Sulfation of hesperetin,naringenin and apigenin by the human cytosolic sulfotransferases: a comprehensive analysis

Abstract

Previous studies have revealed sulfation as a major pathway for the metabolism of hesperetin, naringenin and apigenin. The current study was designed to identify the human cytosolic sulfotransferase (SULT) enzyme(s) capable of sulfating these flavonoid compounds. Of the thirteen human SULTs, six (1A1, 1A2, 1A3, 1B2, 1C4, 1E1) displayed significant sulfating activity toward hesperetin, five (1A1, 1A2, 1A3, 1B2, 1C4) displayed sulfating activity towards naringenin, and four (1A1, 1A2, 1A3, 1C4) showed sulfating activity towards apigenin. Of the four human organ specimens tested, liver and intestine cytosols displayed much higher hesperetin-, naringenin- and apigenin-sulfating activity than lung and kidney cytosols. Moreover, sulfation of hesperetin, naringenin and apigenin was shown to take place in HepG2 human hepatoma cells and Caco-2 human colon adenocarcinoma cells under cultured conditions. Taken together, these results provided a biochemical basis underlying the metabolism of hesperetin, naringenin and apigenin through sulfation in humans.

     

Role of solvent in the compatibility of a vinylchloride–vinylacetate–maleic acid terpolymer and nitrocellulose blends

The compatibility of cast films of a vinylchloride–vinylacetate–maleic acid terpolymer (VMCH) and nitrocellulose (NC) blends is influenced by solvents. Transparent films of VMCH/NC blends are obtained when cast from solvents such as tetrahydrofuran or cyclohexanone, whereas hazy films are obtained when cast from solvents such as acetone or ethylacetate. Visible spectroscopy and phase morphology were used to analyse the compatibility–incompatibility of the blend. Differential scanning calorimetry (DSC) studies demonstrate that the transparent film is compatible, but the hazy film is incompatible. Fourier transform infra-red (FTIR) studies establish that a greater interaction is observed between the polymer pair in case of the compatible blend than in the case of the incompatible blend. A solvent dependency of blend compatibility is reflected in this study. The conformational state of the polymers in solution, which is responsible for the compatibility phenomena, may depend on the donor number and/or Taft-β value of the solvent. The greater the donor number and/or the Taft-β value, the higher may be the level of interaction between the solvent and the polymer molecules, which in turn may give a compatible blend after removal of the solvent.     

Resistance of zinc thermal sprayed coatings on different corrosive environments

Zinc coatings on ferrous substrates are possible to be applied with thermal spraying. In the present work the corrosion behavior of zinc thermal sprayed coatings deposited on low carbon steel St-37 was examined in a simulated marine atmosphere (salt spray chamber-SSC) and in a dry atmosphere at elevated temperature (400°C). The corrosion progress was examined by means of optical microscopy, scanning electron microscopy, X-ray diffraction and thermogravimetric analysis. From this investigation it was deduced that in the SSC the coating is uniformly corroded, while the main corrosion products are hydrated zinc oxides and chlorides. By contrast at 400°C only a thin, compact and continuous film of ZnO is formed on top of the coating, which remains adherent to the ferrous substrate.     

Efficient desulfurization of 2-thiopyrimidine nucleosides to the corresponding 4-pyrimidinone analogues using trans-2-(phenylsulfonyl)-3-phenyloxaziridine

A brief treatment of 2-thiopyrimidine nucleosides (s²U^∗) with trans-2-phenylsulfonyl-3-phenyloxaziridine (PSO) results in efficient substrate desulfurization leading to the corresponding 4-pyrimidinone analogues (H²U^∗). The key transformation proceeds through oxidation of the 2-thiocarbonyl group to a sulfur oxyacid derivative and subsequent elimination of sulfur dioxide. 4-Pyrimidinone 1-β-d-riboside (H²U) has been transformed into the respective phosphoramidite, a ready-to-use monomer for the introduction of a modified nucleoside into an oligonucleotide chain. Moreover, the effective desulfurization of the 2-thiouridine nucleotide could be achieved directly at the oligonucleotide level, by treatment of the TdA(s²U)dGdC oligonucleotide with PSO, as verified by MALDI-TOF mass spectrometry.     

Lithium diorganocuprate reactions with l-serine derivatives

The lithium diorganocuprate reactions with L-serine derivatives are studied. Retention of configuration, or at least a high enantiomeric excess (>80%) of the formed α-amino esters is observed in all cases. Attempts are made to restrict side-reactions.     

Comparison of 14 MeV-NAA, k0-NAA and ED-XRF for air pollution bio-monitoring

In this paper the performances and the limitations of three multi-elementary analysis techniques are compared applied to a study of air pollution biomonitoring in Morocco. These techniques are: (1) 14 MeV neutron activation analysis (14 MeV-NAA), (2) thermal neutron activation analysis using the k ₀ quasi-absolute method (k ₀-NAA) and (3) energy dispersive X-ray fluorescence analysis (ED-XRF). The experimental procedures and the control of the analytical results using certified reference materials are described and discussed. The three methods were confronted for the analysis of lichens, mosses and tree-barks. The complementarity of these methods enabled us to determine 43 elements in different samples. The most suitable method for each element was selected according to the sensitivity and selectivity necessitating the minimum corrections of the matrix effects and/or the interfering reactions.     

13C NMR of indazoles

The carbon-13 chemical shifts and some selected coupling constants of 183 indazoles are reported. The main conclusions of the original references are briefly summarized.Published in Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1159–1179, September, 1995.     

Mechanism of ruthenium tetroxide-catalysed oxidation of aldoses by alkalineN-bromoacetamide

The kinetics of oxidation of three aldoses (glucose, mannose and galactose) byN-bromoacetamide (NBA) in the presence of an alkaline solution of RuO₄ as catalyst and Hg(OAc)₂ as co-catalyst and as a scavenger for bromide have been investigated. The main products of the oxidation are the corresponding aldonic acids. The reaction is zero order with respect to aldose and OH⁻. First order dependence of the reaction on both NBA and RuO₄ at low concentrations shifts to zero order at higher concentrations. Addition of acetamide decreases the reaction rate, while addition of Hg(OAc)₂ has the opposite effect. No significant effect of ionic strength was observed. OBr⁻ is postulated as the reactive oxidising species and a mechanism involving co-catalysis by RuO₄ and Hg^II is proposed. TMC 2588