two novel complexes, [Cd2（BMQU）2Cl4] （1） and [Ni（BMQU）2HPO4]·1.5H2O （2） （BMQU = 2-（2-benzimidazolyl）quinoline）, were synthesized by the hydrothermal method and characterized by elemental analysis, IR, and TG-DTG. The crystal structures were determined by single-crystal X-ray diffraction. Both 1 and 2 crystallize in the triclinic system, space group P . The data for 1： a = 0.8342（7）, b = 0.9226（9）, c = 1.0646（8） nm, α = 90.819（2）, β = 97.466（2）, γ = 98.280（2）°. The Cd（Ⅱ） is coordinated with three chlorine atoms and two nitrogen atoms of a BMQU molecule, generating a distorted square-pyramidal geometry. The dinuclear Cd（Ⅱ） complex is formed by two chlorine bridge bonds, and the one-dimensional chain structure is constructed with the hydrogen bond N-H…Cl and π-π stacking interaction. The data for 2： a = 1.2251（1）, b = 1.2451（1）, c = 1.2868（1） nm, α = 107.510（2）, β = 98.630（1）, γ = 109.921（2）°. The Ni（Ⅱ） is coordinated with four nitrogen atoms of two BMQU molecules and two oxygen atoms of a HPO42-, forming a distorted-octahedral geometry. The two-dimensional layer structure is formed by the hydrogen bonds and π-π stacking interaction between neighboring molecules. Complex 1 shows a strong blue fluorescence emission （λmax= 456 nm） at solid state.

Magnetic Nano Cobalt Ferrite Catalyzed Synthesis of 4H-Pyrano[3,2-h]quinoline Derivatives under Microwave Irradiation

A microwave irradiated magnetically separable nano cobalt ferrite catalyzed green method for the synthesis of 4-phenyl-4H-pyrano[3,2-h]quinolin-2-amine and 2-amino-4-phenyl-4H-pyrano[3,2-h] quinoline-3-carbonitrile derivatives through cyclization of aromatic aldehyde, acetonitrile/malononitrile and 8-hydoxyquinoline is developed and presented in this paper. The cubic magnetic cobalt ferrite nano particles were synthesized by sol-gel citrate precursor method and characterized by FT-IR, XRD, SEM and TEM techniques and the structures of the synthesized pyranoquinoline derivatives were assigned by IR, MASS and 1H NMR techniques. The reaction is carried out in a domestic microwave oven with a heat-resistant microwave safe glass container with a lid.

SYNTHESIS， COMPLEXATION PROPERTIES AND CRYSTAL STRUCTURE OF NEW DIOXOCYCLAM BEARING 8－METHYL QUINOLINE AS FUNCTIONAL PENDANT（S）

Two new dioxo tetraamine ligands L1 and L2 have been synthesized and characterized by 1H NMR, IR, MS and elemental analysis,Their protonation eonstants and complex formation constants with Cu2+have been determined by potentiometric titration, The X-ray crystal structure of L1 has been determined.

SYNTHESIS AND COMPLEXATION PROPERTIES OF NEW DIOXO TETRAAMINE LIGANDS WITH 8－METHYL QUINOLINE AS FUNCTIONAL PENDANT（S）

Two new, dioxo tetraamine ligands L1 and L2 have,been synthesized and characterized. by 1H NMR IR MS and elemental analysis Their protonstion constants and complex formation constants,with Cu2+ have been determined by potentiometric titration

Synthesis and Crystal Structure of 4-(2-Bromophenyl)-3,4,7,8-tetrahydro-7,7-dimethyl-1-p-tolylquinoline-2,5(1H,6H)-dione

The title compound 4-（2-bromophenyl）-3,4,7,8-tetrahydro-7,7-dimethyl-1-p-tolylquinoline-2,5（1H,6H）-dione 1 （C24H24BrNO2, Mr = 438.35） was synthesized and characterized by IR, 1H NMR and elemental analysis. The crystal belongs to monoclinic, space group C2/c with a = 27.565（14）, b = 10.079（5）, c = 15.917（8） A,β = 111.059（9）°, Z = 8, V = 4127（4）A3, Dc = 1.411 g·cm^-3,μ（MoKa） = 2.011 mm^-1, F（000） = 1808, the final R = 0.0417 and wR = 0.1032 for 2393 observed reflections （I 〉 2σ（I））. X-ray analysis reveals that the pyridine ring adopts a distorted boat conformation, while another six-membered ring takes a half-chair conformation. In addition, there are non-classical hydrogen bonds of C-H…O and C-H…Br in the structure. The short distance （3.481A） between the adjacent 2-bromophenyl rings indicates the existence of π-π interaction.

Synthesis and Crystal Structure of exo-4-(3,4-Dichlorophenyl)-8-ethyl-3,3a,4,5,8, 12d-hexahydro-2H-furo[3,2-c]indolo[3,2-f]quinoline

The title compound exo-4-（3,4-dichlorophenyl）-8-ethyl-3,3a,4,5,8,12d-hexahydro-2H-furo[3,2-c]indolo[3,2-f]quinoline （C25H22Cl2N2O, Mr = 437.35） was synthesized and crystallized. The crystal belongs to tetragonal, space group I4（1）/a with a = 17.4903（3）, b = 17.4903（3）, c = 28.3403（5） , Z = 16, V = 8669.6（3） 3, Dc = 1.340 g·cm-3, μ（MoKɑ） = 0.319 mm-1, F（000） = 3648, R = 0.0429 and wR = 0.711 for 2714 observed reflections I 2σ（I）. X-ray analysis reveals that atoms C（1）, C（2）, C（3）, C（4）, C（5） and N（1） on the new pyridine ring are slightly distorted, forming a distorted boat conformation.

Biodegradation Kinetics and Mechanism of a Typical Coal Gasification Pollutant:Quinoline

A strain Pseudomonas sp.PP1 was isolated from activated sludge and characterized by morphological observation,biochemical and physiological identification as well as 16 S rRNA gene sequence analysis.It was a gram-negative,non-motile,rod-shaped with colonies which were white,opaque,small and wrinkled on solid quinoline-MSM.The strain was negative for catalase,gelatin liquefaction,M.R and V.P tests and was unable to reduce / restore nitrate.The 1406 bp 16 S rRNA gene fragment of PP1 was more than 99% identical to the Pseudomonas sp.Biodegradation of quinoline as single substrate was conducted in batch experiments at different temperatures( 15- 40 ℃) and p H values( 5- 10).The results indicate that the optimum conditions for the degradation of quinoline by PP1 were 30 ℃ and p H 7.Pseudomonas sp.PP1 was able to degrade 97.1%,95.4%,94.8%,63.6% and 40.4% quinoline when initial concentrations of quinoline were 50,100,200,300,and 400 mg / L,respectively,and lag phases were prolonged from 2 h to 10 h.The maximum degradation rate( q) was obtained at an initial quinoline concentration( S0) of about 100 mg/L with q of 0.082.The experimentally obtained q values at various initial S0 were fitted by Haldane model,Yano model,Aiba model,Edward model and Webb model,and the results demonstrated that Haldane model gives the best fit for strain PP1 with coefficient of determination,R2= 0.9124 and SDavg= 0.0113208.Five metabolic intermediates were identified by high performance liquid chromatograph( HPLC) and GC / MS.Finally,a possible pathway containing 5,6-dihydroxy-2-oxo-1,2-dihydroquinoline as an intermediate was proposed for the first time.