Ionic liquids as solvents/catalysts for selective alkylation of amines with alkyl halides

WOS: 000248066300001The selective alkylation of amino groups within amine derivatives with a variety of alkyl halides was carried out using ionic liquids ([bmim] I and [bmim] PF6) in the presence of triethylamine. The reaction was found to proceed under relatively mild conditions with excellent conversions and selectivities. The ionic liquid was recycled and reused

Novel NHC precursors: synthesis, characterization, and carbonic anhydrase and acetylcholinesterase inhibitory properties

Three series of imidazolidinium ligands (NHC precursors) substituted with 4-vinylbenzyl, 2-methyl-1,4-benzodioxane, and N-propylphthalimide were synthesized. N-Heterocyclic carbene (NHC) precursors were prepared from N-alkylimidazoline and alkyl halides. The novel NHC precursors were characterized by H-1 NMR, C-13 NMR, FTIR spectroscopy, and elemental analysis techniques. The enzymes inhibition activities of the NHC precursors were investigated against the cytosolic human carbonic anhydrase I and II isoenzymes (hCA I and II) and the acetylcholinesterase (AChE) enzyme. The inhibition parameters (IC50 and K-i values) were calculated by spectrophotometric method. The inhibition constants (K-i) were found to be in the range of 166.65-635.38nM for hCA I, 78.79-246.17nM for hCA II, and 23.42-62.04nM for AChE. Also, the inhibitory effects of the novel synthesized NHCs were compared to acetazolamide as a clinical CA isoenzymes inhibitor and tacrine as a clinical cholinergic enzymes inhibitor

Antioxidative effects of novel synthetic organoselenium compound in rat lung and kidney

WOS: 000263762100036PubMed ID: 18222543The effects of environmental chemicals, drugs, and physical agents on the developing lung and kidney are influenced by the state of development and maturation. Selenium is an essential element with physiological nonenzymatic antioxidant properties. Therefore, we undertook the present study to evaluate the antioxidant potential of the novel synthetic organoselenium compounds (Se I and Se II). In this study, adult female Wistar rats were treated with DMBA and the novel organoselenium compounds [1-isopropyl-3-methylbenzimidazole-2-selenone (Se I) and 1,3-di-p-methoxybenzylpyrimidine-2-selenone (Se II)] in the determined doses. The protective effects of novel synthetic organoselenium compounds (Se I and Se II) against DMBA-induced changes in levels of some [superoxide dismutase (SOD), catalase (CAT), glutathione peroxidase (GPx), and glutathione reductase (GR) activities and total glutathione (GSH), malonedialdehyde (MDA)] parameters in rat lung and kidney were investigated. As a result, it was found that both Se I and Se II had provided the antioxidant effects against DMBA-induced oxidative stress in rat lung and kidney and lipid peroxidation had also been decreased by these organoselenium compounds. (c) 2007 Elsevier Inc. All rights reserved.Technological and Scientific Research Council of Turkey TUBITAK [TBAG-2259, 102T185]We thank to Technological and Scientific Research Council of Turkey TUBITAK TBAG-2259 (102T185) for financial support of this work

Role of selenium compounds on tyrosine hydroxylase activity, adrenomedullin and total RNA levels in hearts of rats

WOS: 000273920500021PubMed ID: 19706312Synthetic organoselenium compounds can be tailored to achieve greater chemopreventive efficacy with minimal toxic side effects by structural modifications. Two organoselenium compounds (Se I and Se II) were synthesized and evaluated for their antihypertensive and therapeutic properties by adrenomedullin (ADM) levels and tyrosine hydroxylase (TH) activity assays in rat heart tissue. 7,12-Dimethylbenz[a]anthracene (DMBA) is known to generate DNA-reactive species during their metabolism, which may enhance oxidative stress in cells. TH is thought to be a rate-limiting enzyme in the biosynthesis of catecholamines. ADM, a potent endogenous vasodilating and natriuretic peptide, may play an important role in the pathophysiology of chronic heart failure. The effects of Se I and Se II were investigated on TH activity, ADM and total RNA levels in the hearts of albino Wistar rats. TH activity was found to be increased significantly by the effect of DMBA (P 0.05). Total RNA level was found to be decreased significantly by the effect of DMBA (P < 0.05). This study demonstrates that synthetic organoselenium compounds can regulate DMBA-induced stress related changes in rat heart. (C) 2009 Elsevier B.V. All rights reserved.Inonu University [BAP 2005/60]Inonu University Research Fund (BAP 2005/60) is gratefully acknowledged for support of this work

Modulating effects of selenium in adrenal medulla of rats exposed to 7,12-dimethylbenz[a]anthracene

WOS: 000317523000007PubMed ID: 22287620Objective: The aim of this study was to evaluate the chemopreventive potential of organoselenium compounds (Se I and Se II) in the well-established rat model treated with 7,12-dimethylbenz[a]anthracene (DMBA), by monitoring the extent of tyrosine hydroxylase (TH) activity, adrenomedullin (ADM) level and total RNA level in adrenal medulla. Organic pollutants are the most important environmental factor for the biologic systems. DMBA exposure appears to be associated with a number of physiological disease processes. Methods: The effects of Se I and Se II compounds were investigated on TH activity, ADM and total RNA levels in adrenal medulla of rats exposed to DMBA. Results: TH activity, ADM and total RNA levels were found to be increased significantly due to the effect of DMBA (p < 0.05). This increase was restricted in the Se I-and Se II-treated groups (p < 0.05). Conclusion: The present data showed that the organoselenium compounds may have important effects in the maintainance of homeostasis against stress induced by DMBA.Inonu University [BAP 2005/60]This work was supported by Inonu University Research Fund (BAP 2005/60)

CHANGES IN TYROSINE HYDROXYLASE ACTIVITY, ADRENOMEDULLIN (ADM) AND TOTAL RNA LEVELS BY TREATMENT OF ORGANOSELENIUM COMPOUNDS IN RAT HYPOTHALAMUS EXPOSED TO 7,12-DIMETHYLBENZANTHRACENE (DMBA)

WOS: 000279807100007The effects of synthetic organoselenium compounds (Se I and Se II) on the activity of tyrosine hydroxylase (TH), the rate-limiting enzyme in catecholamine synthesis as well as adrenomedullin (ADM) and total RNA levels were determined in the hypothalamus of adult rats exposed to DMBA (7,12-dimethylbenz[a]anthracene). DMBA, an organic environmental pollutant, is a polycyclic aromatic hydrocarbon that can induce a range of toxic effects and stress in rats. Selenium is an essential trace element, which interacts with antioxidants, and has anticancer and antihypertensive properties. TH is an aromatic amino acid hydroxylase whose activity is elevated in response to a range of stress inducers. TH activity is normally regulated by negative feedback in catecholamine biosynthesis. ADM is an abundantly present peptide in a broad range of normal tissues including adrenal medulla, lungs, kidneys and brain. Plasma ADM levels are elevated in a number of diseases including essential hyptertension and chronic renal failure. The antioxidant properties of ADM offer protection against organ damage induced by high blood pressure, ischemia and aging. DMBA treatment increased the TH activity and ADM level in the hypothalamus. These increases were found to be inhibited by Se I and Se II treatments. These studies demonstrate that synthetic organoselenium compounds can suppress DMBA-induced stress-related changes in the rat hypothalamus. Therefore, the antioxidant and antihypertensive effects of Se I and Se II may have important effects in the maintainance of homeostasis.Inonu University [BAP 2005/60]Inonu University Research Fund (BAP 2005/60) is gratefully acknowledged for support of this work

The effects of synthetic organoselenium compounds on nitric oxide in DMBA - induced rat liver

WOS: 000267957000020PubMed ID: 20120501DMBA (7,12-dimethylbenz[a]anthracene) is known to generate DNA-reactive species during their metabolism, which may enhance oxidative stress in cells. Since selenium is known as a non-enzymic antioxidant, health problems induced by many environmental pollutants, have stimulated the evaluation of relative antioxidant potential of selenium and synthetic organoselenium compounds. Therefore, we aimed to evaluate chemopreventive potential of synthetic organoselenium compounds by monitoring level of liver nitric oxide. In this study, adult female Wistar rats were treated with DMBA and the novel organoselenium compounds (Se I) and (Se II) in the determined doses. DMBA-induced in rats, the effects of organoselenium compounds on nitric oxide levels in rat liver was studied. In this study, it has been observed a statistically significant increase in (Nitric Oxide) levels for the liver of rat exposed to DMBA (p<0.05). However with administration of Se I and Se II there was a statistically significant decrease in NO levels (p<0.05). The ability of the organoselenium compounds to prevent oxidative damage induced by DMBA in rat livers was rationalized. Protection against nitric oxide measured in Se I and Sell treated groups were provided by synthesized organoselenium compounds. Se I and Sell both provided chemoprevention against DMBA-induced oxidative stress in rat liver.Technological and Scientific Research Council of Turkey [TUBITAK TBAG-2259 (102T185)]We thank to Technological and Scientific Research Council of Turkey TUBITAK TBAG-2259 (102T185) for financial support of this work

The investigation of the antioxidative properties of the novel synthetic organoselenium compounds in some rat tissues

WOS: 000255321300011PubMed ID: 18375834DMBA (7,12-dimethylbenz[a]anthracene) is a polycyclic aromatic hydrocarbon (PAH) known to cause tumors in rats. Selenium is an essential element with physiological nonenzymatic antioxidant properties. Because of the health problems induced by many environmental pollutants, many efforts have been undertaken in evaluating the relative antioxidant potential of selenium and synthetic organoselenium compounds. In this study, adult female Wistar rats were treated with DMBA and the novel organoselenium compounds (1-isopropyl-3-methylbenzimidazole-2-selenone [Sel] and 1,3di-p-methoxybenzylpyrimidine-2-selenone [Sell]) in the determined doses. The protective effects of novel synthetic organoselenium compounds (Sel and Sell) against DMBA-induced changes in superoxide dismutase (SOD), catalase (CAT), glutathione peroxidase (GPx), and glutathione reductase (GR) activities and total glutathione (GSH) and malonedialdehyde (MDA) levels of rat heart and brain were investigated. It was determined that Sel and Sell fully or partially restored enzyme activity. It was also found that lipid peroxidation was also decreased in Sel and Sell treated groups. Consequently, it was determined that novel synthetic organoselenium compounds (Sel and Sell) provided protection of antioxidant activity, and protection against lipid peroxidation measured as MDA in Sel and Sell treated groups was provided by novel synthesized organoselenium compounds. The ability of the organoselenium compounds to prevent oxidative damage induced by DMBA in rats was rationalized