Synthesis of Urea and Thiourea Derivatives and Their Inhibitory Activities of NO Production by Activated Macrophages
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Kim, Yoon-Jung
(College of Pharmacy Sookmyung Women's University)
Cheon, Ye-Jin (College of Pharmacy Sookmyung Women's University) Lim, Hyo-Jin (College of Pharmacy Sookmyung Women's University) Ryu, Jae-Ha (College of Pharmacy Sookmyung Women's University) Jeon, Ra-Ok (College of Pharmacy Sookmyung Women's University) |
1 |
Furfine, E. S., Harmon, M. F., Paith, J. E. and Garvey, E. P. : Selective inhibition of constitutive nitric oxide synthase by |
2 | Wink, D. A., Vodovotz, Y., Laval, J., Laval, F., Dewhirst, M. W. and Mitchell, J. B. : The multifaceted roles of nitric oxide in cancer. Carcinogenesis 19, 711 (1998) |
3 | Gatto, E. M., Riobo, N. A., Carreras, M. C, Chernavsky, A., Rubio, A., Satz, M. L. and Poderosos, J. J. : Overexpression of neutrophil neuronal nitric oxide synthase in Parkinson's disease. Nitric Oxide 4, 534 (2000) |
4 | Raman, C. S., Li, H., Martasek, P., Babu, B. R, Griffith, O. W., Masters, B. S. and Poulos, T. L. : Implications for isoform-selective inhibitor design derived from the binding mode of bulky isothioureas to the heme domain of endothelial nitric-oxide synthase. J. BioI. Chem. 276, 26486 (2001) |
5 | Prabhakar, S. S., Zeballos, G. A., Montoya-Zavala, M. and Leonard, C. : Urea inhibits inducible nitric oxide synthase in macrophage cell line. Am. J. Physiol. 273, C1882 (1997) |
6 | McCartney-Francis, N., Allen, J. B., Mizel, D. E., Albina, J. E., Xie, Q. W., Nathan, C. F. and Wahl, S. M. : Suppression of arthritis by an inhibitor of nitric oxide synthase. J. Exp. Med. 178, 749 (1993) |
7 | Bredt, D. S. and Snyder, S. H. : Isolation of nitric oxide synthase, a calmodulin-requiring enzyme. Proc. Natl. Acad. Sci. U.S.A. 87, 682 (1990) |
8 | Paesano, N., Marzocco, S., Vicidomini, C., Saturnino, C., Autore, G., De Martino, G. and SbardeIla, G. : Synthesis and biological evaluation of 3-benzyl-1-methyl- and 1-methyl-3-phenylisothioureas as potential inhibitors of iNOS. Bioorg. Med. Chem. Lett. 15, 539 (2005) DOI ScienceOn |
9 | Goodyer, C. L. M., Chinje, E. C., Jaffar, M., Stratford, I. J. and Threadgill, M. D. : Synthesis of N-benzyl- and N-phenyl-2-amino-4,5-dihydrothiazoles and thioureas and evaluation as modulators of the isoforms of nitric oxide synthase. Bioorg. Med. Chem. 11, 4189 (2003) DOI ScienceOn |
10 |
Green, L. C., Wagner, D. A., Glogowski, J., Skipper, P. L., Wishnok, J. S. and Tannenbaum, S. R. : Analysis of nitrate, nitrite, and |
11 | Hagen, T. J., Bergmanis, A. A., Kramer, S. W., Fok, K. F., Schmelzer, A. E., Pitzele, B. S., Swenton, L., Jerome, G. M., Kornmeier, C. M., Moore, W. M., Branson, L. F., Connor, J. R., Manning, P. T., Currie, M. G. and Hallinan, E. A. : 2-Iminopyrrolidines as potent and selective inhibitors of human inducible nitric oxide synthase. J. Med. Chem. 41, 3675 (1998) |
12 | Shearer, B. G., Lee, S., Oplinger, J. A., Frick, L. W., Garvey, E. P. and Furfine, E. S. : Substituted N-phenylisothioureas: potent inhibitors of human nitric oxide synthase with neuronal isoform selectivity. J. Med. Chem. 40, 1901 (1997) |
13 | Griffith, M. J. D., Messent, M., Macallister, R. J. and Evans, T. W. : Aminoguanidine selectively inhibits inducible nitric oxide synthase. Br. J. Pharmcol. 110, 963 (1993) |
14 | Moore, W. M., Webber, R. K., Jerome, G. M., Tjoeng, F. S., Misko, T. P. and Currie, M. G. : L-N6-(1-Iminoethyl)lysine : A Selective inhibitor of inducible nitric oxide synthase. J. Med. Chem. 37, 3886 (1994) |
15 | Moore, W. M., Webber, R. K., Fok, K. F., Jerome, G. M., Kornmeier, C. M., Tjoeng, F. S. and Currie, M. G. : Inhibitors of human nitric oxide synthase isoforms with the carbamidine moiety as a common structural element. Bioorg. Med. Chem. 4, 1559 (1996) |
16 | Forstermann, U., Schmidt, H. H., Pollock, J. S., Sheng, H., Mitchell, J. A., Warner, T. D., Nakane, M. and Murad, F. : Isoforms of nitric oxide synthase. Characterization and purification from different cell types. Biochem. Pharmacol. 42, 1849 (1991) DOI ScienceOn |
17 | Lowenstein, C. J., Glatt, C. S., Bredt, D. S. and Snyder, S. H. : Cloned and expressed macrophage nitric oxide synthase contrasts with the brain enzyme. Proc. Natl. Acad. Sci. U.S.A. 89, 6711 (1992) |
18 | Kim, Y. J., Ryu, J.-H., Cheon, Y. J., Lim, H. J. and Jeon, R. : Design and synthesis of urea and thiourea derivatives and their inhibitory activities on lipopolysaccharide-induced NO production. Bioorg. Med. Chem. Lett. 17, 3317 (2007) DOI ScienceOn |
19 | Moeslinger, T., Friedl, R., Volf, I., Brunner, M., Baran, H., Koller, E. and Spieckermann, P. G. : Urea induces macrophage proliferation by inhibition of inducible nitric oxide synthesis. Kidney Int. 56, 581 (1999) |
20 | Wang, W., Jittikanont, S., Falk, S. A., Li, P., Feng, L., Gengaro, P. E., Poole, B. D., Bowler, R. P., Day, B. J., Crapo, J. D. and Schrier, R. W. : Interaction among nitric oxide, reactive oxygen species, and antioxidants during endotoxemia-related acute renal failure. Am. J. Physiol. Renal. Physiol. 284, F532 (2003) PUBMED |
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