Here we describe new families of multi-target directed ligands obtained by linking antioxidant cinnamic-related structures with N-benzylpiperidine (NBP) or N,N-dibenzyl(N-methyl)amine (DBMA) fragments. Resulting hybrids, in addition to their antioxidant and neuroprotective properties against mit...
Dibenzyl ether (FEMA No. 2371, CAS No. 103-50-4) was given in the diet to rats at a rate of 62, 196 or 620 mg/kg/day for 91 consecutive days. Body weights and food consumption were measured weekly; haematological, clinical chemistry and urinalysis values were obtained at wk 6 and 12. Gross and m...
Two polychlorinated dibenzo-p-dioxins were eliminated more slowly in rainbow trout which were treated with an inhibitor of biotransformation. Fish were given a single oral dose of either 14C-labeled 1,2,3,7-tetrachlorodibenzo-p-dioxin (T4CDD), 1,2,3,4,7-pentachlorodibenzo-p-dioxin (P5CDD) or 2,3...
Two capillary columns of different polarity were applied in a two-dimensional gas chromatography system coupled to a quadrupole mass spectrometric detection (GC x GC/qMS) in order to separate and identify all of the possible 22 isomers of tetra-, 14 of penta- and 10 of hexachloronaphthalene that...
In aqueous solution, aspartame can cyclicize to form its corresponding diketopiperazine (3-carboxymethyl-6-benzyl-2,5-diketopiperazine; DKP) and methanol. We measured plasma and urinary concentrations of DKP in samples obtained from six normal adult subjects ingesting 2.2 mg DKP/kg body weight. ...
The title synthesis was achieved by featuring diastereoface selective cyclopropanation of (4R,5S)-4,5-diphenyl-3-vinyl-2-oxazolidinone, the chiral and conformationally rigid N-vinylcarbamate, with zinc-monofluorocarbenoid followed by hydrogenolysis of formed (4R,5S)-3-[(1R-2S)-2-fluorocyclopropy...
The asymmetric synthesis of (+)-(1R,2S)-allocoronamic acid is reported. Diazomethane addition to (Z)-N-(tert-butoxycarbonyl)ethyldehydroalanyl-L-prolin-anhydride, easily prepared from (Z)-2-phenyl-4-propylidene-5(4H)-oxazolone and L-proline, gave in high diastereomeric excess the corresponding s...
Dihydrothebaine-φ, dihydrothebainone-Δ5-enol methylether and dihydrothebainone were converted to the respective 4-phenylethers by Ullmann reaction in good yields. These phenylether derivatives were reduced to 4-desoxy compounds by sodium-liquid ammonia reduction.Clemmensen reduction of the phe...
Ullmann reaction of 14-hydroxydihydrothebainone followed by sodium liquid ammonia reduction gave (—)-14-hydroxy-3-methoxy-6-oxo-N-methylmorphinan in high yield. Starting from this compound 6-methyl derivatives were synthesized.
The compound 3-phenoxy-N-methylmorphinan (I) is under development as an analgesic agent. Studies on the biotransformation of the drug in the rat and in the dog have shown that I is extensively metabolized by N-demethylation to yield the nor-analogue (I-A), by para-hydroxylation of the 3-phenoxy ...
Analgesia and brain and plasma concentrations of (−)-3-phenoxy-N-methylmorphinan (PMM) and its metabolites were determined in rats administered 50 mg/kg of 3H-labeled PMM p.o., an approximate ED50. Unchanged PMM and two active metabolites, levorphanol and a different phenol, p-hydroxylated on th...
2-Hydroxy-3-methoxy-N-(2-chloro-benzyl)-benzaldehyde-imine (C15H14O2NCl) has been synthesized and then, characterized by elemental analysis, X-ray analysis, IR, 1H-NMR, and UV–Visible spectroscopies. The whole molecule is not planar. Each molecule contains a strong O–H⋯N hydrogen bond. To inve...
The infrared and Raman spectra of 2-hydroxy-3-methoxy-N-(2-chloro-benzyl)-benzaldehyde-imine (HMCBI) have been recorded and analyzed. Density functional calculations at B3LYP/6-311++G(d,p) level were carried out to study the equilibrium geometries and vibrational spectra of HMCBI. The calculatio...
Organic nonlinear optical crystals of 2-hydroxy-3-methoxy-N-(2-chloro-benzyl)-benzaldehyde-imine has been successfully grown by low temperature solution growth technique. The grown crystals were characterized by single crystal XRD, FTIR, TGA/DTA and UV–vis-NIR techniques. Nonlinear optical prop...
FT-IR and FT-Raman spectra of 2-(benzylsulfanyl)-3,5-dinitrobenzoic acid were recorded and analyzed. SERS spectra were recorded in silver colloid, silver electrode and silver substrate. The vibrational wavenumbers were computed using HF and DFT quantum chemical calculation methods. The data obta...
A novel series of 5-(2-benzylsulfanyl-pyridin-3-yl)-2-(substituted)-sulfanyl-1,3,4-oxadiazoles 6a–j were synthesized from key intermediate 5-(2-benzylsulfanyl-pyridin-3-yl)-3H-[1,3,4]oxadiazole-2-thione 5. Nucleophilic substitution reactions with different electrophiles (E+), such as haloacetat...
Tailor-made chitosan fiber was prepared via hydrothermal treatment to serve as a micro-solid phase extraction (micro-SPE) sorbent for the analysis of petroleum acids (PAs) in crude oils. Chitosan fiber, which is commercial and cheap, has a diameter of about 10 μm and a length of a few centimete...
The inhibiting action of O-ethyl-S-2-(2-hydroxy-3,5-diiodophenyl)-2-oxoethylxantogenate (EHDO) on the oxidation of FeS in air-saturated solutions at pH 1.3 and 25 °C was studied using potentiodynamic polarization and electrochemical impedance spectroscopy measurements. The uninhibited and inhib...
The aroma profile of Bordeaux red wines is known to be marked by blackberry and blackcurrant flavours; this study focused on the fresh blackberry aroma in Bordeaux red wines, using sensory gas chromatography–olfactometry (GC–O) and two-dimensional gas chromatography analysis (GC–GC–MS). A pr...
In this work, a combined experimental and theoretical study on the structures of methoxy substituted 5-phenylazo-3-cyano-1-ethyl-6-hydroxy-4-methyl-2-pyridones has been reported. The dyes under the investigation have been thoroughly characterized. X-ray single-crystal analysis shows that 5-(4-me...
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