- Dual application of synthesized SnO2 nanoparticles in ion chromatography for sensitive fluorescence determination of ketoprofen in human serum, urine, and canal water samples
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The aim of this novel study was to introduce a cheap, simple, sensitive, and green methodology involving the dual application of synthesized porous SnO2 nanoparticles (NPs) for selective conversion of non-fluorescent ketoprofen (KP) into a highly fluorescent species and as a sorbent in a μ-sample preparation method for extraction of KP from the three complex human serum, urine, and canal water samples. The clean separation and sensitive fluorescence determination of KP from these complex samples were carried out by coupling an ion chromatograph with a fluorescence detector (IC-FLD). The sorbent was prepared by a simple chemical precipitation method in water and characterized via various techniques. The porous SnO2 NPs, in addition to their role in the selective conversion of KP into a highly fluorescent species, also act as an effective sorbent for the selective degradation and elimination of polar organics, inorganic matrices, and heavy metals in complex samples. The optimized analytical method exhibited satisfactory linearity for ketoprofen in the concentration range of 0.2-1.5 mg kg-1 with a correlation coefficient (r2) of 0.997. The limit of detection (LOD) and quantification (LOQ) in human serum, urine, and canal water samples were 0.1 μg kg-1, 0.5 μg kg-1, and 0.39 μg kg-1 and 1.3 μg kg-1, 0.3 μg kg-1, and 1.7 μg kg-1, respectively. The method also showed good intra-day and inter-day precisions at the two concentration levels of 0.5 mg kg-1 and 1.3 mg kg-1 in complex samples with the relative standard deviations (RSDs) less than 16.3% (n = 5), and satisfactory recoveries were retrieved in the range of 85.1-101.4% with minimum or no matrix effect.
- Muhammad, Nadeem,Li, Weixia,Subhani, Qamar,Wang, Fenglian,Zhao, Yong-Gang,Zhu, Yan
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Read Online
- Controlling Chemoselectivity of Catalytic Hydroboration with Light
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The ability to selectively react one functional group in the presence of another underpins efficient reaction sequences. Despite many designer catalytic systems being reported for hydroboration reactions, which allow introduction of a functional handle fo
- Bergamaschi, Enrico,Chen, Yi-Kai,Hohenadel, Melissa,Lunic, Danijela,McLean, Liam A.,Teskey, Christopher J.
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supporting information
(2022/01/13)
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- The novel amidocarbamate derivatives of ketoprofen: Synthesis and biological activity
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A series of novel ketoprofen derivatives 4a-j bearing both amide and carbamate functionalities were prepared using the benzotriazole method of carboxylic and hydroxy group activation. Selective reduction of ketoprofen produced hydroxy derivative 2, which
- Rajic, Zrinka,Hadjipavlou-Litina, Dimitra,Pontiki, Eleni,Balzarini, Jan,Zorc, Branka
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experimental part
p. 210 - 219
(2012/02/04)
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- Synthesis and biological screening of some novel amidocarbamate derivatives of ketoprofen
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A series of novel ketoprofen derivatives 4a-j bearing both amide and carbamate functionalities were prepared using benzotriazole. Selective reduction of ketoprofen produced hydroxy derivative 2, which reacts with one or 2 mol of 1-benzotriazole carboxylic acid chloride (1) gave benzotriazole derivatives 3a and 3b respectively. Antioxidative screenings revealed that the prepared compounds 3b and 4a-j possess excellent lipid peroxidation inhibition at 0.1 mM concentration. Two of the compounds 3b and 4g also showed high soybean lipoxygenase inhibition activity, where as the amidocarbamate derivatives of ketoprofen showed only weak reducing activity against 1,1-diphenyl-2- picrylhydrazyl radicals. No selective antiviral effects were noted for the tested compounds against a broad variety of DNA and RNA viruses.
- Sahoo, Prasanta Kumar,Behera, Pritishova
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experimental part
p. 3162 - 3168
(2010/08/22)
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- The novel ketoprofen amides - Synthesis and biological evaluation as antioxidants, lipoxygenase inhibitors and cytostatic agents
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The novel amides of ketoprofen and its reduced derivatives (5a-f, 4a-n, 6a-g) with aromatic and cycloalkyl amines or hydroxylamines were prepared and screened for their reducing and cytostatic activity as well as for their ability to inhibit soybean lipox
- Rajic, Zrinka,Hadjipavlou-Litina, Dimitra,Pontiki, Eleni,Kralj, Marijeta,Suman, Lidija,Zorc, Branka
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experimental part
p. 641 - 652
(2011/04/17)
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- 2-Arylpropionic CXC chemokine receptor 1 (CXCR1) ligands as novel noncompetitive CXCL8 inhibitors
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The CXC chemokine CXCL8/IL-8 plays a major role in the activation and recruitment of polymorphonuclear (PMN) cells at inflammatory sites. CXCL8 activates PMNs by binding the seven-transmembrane (7-TM) G-protein-coupled receptors CXC chemokine receptor 1 (CXCR1) and CXC chemokine receptor 2 (CXCR2). (R)-Ketoprofen (1) was previously reported to be a potent and specific noncompetitive inhibitor of CXCLS-induced human PMNs chemotaxis. We report here molecular modeling studies showing a putative interaction site of 1 in the TM region of CXCR1. The binding model was confirmed by alanine scanning mutagenesis and photoaffinity labeling experiments. The molecular model driven medicinal chemistry optimization of 1 led to a new class of potent and specific inhibitors of CXCL8 biological activity. Among these, repertaxin (13) was selected as a clinical candidate drug for prevention of post-ischemia reperfusion injury.
- Allegretti, Marcello,Bertini, Riccardo,Cesta, Maria Candida,Bizzarri, Cinzia,Di Bitondo, Rosa,Di Cioccio, Vito,Galliera, Emanuela,Berdini, Valerio,Topai, Alessandra,Zampella, Giuseppe,Russo, Vincenzo,Di Bello, Nicoletta,Nano, Giuseppe,Nicolini, Luca,Locati, Massimo,Fantucci, Piercarlo,Florio, Saverio,Colotta, Francesco
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p. 4312 - 4331
(2007/10/03)
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- Reduction of drug ketones by dihydrodiol dehydrogenases, carbonyl reductase and aldehyde reductase of human liver
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In this study, we compared the enzymatic reduction of 10 drugs with a ketone group by homogeneous carbonyl reductase, aldehyde reductase and three dihydrodiol dehydrogenases of human liver cytosol. At least one and in some cases all of the three dihydrodi
- Ohara, Hirotami,Miyabe, Yoshiyuki,Deyashiki, Yoshihiro,Matsuura, Kazuya,Hara, Akira
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p. 221 - 227
(2007/10/03)
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- Intermediates and their use in the preparation of s-ketoprofen
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The present invention relates to novel 2-arylpropenoic acids, derivatives thereof, processes for their preparation and their use in the preparation of S-ketoprofen.
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- ASYMMETRIC HYDROGENATION OF α-ARYLPROPENOIC ACIDS CATALYZED BY RHODIUM(I) COMPLEXES OF CHIRAL LIGANDS DERIVED FROM SOME MONOSACCHARIDES
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Prochiral precursors, 3 and 6, of (+)-Ketoprofen, 1, and (+)-Naproxen, 2, are hydrogenated in the presence of various Rh(I) complexes of chiral diphenylphosphines and diphenylphosphinites (15-21).The last four ligands (18-21) are derived from the most widespread monosaccharides, D-glucose, D-xylose, D-galactose and L-arabinose.The optical yields (e.e.s. in percent) varied from low to medium (ca. 10-50percent), indicating that none of the substrates 3 and 6 behave as bidentate ligand within any of the examined catalytic species.The highest e.e. (45percent) was obtained with 6, using the Rh(I) complex of 20 as catalyst.No "double asymmetric induction" either intramolecular (in 8) or intermolecular (in 13) has been reached when hydrogenation with 21 was tried; diastereomeric excess (d.e.) (ca. 25percent) only approaches the e.e.s. obtained for prochiral substrates 3 and 6 with the complexes of 19 and 20.
- Sunjic, Vitomir,Habus, Ivan,Comisso, Giovanni,Moimas, Flavio
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p. 229 - 234
(2007/10/02)
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- alpha-Phenylpropionic Acid Derivatives. Synthesis and Dethiation of 5-Benzoylbenzothiophene-3-carboxylic Acid
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The total synthesis of the title compound 8 started with p-thiocresol which was acylated with oxalyl chloride to give compound 1.This product underwent a condensation reaction with chloroacetic acid under basic conditions yielding compound 2.Two different synthetic pathways were used to convert compound 2 into the title compound 8.The first consisted in decarboxylation of 2 to 3, which was then converted to the ester 4, which was brominated and the product 5 was subjected to a Friedel-Craft's reaction with benzene.The resulting benzyl derivative 6 was oxidized to the benzoyl stage i.e. compound 7, which was finally hydrolyzed to 8.The second pathway was similar to the first one so that the steps of esterification, bromination, Friedel-Craft's alkylation and oxidation started with the dicarboxylic acid 2.Thus compounds 12-16 were obtained, and the last product was decarboxylated to 8.The yields in both procedures were similar.Finally, the dethiation of compound 8 with Raney nickel afforded compounds 18, 19 and 20.
- Hannoun, Mohammad,Blazevic, Nikola,Kolbah, Dragutin,Mihalic, Mladen,Kajfez, Franjo
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p. 1131 - 1136
(2007/10/02)
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