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PubMed1986

Selenium compounds in the fathead minnow (Pimephales promelas)--II. Quantitative approach to gastrointestinal absorption, routes of elimination and influence of dietary pretreatment.

Following administration by gavage [75Se]selenate and [75Se]selenite were absorbed from the gastrointestinal tract of fathead minnows (Pimephales promelas) at 94 and 80% efficiency, respectively. Approximately 12% of the [75Se]selenate administered by i.p. injection was eliminated via the urine, and across the gill within 2 hr. The urine was the primary route of elimination followed by the gill. The bile contained significantly lower amounts of 75Se than that eliminated either across the gill or in the urine. The mucus is capable of binding significant amounts of 75Se. Dietary pretreatment with selenite reduced the retention of a subsequent [75Se]selenite dose administered by gavage.

Animals↗
PubMed1991

The effect of trithiomolybdate and some selenium compounds upon 109Cd labeled rat metallothionein in vitro: the possibilities for cadmium chelation therapy.

The main binding protein for 109Cd was metallothionein after in vitro incubation of various tissue cytosol preparations obtained from rats supplemented with zinc. The exception was heart cytosol where the label was associated with higher molecular weight proteins. The metallothionein-bound 109Cd was sensitive to trithiomolybdate and moved too higher molecular weight proteins, presumably because of the creation of new stronger ligands by the association of thiomolybdate with these proteins. The 109Cd binding was affected by selenate, selenite, and selenide while molybdate, sulphate, and thiosulphate were ineffective. It is proposed that thiomolybdates should be investigated for use in the therapy of in vivo cadmium toxicity because they can remove the accumulated metal from metallothionein.

Animals↗
PubMed1994

Liver microsome and flavin-containing monooxygenase catalyzed oxidation of organic selenium compounds.

Eight commercially available selenides, a selenol, and selenourea were examined for substrate activity with purified pig liver flavin-containing monooxygenase (FMO). While none of the aromatic heterocyclic selenides tested showed detectable activity, all dialkyl- and alkylaryl-selenides free from ionic groups stimulated NADPH- and FMO-dependent oxygen uptake. With limiting substrate the molar ratio of oxygen reduced to selenide added was 1:1. Analysis of products from N-[2-(methylseleno)ethyl]benzamide demonstrated that the selenide was quantitatively oxidized to selenoxide. Further oxidation of either the FMO-generated or synthetic selenoxides was not detected. The dialkyl- and alkylaryl-selenoxides are potent thiol oxidants and reaction rates for the oxidation of thiols by methylphenylselenoxide and N-[2-(methylseleninyl)ethyl]benzamide followed second order kinetics with rate constants from 3-4 x 10(3) M-1 s-1 at pH 7.4, 37 degrees C. The rapid oxidation of thiols by these selenoxides demonstrates that the oxidation of selenides to selenoxides catalyzed by crude tissue preparations can be measured by following selenide-dependent oxidation of thiocholine by the procedure described earlier for the oxidation of thiourea (WXA Guo and D. M. Ziegler, 1991, Anal. Biochem. 198, 143-148). Activity measurements by this procedure indicated that the oxidation of dialkyl selenides by rat, guinea pig, or pig liver microsomes was catalyzed primarily by a monooxygenase with the properties of FMO. However, from 20 to 40% of the microsome-catalyzed oxidation of selenides bearing aryl substituents was sensitive to N-benzylimidazole, suggesting that P450-dependent monooxygenases also contribute, at least in part, to the oxidation of these xenobiotics.

Animals↗
PubMed2005

Identification of the major selenium compound, Se-Methionine, in three yeast (Saccharomyces cerevisiae) dietary supplements by on-line narrowbore liquid chromatography-electrospray tandem mass spectrometry.

On-line monitoring of six Se-compounds was accomplished by using an XTerra MS C18 column coupled to electrospray tandem mass spectrometry (ES-MS-MS). In view of the nature of the compounds, the positively charged ion pairing agent tetraethylammoniumchloride (TEACl) was added to the mobile phase. The HPLC-ES-MS-MS method was optimized with six commercially available Se-compounds. Substitution of the analytical column by the narrowbore type significantly enhanced the sensitivity of the method. We were able to detect the m/z of these six molecules on-line. Furthermore, all product ions could be monitored. The method was applied to three different yeast-based supplements. They were submitted to proteolytic digestion and screened for their Se-content by HPLC-HG-AFS (hydride generation-atomic fluorescence spectrometry). By application of on-line narrowbore HPLC-electrospray tandem mass spectrometry, the main compound present in these three supplements, Se-Methionine, could be measured on its m/z and its product ions. The method can be further extended for on-line measurement of different Se-species in complex matrices

Chromatography, High Pressure Liquid↗
PubMed2001

Studies on unimolecular and bimolecular photoprocesses of a newly synthesized selenium compound, 7-chloro-2-phenyl-9H-[1]-benzopyrano[3,2-b]-selenophene-9-one (SeP).

Using steady state/time resolved spectroscopic and electrochemical techniques the spectroscopic and photophysical studies were made on a novel synthesized selenophene compound SeP in nonpolar methylcyclohexane (MCH), polar aprotic acetonitrile (ACN) and polar protic ethanol (EtOH) solvents at the ambient temperature as well as at 77 K. Both from the studies on unimolecular and bimolecular photoprocesses this selenophene compound was found to possess several electronic levels, 1Bb, 1La, 1Lb (all are of pi pi* nature and 1Lb is hidden within 1La band envelop like the characteristics of most of the acenes) and 1(nO pi*) state arising due to carbonyl oxygen atom. In polar ACN environment this nO pi* state disappears because it moves within the envelop of intense 1La band due to large destabilization. Large overlapping of different band systems within the 1La band of SeP was confirmed from the observed depolarization effect. The lack of phosphorescence of SeP both in MCH and EtOH rigid glassy matrix at 77 K has been inferred due to large vibronic interactions between closely lying triplets of the corresponding 1nO pi* and 1Lb states. From the bimolecular investigations, it reveals that SeP acts as a good electron donor in presence of the well known electron acceptor 9 cyanoanthracene (9CNA). Transient absorption spectra measured by laser flash photolysis technique demonstrate the formation of ion-pair when the acceptor is excited. From the analysis of the fluorescence quenching data it seemingly indicates that the major contribution in the diminution of the fluorescence intensity of the acceptor 9CNA in presence of SeP is not only due to the photoinduced electron transfer (ET) but also originates from static type (instantaneous) quenching processes along with external heavy atom effect. The possibility of occurrence of photoinduced ET reaction in Marcus inverted region is hinted.

Acetonitriles↗
PubMed1996

Effects of chemopreventive selenium compounds on Jun N-kinase activities.

Activation of Jun-N-kinases (JNK) is stimulated by diverse agents including UV-irradiation, heat shock, tumor necrosis factor and osmotic shock. In the present study we have elucidated the effect of the organoselenium chemopreventive agent 1,4-phenylenebis(methylene)selenocyanate (p-XSC, on UV-mediated JNK activation. Using mouse fibroblasts as a model cell system we found that low concentrations (1-10 microM range) of p-XSC did not affect JNK activity, yet were capable of potentiating JNK activity when administered prior to UV-irradiation. While higher doses of p-XSC have minimal effect on JNK activation, when combined with UV, there is a dose-dependent decrease in JNK activation. Similar to its effects on JNK, p-XSC is a potent inducer of src-related tyrosine kinases. p-XSC mediated changes in JNK activation correlate with its ability to potentiate the association of JNK with p21ras, in a manner similar to that we have previously observed with GTP or sodium vanadate. That p-XSC can modulate JNK activities points to a possible mechanism by which it contributes to the cell's ability to cope with stress.

3T3 Cells↗
PubMed2006

Interaction of an organic selenium compound with human serum albumin: a spectroscopic study.

The interaction between 4,4'-diselenadibenzoic acid and human serum albumin (HSA) was investigated by fluorescence and absorption spectroscopy. The quenching mechanism of fluorescence of HSA by 4,4'-diselenadibenzoic acid was discussed. It is proved that the fluorescence quenching of HSA by 4,4'-diselenadibenzoic acid is a result of the formation of the HSA-4,4'-diselenadibenzoic acid complex. The binding sites number n, apparent corporation constant K, and corresponding thermodynamic parameters, deltaH(theta), deltaG(theta), and deltaS(theta) were calculated. Results indicate that the electrostatic interactions forces played major role in the reaction.

Humans↗
PubMedDate not supplied

The antioxidant role of selenium and seleno-compounds.

Selenium (Se) is an essential trace element for animals and humans that is obtained from dietary sources including cereals, grains and vegetables. The Se content of plants varies considerably according to its concentration in soil. Plants convert Se mainly into Se-methionine (Se-Met) and incorporate it into protein in place of methionine (Met). Selenocystine (Se-Cys), methyl-Se-Cys and gamma-glutamyl-Se-methyl-Cys are not significantly incorporated into plant protein and are at relatively low levels irrespective of soil Se content. Higher animals are unable to synthesize Se-Met and only Se-Cys was detected in rats supplemented with Se as selenite. Renal regulation is the mode by which whole body Se is controlled. Se is concentrated in hair and nail and it occurs almost exclusively in organic compounds. The potentiating effect of Se deficiency on lipid peroxidation is enhanced in some tissues by concurrent deficiency of copper or manganese. In the in vitro system, the chemical form of Se is an important factor in eliciting cellular responses. Although the cytotoxic mechanisms of selenite and other redoxing Se compounds are still unclear, it has been suggested that they derive from their ability to catalyze the oxidation of thiols and to produce superoxide simultaneously. Selenite-induced cytotoxicity and apoptosis in human carcinoma cells can be inhibited with copper (CuSO(4)) as an antioxidant. High doses of selenite result in induction of 8-hydroxydeoxyguanosine (8-OHdG) in mouse skin cell DNA and in primary human keratinocytes. It may cause DNA fragmentation and decreased DNA synthesis, cell growth inhibition, DNA synthesis, blockade of the cell cycle at the S/G(2)-M phase and cell death by necrosis. In contrast, in cells treated with methylselenocyanate or Se methylselenocysteine, the cell cycle progression was blocked at the G(1) phase and cell death was predominantly induced by apoptosis.

Aging↗
PubMed1992

Inhibition of the biosynthesis of N-acetylneuraminic acid by metal ions and selenium in vitro.

In liver homogenate the biosynthesis of N-acetylneuraminic acid using N-acetylglucosamine as precursor can be followed stepwise by applying different chromatographic procedures. In this cell-free system 16 metal ions (Zn2+, Mn2+, La3+, Co2+, Cu2+, Hg2+, VO3-, Pb2+, Ce3+, Cd2+, Fe2+, Fe3+, Al3+, Sn2+, Cs+ and Li+) and the selenium compounds, selenium(IV) oxide and sodium selenite, have been checked with respect to their ability to influence a single or possibly several steps of the biosynthesis of N-acetylneuraminic acid. It could be shown that the following enzymes are sensitive to these metal ions (usually applied at a concentration of 1 mmol l-1): N-acetylglucosamine kinase (inhibited by Zn2+ and vandate), UDP-N-acetylglucosamine-2'-epimerase (inhibited by Zn2+, Co2+, Cu2+, Hg2+, VO3-, Pb2+, Cd2+, Fe3+, Cs+, Li+, selenium(IV) oxide and selenite), and N-acetylmannosamine kinase (inhibited by Zn2+, Cu2+, Cd2+ and Co2+). Dose dependent measurements have shown that Zn2+, Cu2+ and selenite are more efficient inhibitors of UDP-N-acetylglucosamine-2'-epimerase than vanadate. As for the N-acetylmannosamine kinase inhibition, a decreasing inhibitory effect exists in the following order Zn2+, Cd2+, Co2+ and Cu2+. In contrast, La3+, Al3+ and Mn2+ (1 mmol l-1) did not interfere with the biosynthesis of N-acetylneuraminic acid. Thus, the conclusion that the inhibitory effect of the metal ions investigated cannot be regarded as simply unspecific is justified.

Acetylglucosamine↗
PubMed1993

Carcinogenicity of trace elements with reference to evaluations made by the International Agency for Research on Cancer.

The monograph program of the International Agency for Research of on Cancer has evaluated many trace elements for their carcinogenicity to humans. Five groups of compounds were considered human carcinogens: arsenic and arsenic compounds, beryllium and beryllium compounds, cadmium and cadmium compounds, hexavalent chromium compounds, and nickel compounds. Antimony trioxide, cobalt and cobalt compounds, lead and inorganic lead compounds, methylmercury compounds, and metallic nickel were considered possibly carcinogenic to humans. Antimony trisulfide, trivalent chromium compounds, metallic chromium, ferric oxide, organolead compounds, metallic mercury, inorganic mercury compounds, selenium and selenium compounds, and titanium dioxide were not classifiable. Trace elements studied to a limited extent include copper, manganese, tin, vanadium, and zinc. Among the problems are the lack of relevant data, the definition of active species, the extrapolation of the results of experimental studies to humans, the methodological problems of epidemiologic studies, and the possible anticarcinogenic activity of some trace elements.

Humans↗
PubMed1999

Immunomodulatory effect of selenosemicarbazides and selenium inorganic compounds, distribution in organs after selenium supplementation.

Antioxidant properties of selenium producing a protective barrier against free radicals play an important role in numerous metabolic and immunologic processes associated with oxidation-reduction reactions which take place during intracellular digestion of phagocyted bacteria. The aim of our study was to examine the properties of an organic compound of selenium, 4-(o-tolilo)-selenosemicarbazide of p-chlorobenzoic acid in terms of its retention in organs, effect on erythropoesis and phagocytic abilities of neutrophiles as well as antioxidant properties in neutrophiles tested with NBT test. This compound as well as inorganic sodium selenate was given to Swiss mice at the dose of 10(-3) g Se/kg for the period of 10 days. The concentrations of selenium in livers of mice treated with sodium selenate and selenosemicarbazide were found to be higher than in controls (18.7 micrograms lg-1 and 23.2 micrograms lg-1 vs. 12 micrograms lg-1, respectively). Analysis of blood cells count has shown a significant decrease in neutrophile levels in both groups treated with selenium. The influence of selenium compounds on phagocytosis and especially NBT test has been determined (3.8% of positive cells in the controls vs. 2.2% and 0.9% in the groups treated with sodium selenate and selenosemicarbazide, respectively). Our preliminary investigations suggest that selenosemicarbazides are biologically active compounds and can modify neutrophile functions.

Animals↗
PubMed1985

[Cytotoxic action of selenium-containing compounds on cultured cells of human ovarian carcinoma].

The effect of different inorganic and organic selenium compounds on the nucleic acid synthesis in culture of human carcinoma ovary cells was studied. The rate of synthesis was determined by the incorporation of 3H-thymidine in the DNA and 3H-uridine in the RNA. Selenium compounds in the concentration to 1 mg/ml inhibited the nucleic acid synthesis in human tumour cells. The level of nucleic acid inhibition depends on the concentration of examined compounds. The tetravalent selenium compounds possessed the most pronounced cytotoxic effect.

Carcinoma↗
PubMed1993

Monoselenophosphate: synthesis, characterization, and identity with the prokaryotic biological selenium donor, compound SePX.

A labile, selenium donor compound required for synthesis of selenium-dependent enzymes and seleno-tRNAs is formed from ATP and selenide by the SELD enzyme. This compound, tentatively identified as a selenophosphate [Veres, Z., Tsai, L., Scholz, T. D., Politino, M., Balaban, R. S., & Stadtman, T. C. (1992) Proc. Natl. Acad. Sci. U.S.A. 89, 2975-2979], is indistinguishable from chemically prepared monoselenophosphate by 31P NMR spectroscopy and ion pairing HPLC. Furthermore, addition of chemically prepared monoselenophosphate caused a dose-dependent decrease in the amount of 75Se incorporated into tRNAs from 75SePX generated in situ by SELD enzyme. A procedure is described for the chemical synthesis of monoselenophosphate in which the readily prepared (MeO)3PSe is converted in quantitative yield to (TMSO)3PSe followed by complete cleavage of the latter to monoselenophosphate in oxygen-free aqueous buffer. The chemical properties of chemically synthesized monoselenophosphate are described.

Adenosine Triphosphate↗
PubMed1976

Studies on selenium-related compounds. V. Cytogenetic effect and reactivity with DNA.

Five selenium compounds, Na2Se04, H2Se04, Na2Se03, H2Se03 and Se02, were tested for their capacity to induce chromosome aberrations in cultured human leukocytes and for their reactivity with DNA by a rec-assay system and inactivation of transforming activity in Bacillus subtilis. Chromosome-breaking activity was significantly higher for the compounds with four-valent than with six-valent selenium, the efficiency being in the decreasing order H2S03 greater than Na2Se03 greater than Se02 greater than H2Se04 greater than Na2Se04. Rec assay using B. subtilis with different recombination capacities suggested that damage to DNA was produced by selenites but not by selenates. The reactivity of selenites with DNA was also indicated by a significant loss of transformation of the tryptophan marker of B. subtilis DNA treated with H2Se03 and Se02.

Adult↗
PubMed2001

Se-methylselenocysteine: a new compound for chemoprevention of breast cancer.

Selenium compounds have attracted renewed interest as chemopreventive agents for human cancer on the basis of the pioneering intervention study by Clark and co-workers. The rodent mammary gland has been used extensively as a model for examining the chemopreventive activities of inorganic and organic selenium compounds. This review summarizes the rationale and results for use of a new organic selenium compound, Se-methylselenocysteine, which exhibits greater efficacy as a chemopreventive agent than several previously used selenium compounds in experimental models of breast cancer and has potential for use in human populations.

Animals↗