Synthesis, characterization, and antioxidant evaluation of solid-state mefenamates of some bivalent metals

Campos, Francisco Xavier de; Soares, Mario R. S.; Terezo, Ailton José; Siqueira, A. B.

doi:10.1007/s10973-013-3275-0

Cited by 17 publications

(14 citation statements)

References 20 publications

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“…Rare earth elements have been studied in order to develop materials for technological applications, mainly because of their thermal behavior and their spectroscopic and magnetic properties [1][2][3][4].…”

Section: Introductionmentioning

confidence: 99%

Thermal behavior, spectroscopic studies and free radical scavenging potential of some mefenamate trivalent lanthanides (Sm, Eu, Gd, Tb and Dy)

et al. 2017

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a b s t r a c tLanthanide Mefenamate compounds were prepared in solid state. TG-DSC coupled to FTIR, elemental analysis, complexometry with EDTA, X-ray powder diffractometry, evaluation of scavenging free radical activity with DPPH (2,2-diphenyl-1-picryl-hydrazine), and a complete spectroscopic study in the ultraviolet, visible, near-, and middle-infrared regions were realized to obtain some physicochemical properties of the synthesized compounds. The thermal stability, minimum formula, thermal behavior and intermediate compounds were indicated by thermoanalytical results. Furthermore, vibrational spectroscopy data suggests that the complexes are binuclear and two modes of coordination are presented. The DR spectra could be reveal the presence of a large ligand-to-metal charge transfer band in the europium mefenamate. This compound also indicated the higher antioxidant activity with DPPH (77.03% at 200 g L −1 ).

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Section: Introductionmentioning

confidence: 99%

Thermal behavior, spectroscopic studies and free radical scavenging potential of some mefenamate trivalent lanthanides (Sm, Eu, Gd, Tb and Dy)

et al. 2017

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“…The characteristic XRD peaks of the lanthanum complex are observed at 11.8°, 17.9°, 23.8°and 25.6°(2h). These peaks are distinguished by one of the polymorphic forms of mefenamic acid (polymorph II) [30] as well as sodium and iron mefenamate [19].…”

Section: Resultsmentioning

confidence: 99%

“…The complex of mefenamic acid with bismuth(III) [16] shows excellent in vitro activity against Helicobacter pylori, the bacterium which is mainly responsible for gastric, peptic and duodenal ulcers and gastric cancer [17,18]. The complexes of mefenamic acid with Mn(II), Co(II), Ni(II), Zn(II) and Cu(II) show antioxidant properties and inhibitory effect against the soybean lipoxygenase [19]. Furthermore, the complex with Mn(II) exhibits the highest antioxidant and anti-inflammatory effect, and the complex with Cu(II) has antitumor activity comparable to that of a cisplatin.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, spectral and thermal study of La(III), Nd(III), Sm(III), Eu(III), Gd(III) and Tb(III) complexes with mefenamic acid

Zapała

Kosińska

Woźnicka

et al. 2015

J Therm Anal Calorim

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New binuclear complexes of La(III), Nd(III), Sm(III), Eu(III), Gd(III) and Tb(III) ions with mefenamic acid were obtained in solid phase. For all compounds considered, complexation occurs at pH 6-6.5. The analyzed complexes were characterized on the basis of chemical and elemental analyses, molar conductance, UVVis, IR and 1H NMR spectroscopies as well as thermoanalytical techniques. According to the research results, the molecular formula of the complexes is Ln 2 (C 15 H 14 NO 2 ) 3 (OH) 3 9nH 2 O, with the exception of the La(III) complex which has the formula La 2 (C 15 H 14 NO 2 ) 5 (OH). The results show that only the carboxyl group is involved in the coordination of the rare earth ions in the bidentate mode. Coordination does not occur through the nitrogen atom. All the complexes are soluble in DMSO, and they are nonelectrolytes. The TG-FTIR technique was employed in order to study a decomposition pathway of the obtained compounds. The received results provide information on the composition, thermal stability, thermal decomposition, as well as the gaseous products that evolved during the thermal decomposition of the considered compounds.

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“…[11,15] The complex of fenoprofen (fen) of formula [Cu 2 (fen) 4 (DMF) 2 ] (10, Scheme 12) was tested in vivo for anti-inflammatory properties in comparison with fenoprofen. [18] Compounds with ketoprofen of the general formula [M(ket) 3 ] {M = Gd (15), Tb (16), Dy (17), Ho (18), Er (19), Tm (20), Yb (21), Lu (22), Y (23), Scheme 13} were evaluated for their antiinflammatory activities. Oral administration of the compound inhibited the development of carrageenaninduced edema in mice.…”

Section: Introductionmentioning

confidence: 99%

“…The inhibition was higher (up to 60 %) than that observed for the drug (up to 40 %). [21] Mn II complexes with mefenamic acid and 2,2′-bipyridine (bipy) or 1,10-phenanthroline (phen), with formulae Mn(mef ) 2 -(MeOH) 4 (35), Mn(mef ) 2 (bipy)(MeOH) 2 (36) and Mn(mef ) 2 -(phen)H 2 O (37) (Schemes 14, 15, B, and 16) exhibited higher LOX inhibitory activity (IC 50 values 16.8, 38.6, and 28.1 μM, respectively) than mefenamic acid (78.7 μM). [11,16] The copper(II) ternary complexes of fenoprofen and either imidazole (im) or caffeine (caf ) -of formulae Cu(fen) 2 (im) 2 (11) and Cu 2 (fen) 4 (caf ) 2 (12) -enhanced and prolonged anti-inflammatory properties in mice relative to those of the parent drug calcium fenoprofenate.…”

Section: Introductionmentioning

confidence: 99%

Non‐Steroidal Anti‐Inflammatory Drugs (NSAIDs) in Metal Complexes and Their Effect at the Cellular Level

2016

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The nonsteroidal anti-inflammatory drugs (NSAIDs) make up a great group of drugs that provide benefits in the prevention of cancers. Coordinated metal ions with NSAIDs provide advantages over the drugs themselves. The metal complexes of NSAIDs display a range of biological activities quite often inaccessible to the original NSAID ligands. NSAIDs-metal complexes have molecular properties different from those of the parent drugs. Thus, if a given NSAIDs-metal complex remains intact in the biological medium its biological target is [a] She is now a Postdoctoral Fellow of the National Scholarships Foundation of Greece-Siemens program with a fellowship of excellence. Her research interests are mainly focused on bioinorganic chemistry and particularly on the evaluation of the anticancer properties of metal complexes by studying their interaction with intracellular molecules. Sotiris K. Hadjikakou was born in Famagusta, Cyprus. He graduated from the Chemistry 3049 dentate, bidentate, or bridge ligands in polynuclear complexes.Compounds of NSAIDs with biometals exhibit better pharmacological activity than free NSAIDs. [11] The structural characteristics, medicinal/veterinary properties, superoxide dismutase (SOD) activity [SOD is an enzyme that catalyzes the dismutation of the superoxide (O 2 -) radical into both ordinary molecular oxygen (O 2 ) and hydrogen peroxide (H 2 O 2 ), thus being involved in the inflammation mechanism], anti-inflammatory, and ulcerogenic effects of Cu-NSAIDs have also been reviewed. [5] The review concluded that the mode of action of the Cu-NSAIDs is similar to that of the traditional NSAIDs and the complexes reduced gastrointestinal toxicity. Moreover, the stabilities of Cu-NSAIDs complexes are a critical determinant of their activity and toxicity. [5] This review summarizes the complexes of NSAIDs: (i) acetylsalicylic acid, diflunisal, salicylic acid (salicylic acid derivatives, Scheme 1), (ii) diclofenac, indometacin, sulindac, tolmetin (arylalkanoic acid derivatives, Scheme 2), (iii) ibuprofen, ketoprofen, Scheme 1. Salicylic acid derivatives.Scheme 2. Arylalkanoic acid derivatives. MicroreviewScheme 3. Arylpropionic acid derivatives (profens).Scheme 4. N-Arylanthranilic acid (fenamic acids). 3050Scheme 5. Other acid derivatives.Scheme 6. Oxicams. MicroreviewScheme 7. Aniline and p-aminophenol derivatives.Scheme 8. Sulfonamides. Discussion Metal Complexes of NSAIDs Exhibiting Anti-Inflammatory or Analgesic ActivityMn II -, Fe II -, Co II -, Ni II -, and Zn II -Schiff base complexes that contain anthranilic acid and aldoses in the Schiff base component are four-coordinate in the anhydrous state with the general formula ML 2 [M = Mn II (1), Fe II (2), Co II (3), Ni II (4), and Zn II (5), Scheme 9]. They were tested for their in vivo biological activities. The stability of the complexes in DMSO solution was confirmed by 1 H NMR spectroscopy. The relative toxicities of the metal complexes were determined with albino Wistar male rats; the LD 50 values followed the trend Ni < Mn < Co < Fe < Zn, w...

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Synthesis, characterization, and antioxidant evaluation of solid-state mefenamates of some bivalent metals

Cited by 17 publications

References 20 publications

Thermal behavior, spectroscopic studies and free radical scavenging potential of some mefenamate trivalent lanthanides (Sm, Eu, Gd, Tb and Dy)

Thermal behavior, spectroscopic studies and free radical scavenging potential of some mefenamate trivalent lanthanides (Sm, Eu, Gd, Tb and Dy)

Synthesis, spectral and thermal study of La(III), Nd(III), Sm(III), Eu(III), Gd(III) and Tb(III) complexes with mefenamic acid

Non‐Steroidal Anti‐Inflammatory Drugs (NSAIDs) in Metal Complexes and Their Effect at the Cellular Level

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