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1.
J Hazard Mater ; 465: 133435, 2024 Mar 05.
Article in English | MEDLINE | ID: mdl-38224639

ABSTRACT

Nylon-6,6 microplastics (NMPs) in aquatic systems have emerged as potential contaminants to the global environment and have garnered immense consideration over the years. Unfortunately, there is currently no efficient method available to eliminate NMPs from sewage. This study aims to address this issue by isolating Brucella intermedia ZL-06, a bacterium capable of producing a bacterial polysaccharide-based flocculant (PBF). The PBF generated from this bacterium shows promising efficacy in effectively flocculating NMPs. Subsequently, the precipitated flocs (NMPs + PBF) were utilized as sustainable feedstock for synthesizing PBF. The study yielded 6.91 g/L PBF under optimum conditions. Genome sequencing analysis was conducted to study the mechanisms of PBF synthesis and nylon-6,6 degradation. The PBF exhibited impressive flocculating capacity of 90.1 mg/g of PBF when applied to 0.01 mm NMPs, aided by the presence of Ca2+. FTIR and XPS analysis showed the presence of hydroxyl, carboxyl, and amine groups in PBF. The flocculation performance of PBF conformed to Langmuir isotherm and pseudo-first-order adsorption kinetics model. These findings present a promising approach for reducing the production costs of PBF by utilizing NMPs as sustainable nutrient sources.


Subject(s)
Brucella , Caprolactam/analogs & derivatives , Microplastics , Polymers , Plastics , Sewage/microbiology , Flocculation
2.
Acta Chim Slov ; 67(3): 896-903, 2020 Sep.
Article in English | MEDLINE | ID: mdl-33533413

ABSTRACT

Two new ethyl maltolato coordinated mononuclear oxidovanadium(V) complexes [VOLa(emt)]·DMF (1) and [VOLb(emt)] (2), where H2La = N'-(4-bromo-2-hydroxybenzylidene)-3-hydroxybenzohydrazide, H2Lb = N'-(4-bromo-2-hydroxybenzylidene)benzohydrazide, Hemt = ethyl maltol, have been synthesized and characterized on the basis of CHN elemental analysis, FT-IR and UV-Vis spectroscopy and powder XRD analysis. Structures of the complexes were further characterized by single crystal X-ray diffraction, which indicated that the V atoms in the complexes adopt octahedral coordination. The hydrazones behave as NOO tridentate ligands. The catalytic epoxidation properties on cyclooctene of the complexes were investigated.

3.
Acta Chim Slov ; 67(2): 644-650, 2020 Jun.
Article in English | MEDLINE | ID: mdl-33855565

ABSTRACT

A new oxidovanadium(V) complex, [VOL(OCH3)(CH3OH)], where H2L = 4-bromo-N'-(2-hydroxybenzylidene)benzohydrazide, has been synthesized and fully characterized on the basis of CHN elemental analysis, FT-IR, UV-Vis, 1H and 13C NMR spectroscopy. Structures of the free hydrazone and the complex were further characterized by single crystal X-ray diffraction, which indicates that the V atom in the complex adopts octahedral coordination, and the hydrazone ligand behaves as a tridentate ligand. The catalytic epoxidation property of the complex was investigated.

4.
Acta Chim Slov ; 67(2): 638-643, 2020 Jun.
Article in English | MEDLINE | ID: mdl-33855579

ABSTRACT

The hydrazone compound N'-(2-hydroxybenzylidene)-3-methylbenzohydrazide (H2L) was prepared. With H2L and copper acetate a new copper complex [Cu(HL)(NCS)]·CH3OH was synthesized. Both the hydrazone and the copper complex were characterized by physico-chemical methods and single crystal X-ray diffraction techniques. The complex is a thiocyanato-coordinated copper(II) species. The Cu atom in the complex is in square planar geometry. The complex is a promising urease inhibitor.


Subject(s)
Coordination Complexes/chemistry , Enzyme Inhibitors/chemistry , Hydrazines/chemistry , Urease/antagonists & inhibitors , Coordination Complexes/chemical synthesis , Copper/chemistry , Enzyme Assays , Enzyme Inhibitors/chemical synthesis , Hydrazines/chemical synthesis , Molecular Structure , Urease/chemistry
5.
Acta Chim Slov ; 63(2): 279-86, 2016.
Article in English | MEDLINE | ID: mdl-27333550

ABSTRACT

Two new cis-dioxomolybdenum(VI) complexes with general formula [MoO2L(MeOH)], where L = L1 = N'-(3,5-dibromo-2-hydroxybenzylidene)-4-trifluoromethylbenzohydrazide for complex 1, and L = L2 = N'-(3-bromo-5-chloro-2-hydroxybenzylidene)-4-trifluoromethylbenzohydrazide for complex 2, have been synthesized and fully characterized on the basis of elemental analysis, FT-IR, molar conductivity, and electronic spectra. The complexes are also characterized by single crystal X-ray diffraction. The complexes have distorted octahedral structures in which the aroylhydrazones behave as dianionic ligands. It is also revealed from the crystal structures that the Mo(VI) center adopts NO5 donor environment, and the octahedral coordination is furnished by two oxido groups and oxygen atoms of neutral methanol molecules. The catalytic properties were investigated for epoxidation of cyclooctene using aqueous tert-butyl hydroperoxide as the oxidant.

6.
J Inorg Biochem ; 127: 82-9, 2013 Oct.
Article in English | MEDLINE | ID: mdl-23962498

ABSTRACT

Seven new Schiff base copper(II) complexes with planar four-coordinate copper(II) centers have been synthesized and structurally characterized. The solid state structures of complexes 1, 3, 4, 5, 6 and 7 present a square-planar coordination geometry at the metal centers while complex 2 shows a slightly distorted square-planar geometry. Density functional theory calculations have been performed to evaluate the electronic structure of copper(II) complex 7. Inhibition of jack bean urease by copper(II) complexes 1-7 have also been investigated, and potent inhibitory activities with IC50 range of 2.60-17.00µM have been observed for these mononuclear copper(II) complexes. A docking analysis using a DOCK program was conducted to explain the urease inhibitory activity of the copper(II) complexes and the structure-activity relationships were further discussed.


Subject(s)
Coordination Complexes/chemical synthesis , Copper/chemistry , Quantum Theory , Schiff Bases/chemistry , Urease/antagonists & inhibitors , Coordination Complexes/chemistry , Coordination Complexes/pharmacology , Crystallography, X-Ray , Enzyme Activation/drug effects , Enzyme Inhibitors/chemical synthesis , Enzyme Inhibitors/chemistry , Enzyme Inhibitors/pharmacology , Models, Molecular , Structure-Activity Relationship
7.
Eur J Med Chem ; 58: 323-31, 2012 Dec.
Article in English | MEDLINE | ID: mdl-23142672

ABSTRACT

Eleven mononuclear copper(II), nickel(II), zinc(II) and cobalt(II) complexes of Schiff base ligands derived from 3,5-dibromosalicylaldehyde/3,5-dichlorosalicylaldehyde were synthesized and determined by single crystal X-ray analysis. The crystal structures of complexes 1, 2, 4, 5, 6, 8 and 11 present the square-planar coordination geometry at the metal center and complexes 7, 9 and 10 show the distorted tetrahedral geometry. While one copper center in 3 has a square-planar geometry, the other copper is slightly distorted square-planar. The inhibitory activities of all the obtained complexes were tested in vitro against jack bean urease. It was found that Schiff base copper(II) complexes 1, 3, 5, 8 and 11 showed strong urease inhibitory activities (IC(50) = 1.51-3.52 µM) compared with acetohydroxamic acid (IC(50) = 62.52 µM), which was a positive reference. Their structure-activity relationships were further discussed.


Subject(s)
Benzaldehydes/chemistry , Enzyme Inhibitors/pharmacology , Metals, Heavy/chemistry , Organometallic Compounds/pharmacology , Schiff Bases/chemistry , Urease/antagonists & inhibitors , Crystallography, X-Ray , Dose-Response Relationship, Drug , Enzyme Inhibitors/chemical synthesis , Enzyme Inhibitors/chemistry , Fabaceae/enzymology , Models, Molecular , Molecular Structure , Organometallic Compounds/chemical synthesis , Organometallic Compounds/chemistry , Structure-Activity Relationship , Urease/metabolism
8.
J Enzyme Inhib Med Chem ; 27(4): 528-32, 2012 Aug.
Article in English | MEDLINE | ID: mdl-22809106

ABSTRACT

Two mononuclear copper(II) complexes, [Cu(C(15)H(16)NO(2))(2)] (1) and [Cu(C(6)H(9)N(2)O(4))(2)·3H(2)O] (2·3H(2)O), were synthesised and structurally characterised by single-crystal X-ray analysis. The copper(II) atom adopts a square-planar environment in complex 1, while the geometry in 2·3H(2)O could be described as the distorted square pyramidal. Complexes 1 and 2·3H(2)O were evaluated for their inhibitory activities against Helicobacter pylori (H. pylori) urease in vitro. They both were found to have strong inhibitory activities against H. pylori urease comparable to that of acetohydroxamic acid (AHA). A docking simulation was performed to position 2 into the H. pylori urease active site to determine the probable binding conformation.


Subject(s)
Copper/chemistry , Helicobacter pylori/enzymology , Organometallic Compounds/pharmacology , Urease/antagonists & inhibitors , Crystallography, X-Ray , Dose-Response Relationship, Drug , Models, Molecular , Organometallic Compounds/chemical synthesis , Organometallic Compounds/chemistry , Structure-Activity Relationship , Urease/metabolism
9.
J Inorg Biochem ; 108: 22-9, 2012 Mar.
Article in English | MEDLINE | ID: mdl-22265835

ABSTRACT

Five mononuclear copper(II) and nickel(II) complexes of Schiff base ligands derived from 4-hydroxyphenethylamine and 2-phenylethylamine were synthesized and determined by single crystal X-ray analysis. The crystal structures of these complexes presented the square planar coordination geometry at the metal center. The inhibitory activity of all the obtained complexes was tested in vitro against jack bean urease. It was found that Schiff base copper(II) complexes, namely [Cu(C(15)H(13)BrNO(2))(2)]·2(C(6)H(7)N) (1), [Cu(C(15)H(12)Br(2)NO(2))(2)]·2(DMF) (2), Cu(C(19)H(16)NO(2))(2) (3) and Cu(C(19)H(16)NO)(2) (5), showed strong inhibitory activity against jack bean urease (IC(50)=1.45-3.59 µM), while Schiff base nickel(II) complex, [Ni(C(19)H(16)NO(2))(2)]·2(DMF) (4), exhibited weak inhibitory activity (IC(50)>50 µM). Their structure-activity relationships were further discussed.


Subject(s)
Copper/chemistry , Enzyme Inhibitors/chemistry , Enzyme Inhibitors/pharmacology , Nickel/chemistry , Schiff Bases/chemistry , Urease/antagonists & inhibitors , Enzyme Inhibitors/chemical synthesis , Molecular Structure
10.
Eur J Med Chem ; 45(10): 4473-8, 2010 Oct.
Article in English | MEDLINE | ID: mdl-20691510

ABSTRACT

Six transition metal compounds of Schiff base ligands were evaluated for the inhibitory activity on jack bean urease, of which compounds 2-6 were determined by single crystal X-ray analysis. It was found that copper(II) complexes 1 and 4 showed strong inhibitory activity against jack bean urease (IC(50) = 0.52 and 0.46 microM), compared with acetohydroxamic acid (IC(50) = 42.12 microM) as a positive reference. Cobalt(II), nickel(II) and zinc(II) compounds also exhibited potent inhibitory activity (IC(50) = 3.88-25.20 microM). A docking analysis using the AUTODOCK 4.0 program could explain the inhibitory activities of 1 and 4 against urease.


Subject(s)
Canavalia/enzymology , Coordination Complexes/chemistry , Coordination Complexes/pharmacology , Schiff Bases/chemistry , Schiff Bases/pharmacology , Urease/antagonists & inhibitors , Coordination Complexes/chemical synthesis , Crystallography, X-Ray , Enzyme Inhibitors/chemical synthesis , Enzyme Inhibitors/chemistry , Enzyme Inhibitors/pharmacology , Models, Molecular , Protein Binding , Schiff Bases/chemical synthesis , Transition Elements/chemical synthesis , Transition Elements/chemistry , Transition Elements/pharmacology , Urease/metabolism
11.
Nat Prod Commun ; 5(12): 1907-12, 2010 Dec.
Article in English | MEDLINE | ID: mdl-21299118

ABSTRACT

Glabridin, a polyphenolic isoflavan of Glycyrrhiza glabra, has shown a variety of pharmaceutical properties. We have previously studied the isolation of glabridin using macroporous resin and found that it is partially degraded, giving a dark color. To illustrate the degradation of glabridin, the present work studied the stability of glabridin under various conditions. Licorice extract containing about 20% glabridin, obtained from G. glabra by silica gel column chromatography, was used in the stability study. Seven different factors (temperature, illumination, humidity, pH, solvent, oxygen, and oxidant) were studied and content changes were determined through HPLC analysis. Except for oxygen, all the above factors had an effect on the stability of glabridin, with illumination being the main one. Moreover, the interactions between temperature and pH, temperature and humidity, and illumination and pH can promote the degradation of glabridin. In conclusion, we suggest that a dark, dry and airtight environment provides the optimized condition for the long-term storage of glabridin.


Subject(s)
Isoflavones/chemistry , Phenols/chemistry , Drug Stability , Humidity , Hydrogen-Ion Concentration , Light , Temperature
12.
Acta Crystallogr Sect E Struct Rep Online ; 65(Pt 9): m1083-4, 2009 Aug 19.
Article in English | MEDLINE | ID: mdl-21577435

ABSTRACT

In the title compound, [Zn(C(6)H(5)N(2)O(2))(2)(H(2)O)]·3H(2)O, the Zn(II) centre is five-coordinated by two O,N-bidentate Schiff base ligands and one O atom from a water mol-ecule in a slightly distorted square-pyramidal geometry. In the crystal, the complex and uncoordinated water mol-ecules are linked by O-H⋯O, O-H⋯N and C-H⋯O hydrogen bonds, forming a three-dimensional network.

13.
Acta Crystallogr Sect E Struct Rep Online ; 65(Pt 9): m1151, 2009 Aug 29.
Article in English | MEDLINE | ID: mdl-21577484

ABSTRACT

In the title compound, [Zn(C(12)H(11)N(2)O)(2)], the Zn(II) atom, lying on an inversion center, is coordinated by two O atoms and two N atoms from two salicylal Schiff base ligands in a distorted square-planar geometry. A three-dimensional network is formed by inter-molecular C-H⋯N hydrogen bonds and C-H⋯π contacts.

14.
Acta Crystallogr Sect E Struct Rep Online ; 65(Pt 9): o2179, 2009 Aug 19.
Article in English | MEDLINE | ID: mdl-21577585

ABSTRACT

In the title compound, C(14)H(13)NOS(3), the dihedral angle between the benzene rings is 73.26 (5)° and an intra-molecular O-H⋯N hydrogen bond occurs.

15.
Acta Crystallogr Sect E Struct Rep Online ; 65(Pt 10): m1163, 2009 Sep 05.
Article in English | MEDLINE | ID: mdl-21577701

ABSTRACT

In the title compound, [Cu(C(8)H(6)BrO(2))(2)(C(7)H(10)N(2))(2)(H(2)O)(2)], the Cu(II) atom (site symmetry ) adopts a Jahn-Teller-distorted trans-CuN(2)O(4) octa-hedral coordination, with the aqua O atoms in axially extended sites. An intra-molecular O-H⋯O hydrogen bond helps to establish the conformation and an inter-molecular O-H⋯O hydrogen bond is seen in the crystal packing.

16.
Acta Crystallogr Sect E Struct Rep Online ; 65(Pt 10): m1180, 2009 Sep 09.
Article in English | MEDLINE | ID: mdl-21577715

ABSTRACT

In the title compound, [Co(C(13)H(16)NOSe(2))(2)]·CH(3)CN, the Co(II) atom is four-coordinated by two N,O-bidentate Schiff base ligands, resulting in a distorted tetra-hedral coordination for the metal ion.

17.
Z Naturforsch C J Biosci ; 63(5-6): 361-5, 2008.
Article in English | MEDLINE | ID: mdl-18669021

ABSTRACT

Licochalcone A was isolated from the roots of Glycyrrhiza inflata and evaluated for its anti-inflammatory activity in xylene-induced mice ear edema and carrageenan-induced paw edema tests. At the same time, the inhibition of prostaglandin biosynthesis by licochalcone A was also studied in lipopolysaccharide (LPS)-induced mouse macrophage cells. At 5 mg/ ear, licochalcone A showed remarkable effects against acute inflammation induced by xylene, and at the doses of 2.5, 5, 10 mg/kg (p.o.), licochalcone A reduced significantly paw edema induced by carrageenan compared to the control at the fourth hour. Both COX-2 activity and expression were significantly inhibited by licochalcone A at all the test doses. Therefore, licochalcone A could be a useful compound for the development of new anti-inflammatory agents.


Subject(s)
Anti-Inflammatory Agents/isolation & purification , Chalcones/isolation & purification , Glycyrrhiza/chemistry , Animals , Anti-Inflammatory Agents/pharmacology , Chalcones/pharmacology , Cyclooxygenase 2/drug effects , Cyclooxygenase 2/metabolism , Dinoprostone/metabolism , Lipopolysaccharides/pharmacology , Macrophages, Peritoneal/drug effects , Macrophages, Peritoneal/enzymology , Mice , Mice, Inbred Strains , Plant Roots/chemistry , Rats , Rats, Wistar
18.
Planta Med ; 74(4): 377-80, 2008 Mar.
Article in English | MEDLINE | ID: mdl-18484526

ABSTRACT

Glabridin was isolated from the roots of Glycyrrhiza glabra and its effects on cognitive functions and cholinesterase activity were investigated in mice. Glabridin (1, 2 and 4 mg kg (-1), P. O.) and piracetam (400 mg kg (-1), i. p.), a clinically used nootropic agent, were administered daily for 3 successive days to different groups of mice. The higher doses (2 and 4 mg kg (-1), P. O.) of glabridin and piracetam significantly antagonized the amnesia induced by scopolamine (0.5 mg kg (-1), I. P.) in both the elevated plus maze test and passive avoidance test. Furthermore, glabridin (2 and 4 mg kg (-1), P. O.) and metrifonate (50 mg kg (-1), I. P.), used as a standard drug, both remarkably reduced the brain cholinesterase activity in mice compared to the control group. Therefore, glabridin appears to be a promising candidate for memory improvement and it will be worthwhile to explore the potential of glabridin in the management of Alzheimer patients.


Subject(s)
Glycyrrhiza/chemistry , Isoflavones/pharmacology , Learning/drug effects , Phenols/pharmacology , Animals , Cholinesterase Inhibitors/pharmacology , Dose-Response Relationship, Drug , Isoflavones/chemistry , Male , Mice , Molecular Structure , Nootropic Agents/pharmacology , Phenols/chemistry , Piracetam/pharmacology , Plant Roots/chemistry , Trichlorfon/pharmacology
19.
Acta Crystallogr Sect E Struct Rep Online ; 64(Pt 12): o2374, 2008 Nov 20.
Article in English | MEDLINE | ID: mdl-21581346

ABSTRACT

In the title mol-ecule, C(18)H(16)F(2)O(4), the two benzene rings form a dihedral angle of 55.2 (2)°. In the crystal structure, weak inter-molecular C-H⋯O hydrogen bonds link the mol-ecules into chains propagating along the c axis.

20.
Acta Crystallogr Sect E Struct Rep Online ; 64(Pt 12): o2471, 2008 Nov 29.
Article in English | MEDLINE | ID: mdl-21581438

ABSTRACT

The title compound, C(19)H(19)ClO(5), displays a dihedral angle of 74.7 (3)° between the mean planes of the 4-chloro-phenyl and phenol rings.

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