Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Radical -xh acid – or anhydride – acid halide or salt thereof...
Patent
1992-05-28
1994-01-25
Shippen, Michael L.
Drug, bio-affecting and body treating compositions
Designated organic active ingredient containing
Radical -xh acid, or anhydride, acid halide or salt thereof...
562560, A61K 31195
Patent
active
052816273
ABSTRACT:
Guanidino substituted arginines or homoarginines based on monoalkyl carbon-substituted ornithines or lysines, having the formula ##STR1## wherein R is (CH.sub.2).sub.y CH.sub.3 or H, R' is CH.sub.2 or C(H)(CH.sub.2).sub.y CH.sub.3, and R" is CH.sub.2 or C(H)(CH.sub.2).sub.y CH.sub.3, with y ranging from 0 to 5, and x is 0 or 1 and Q is an alkyl group containing from 1 to 6 carbon atoms or NH.sub.2 or NO.sub.2, and only one of R, R' and R" providing an alkyl substituent on the ornithine or lysine moiety. Pre
REFERENCES:
patent: 2663668 (1953-12-01), Vrat
patent: 4061542 (1977-12-01), Demny
patent: 4282217 (1981-08-01), Baglioni et al.
patent: 4477428 (1984-10-01), Silberling et al.
patent: 4477429 (1984-10-01), Silberling et al.
patent: 4499067 (1985-02-01), Silberling et al.
patent: 4499068 (1985-02-01), Silberling et al.
patent: 4698442 (1987-10-01), Nestor et al.
patent: 4734438 (1988-03-01), Macri
patent: 5028627 (1991-07-01), Kilbourn et al.
patent: 5059712 (1991-10-01), Griffith
patent: 5132453 (1992-07-01), Griffith
patent: 5216025 (1993-06-01), Gross et al.
Gross, S. S., et al, Biochem. Biophys. Res. Commun., 178, No. 3, Aug. 15, 1991; 823-829.
Kilbourn, R. G., et al, Journal of the National Cancer Institute, vol. 82, No. 9, May 2, 1990, 772-776.
Kilbourn, R. G., et al, Biochem. Biophys. Res. Commun, 172, No. 3, Nov. 15, 1990, 1132-1138.
Klabunde, R. E., et al, European Journal of Pharmacology, 199:51-59, 1991.
Klabunde, R. E., et al, Biochem. Biophys. Res. Commun., 178, No. 3, Aug. 15, 1991, 1135-1140.
Schmidt, H. H. H. W., et al, Science, vol. 255, Feb. 7, 1992, 721-723.
Kilbourn, R. E., et al, Journal of the National Cancer Institute, 84(11):827-831 (1992).
Lancaster, Jr., J. R., American Scientist, 80:248-257 (1992).
Moncada, S., et al, Eur. J. Clin. Invest. 21, 361-374 (1991).
Moncada, S., et al, J. Cardopvaxci;ar jarm. 17 (suppl. 3), A1-S9 (1991).
Moncada, S., et al, Pharmacological Reviews 43(2), 109-142 (1991).
Parratt, J. R., et al, Applied Cardiopulmonary Pathophysiology, 4, 143-149 (1991).
Wang, Q., et al, Life Sciences 49, PL-55-Pl-60 (1991).
Vallance, P., et al, Lancet, 28, 997-999 (1989).
Billiar, T. R., et al, Journal of Leukocyte Biology 48:565-569 (1990).
Fostermann, U., et al, Naunyn-Schmiedeberg's Arch. Pharmacol. 340:771-774 (1989).
Gibson, A., et al, British Journal of Pharmacology, Proceedings Supplement, vol. 98, 904P, Dec. 1989.
Lambert, L. L., Life Sciences, vol. 48, pp. 69-75 (1991).
Moore, P. K., et al, British Journal of Pharmacology, Proceedings Supplement, vol. 98, 905P, Dec. 1989.
Mulsch, A., et al, Naunyn-Schmiedberg's Arch. Pharmacol. 341:143-147 (1990).
Nava, E., et al, The Lancet, vol. 338, 1555-1557 (Dec. 1991).
Palacios, M., et al, Biochemical and Biophysical Research Communications, vol. 165, No. 2, 802-809 (Dec. 15, 1989).
Rees, D D., et al, Br. J. Pharmacol., 96, 418-424 (1989).
Stuehr, D. J. and Griffith, O. W., Advances in Enzymology 65, 287-346 (1992).
Rees, D. D., et al, Br. J. Pharmacol. 101, 746-752 (1990).
Rees, D. D., "Identification of some novel inhibitors of the vascular nitric oxide synthase in vivo and in vitro" from S. Moncada, et al, eds., Nitric oxide from L-arginine; a bioregulatory system, Elsevier Science Publishers B.V. (Biomedical Division), pp. 485-487 (1990).
Aisaka, K., et al, Biochemical and Biophysic Research Communications, vol. 160, No. 2, pp. 881-886, Apr. 28, 1989.
Iyengar, R., et al, Proc. Natl. Acad. Sci, USA, vol. 84, pp. 6369-6373 Sep. 1987.
Palmer, R. M. J., et al, Nature (London), 333, pp. 664-666, 1988.
Rees, D. D., et al, Proc. Natl. Acad. Sci. USA, vol. 86, pp. 3375-3378, May 1989.
Aisaka, K., Biochemical and Biophysical Research Communications, 163, No. 2, 710-717 (Sep. 1989).
Hibbs, J. B., et al, The Journal of Immunology, 138, No. 2, 550-565 (1987).
Jackson, J. A., et al, J. Pharmacol. Expt. Ther. 209, 271-274 (1979).
Ko, R. Y. C., et al, J. Biomed. Res. 10, 249-258 (1976).
Olanoff, L. S., et al, J. Biomed. Res. 8, 125-136 (1977).
Savoka, K. V., et al, Biochem. Biophys. Acta 578, 47-53 (1979).
Blethen, S. L., et al, J. Biol. Chem., vol. 243, No. 8, 1671-1677 (1968).
Mitchell, J. A., et al, European Journal of Pharmacology, 182, 573-576 (1990).
Olken, N. M., et al, Biochem. Biophys. Res. Comm., vol. 177, No. 2, 828-833 (Jun. 14, 1991).
Stuehr, D. J., et al, Proc. Natl. Acad. Sci. USA, vol. 88, 7773-7777 (Sep. 1991).
Taylor, H., et al (ed.), Methods In Enzymology, vol. XVIIA, pp. 310-317, 335-340, Academic Press, 1970.
Yui, Y., et al, J. Biol. Chem., vol. 266, No. 19, 12544-12547, 1991.
Gross, S. S., et al, Biochemical and Biophysical Research Communications, vol. 170, No. 1, pp. 96-103, Jul. 16, 1990.
Fukuto, J. M., et al, Biochem. Biophys. Res. Commun. 168:458-465 (Apr. 1990).
Fasehun, O. A., et al, J. Pharmacol. Exp. Ther. 255, 1348-1358 (1990).
Greenstein, J. P., et al, Chemistry of Amino Acids, vol. 3, pp. 1850-1853, John Wiley & Sons, Inc., 1961.
Kilbourn, R., et al (1990), in "Nitric Oxide from L-Arginine A Bioregulatory System" (S. Moncada and E. A. Higgs, eds, pp. 61-67, Elsevier Science Publishers, Amsterdam).
Stuehr, D. J. et al, Synthesis of Nitrogen Oxides from L-Arginine by Macrophage Cytosol: Requirement for Inducible and Constitutive Components, Biochem, Biophys. Res. Commun., (1989) vol. 161, 420-426.
Stuehr, D. J. et al., Activated Murine Macrophages Secrete a Metabolite Arginine with the Bioactivity of Endothelium-Derived Relaxing Factor and the Chemical Reactivity of Nitric Oxide, J. Exp. Med., (1989) vol. 169 1011-1020.
Natanson, C. et al., Endotoxin and Tumor Necrosis Factor Challenges in Dogs Simulate the Cardiovascular Profile of Human Septic Shock, Journal of Exp. Med. (1989) 169:823-832.
Schmidt, H. et al., Arginine is a Physiological Precursor of Endothelium Derived Nitric Oxide, Eur. J. of Pharmacology (1988) 154:213-216.
Palmer, R. M. J. et al., L-Arginine is the Physiological Precursor for the Formation of Nitric Oxide in Endothelium-Dependent Relaxation, Biochem. Biophys. Res. Commun. (1988) 153:1251-1256.
Sakuma, I. et al., Identification of Arginine as a Precursor of Endothelium-Derived Relaxing Factor, Proc. Natl. Acad. Sci U.S.A. (1988) 85:8664-8667.
Hibbs, J. B. et al., Nitric Oxide: A Cytotoxic Activated Macrophage Effector Molecule, Biochem. Biophys. Res. Commun. (1988) 157:87-94.
Marletta, M. A. et al., Macrophage Oxidation of L-Arginine to Nitrite and Nitrate: Nitric Oxide Is an Intermediate, Biochemistry (1988), 27:8706-8711.
Palmer, R. M. J. et al., Nitric Oxide Release Accounts for the Biological Activity of Endothelium-Derived Relaxing Factor, Nature (1987) 327:524-526.
Stuehr, D. J. et al., Induction of Nitrite/Nitrate Synthesis in Murine Macrophages by BCG Infection, Lymphokines, or Interferon-.gamma., J. of Immunology (1987) 139:518-525.
Turan et al., Acta Chimica Academiae Scientiarum Hungaricae (1975) 85:327-332.
Kilbourn et al., N.sup.G -Methyl-L-Arginine Inhibits Tumor Necrosis Factor-Induced Hypotension: Implications for the Involvement of Nitric Oxide Proc. Natl. Acad. Sci. U.S.A. (1990) 87: 3629-3632.
Cornell Research Foundation Inc.
Shippen Michael L.
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