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Synthesis of 6-Hydroxy-7-methoxy-4-oxo-4H-chromene-2-carboxylic acid N-Alkyl Amides and their Antioxidant Activity  

Cho Jung-Sook (College of Medicine, Dongguk University)
Kang Hae-Eun (College of Pharmacy, Chungbuk National University)
Jung Jae-Kyung (College of Pharmacy, Chungbuk National University)
Lee Hee-Soon (College of Pharmacy, Chungbuk National University)
Publication Information
Archives of Pharmacal Research / v.29, no.3, 2006 , pp. 183-187 More about this Journal
Abstract
A series of 6-hydroxy-7-methoxy-4-oxo-4H-chromene-2-carboxylic acid N-alkyl amides (3a-g) were synthesized and their antioxidant activities were evaluated using rat brain homogenates.
Keywords
Antioxidant Activity; Chromene-2-carboxylic acid N-alkyl amides;
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1 Barnham, K. J., Masters, C. L., and Bush, A., Neurodegenerative diseases and oxidative stress. Nat. Rev. Drug Discovery, 3, 205-214 (2004)   DOI   ScienceOn
2 Cash, A., Smith, M., and Perry, G., Oxidative Stress Mechanisms and Potential Therapeutic Modalities in Alzheimer Disease. Med. Chem. Rev., 1, 19-23 (2004)
3 Cho, J. and Lee, H., Wogonin inhibits excitotoxic and oxidative neuronal damage in primary cultured rat cortical cells. Eur. J. Pharm., 485, 105-110 (2004)   DOI   ScienceOn
4 Forman, H. J. and Torres, M., Redox signaling in macrophages. Mol. Aspects Med., 22, 189-216 (2001)   DOI   ScienceOn
5 Forrest, V. J., Kang, Y. H., McClain, D. E., Robinson D. H., and Ramakrishnan, N., Oxidative stress-induced apoptosis prevented by trolox. Free Rad. Biol. Med., 16, 675-684 (1994)   DOI   ScienceOn
6 Halliwell, B. and Gutteridge, J. M. C., Oxygen is poisonous an introduction to oxygen toxicity and free radicals, In Halliwell, B. and Gutteridge, J. M. C. (Eds.). Free radicals in biology and medicine. 2nd ed. Oxford Clarendon, Oxford University, pp. 1-20 (1989)
7 Koufaki, M., Detsi, A., Theodorou, E., Kiziridi, C., Calogeropoulou, T., Vassilopoulos, A., Kourounakis, A. P., Rekka, E., Kourounakis, P. N., Gaitanaki, C., and Papazafiri, P., Synthesis of chroman analogues of lipoic acid and evaluation of their activity against reperfusion arrhythmias. Bioorg. Med. Chem., 12, 4835-4841 (2004)   DOI   ScienceOn
8 Venditti, P., Masullo, P., Agnisola, C., and Di Meo, S., Effect of vitamin E on the response to ischemia-reperfusion of Langendorff heart preparations from hyperthyroid rats. Life Sci., 66, 697-708 (2000)   DOI   ScienceOn
9 Suzuki, Y. J., Forman, H. J., and Sevanian, A., Oxidants as stimulators of signal transduction. Free Rad. Biol. Med., 22, 269-285 (1997)   DOI   ScienceOn
10 Lee, H., Lee, K., Jung, J.-K., Cho, J., and Theodorakis, E. A., Synthesis and evaluation of 6-hydroxy-7-methoxy-4-chromanone- and chroman-2-carboxamides as antioxidants. Bioorg. Med. Chem. Lett., 15, 2745-2748 (2005)   DOI   ScienceOn
11 Wu, T.-W., Hashimoto, N., Wu, J., Carey, D., Li, R.-K., Mickle D. A. G., and Weisel, R. D., The cytoprotective effect of trolox demonstrated with three types of human cells. Biochem. Cell Biol. 68, 1189-1194 (1990)   DOI   ScienceOn
12 Naderi, G. H., Asgary, A., Ani, S., Sarraf-Zadegan, M., Safari, N., and Reza, M., Effect of some volatile oils on the affinity of intact and oxidized low-density lipoproteins for adrenal cell surface receptors. Mol. Cell. Biochem., 267, 59-66 (2004)   DOI   ScienceOn
13 Kohen, R. and Nyska, A., Oxidation of biological systems: Oxidative stress phenomena, Antioxidants, Redox reactions, and methods of their quantification. Toxicol. Pathol., 30, 620- 650 (2002)   DOI
14 Gilgun-Sherki, Y., Rosenbaum, Z., Meland, E., and Offen D., Antioxidant Therapy in Acute Central Nervous System Injury: current state. Pharmacol. Rev., 54, 271-284 (2002)   DOI   ScienceOn
15 Stephens, N. G., Parsons, A., Schofield, P. M., Kelly, F., Cheeseman, K., Mitchinson, M. J., and Brown, M. J., Randomised controlled trial of vitamin E in patients with coronary disease: Cambridge Heart Antioxidant Study (CHAOS). Lancet, 347, 781-786 (1996)   DOI   ScienceOn
16 Tsuchiya, M., Scita, G., Freisleben, H. J., Kagan, V. E., and Packer, L., Antioxidant radical-scavenging activity of carotenoids and retinoids compared to a-tocopherol. Method Enzymol., 213, 460-472 (1992)   DOI
17 Braughler, J. M., Duncan, L. A., and Chase, R. L., The involvement of iron in lipid Peroxidation. J. Bio. Chem., 261, 10282-10289 (1986)
18 Andersen, J. K., Oxidative stress in neurodegeneration. Nat. Rev. Neurosci., 5, S18-S25 (2004)
19 Chabrier, P.-E., Auguet, M., Spinnewyn, B., Auvin, S., Cornet, S., Demerle-Pallardy, C., Guilmard-Favre, C., Marin, J.-G., Pignol, B., Gillard-Roubert, V., Roussillot-Charnet, C., Schulz, J., Viossat, I., Bigg, D., and Moncada, S., BN 80933, a dual inhibitor of neuronal nitric oxide synthase and lipid peroxidation: A promising neuroprotective strategy. Proc. Natl. Acad. Sci. U.S.A., 96, 10824-10829 (1999)
20 Rajan, P., Vedernikova, I., Cos, P., Berghe, V. D., Augustynsa, K., and Haemersa, A., Synthesis and evaluation of caffeic acid amides as antioxidants. Bioorg. Med. Chem. Lett., 11, 215-217 (2001)   DOI   ScienceOn
21 Roberfroid, M. and Colderon, P. B., Definitions, properties and reactions of radicals. In Roberfroid, M. and Colderon, P. B. (Eds.) Free radicals and oxidation phenomena in biological systems. New York, University of Catholique de Louvain Brussels, pp. 11-32 (1995)
22 Crombie, L., Jones, R. C. R., and Palmer, C. J., Synthesis of mammeins and surangin A. Tet. Letters, 26, 2929-2932 (1985)   DOI   ScienceOn
23 Hall, E. D., Braughler, J. M., Yonkers, P. A., Smith, S. L., Linseman, K. L., Means, E. D., Scherch, H. M., Von Voigtlaender, P. F., Lahti, R. A., and Jacobsen, E. J., 78517F: a potent inhibitor of lipid peroxidation with activity in brain injury and ischemia. J. Pharm. Exp. Ther., 258, 688-694 (1991)
24 Priyadarsini, K., Indira, M., Dilip, K., Naik, G. H., Kumar, M. S., Unnikrishnan, M. K., Satav, J. G., and Mohan, H., Role of phenolic o-h and methylene hydrogen on the free radical reactions and antioxidant activity of curcumin. Free Rad. Bio. Med., 35, 475-484 (2003)   DOI   ScienceOn
25 Griendling, K. K. and FitzGerald, G. A., Oxidative stress and cardiovascular injury. Circulation, 108, 2034-2040 (2003)   DOI   ScienceOn
26 Gilgun-Sherki, Y., Melamed, E., and Offen, D., Oxidative stress induced-neurodegenerative diseases: the need for antioxidants that penetrate the blood brain barrier. Neuropharmacol., 40, 959-975 (2001)   DOI   ScienceOn
27 Maxwell, S. R. J., Prospects for the use of antioxidant therapies. Drugs, 49, 345-361 (1995)   DOI   ScienceOn
28 Vairagupta, O., Toasaksiri, S., Boonyarat, C., Wongkrajang, Y., Peungvicha, P., Watanabe, H., and Boonchoong, P., Chroman amide and nicotinyl amide derivatives: inhibition of lipid peroxidation and protection against head trauma. Free Rad. Res. 32, 145-155 (2000)   DOI   ScienceOn