Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Ortho-hydroxybenzoic acid or derivative doai
Patent
1995-06-06
1999-02-23
Shah, Mukund J.
Drug, bio-affecting and body treating compositions
Designated organic active ingredient containing
Ortho-hydroxybenzoic acid or derivative doai
514183, 514185, 540465, 540472, 540474, A61K 31635, C07D27300, C07D22502
Patent
active
058744215
ABSTRACT:
The present invention is directed to low molecular weight mimics of superoxide dismutase (SOD) represented by the formula: ##STR1## wherein R, R', R.sub.1, R'.sub.1, R.sub.2, R'.sub.2, R.sub.3, R'.sub.3, R.sub.4, R'.sub.4, R.sub.5, R'.sub.5, R.sub.6, R'.sub.6, R.sub.7, R'.sub.7, R.sub.8, R'.sub.8, R.sub.9, and R'.sub.9 and X, Y, Z and n are as defined herein, useful as therapeutic agents for inflammatory disease states and disorders, ischemic/reperfusion injury, stroke, atherosclerosis, hypertension and all other conditions of oxidant-induced tissue damage or injury.
REFERENCES:
patent: 3930867 (1976-01-01), Bigelow
patent: 4001212 (1977-01-01), Richman
patent: 4702998 (1987-10-01), Tanaka et al.
patent: 4885363 (1989-12-01), Tweedle et al.
patent: 5096724 (1992-03-01), Zenner et al.
Rush, Archives of Biochem. and Biophys. 289(1) pp. 1-6, 1991.
Kimura, et al. Biochimica et Biophysica, Acta, 678 (1981) 172-179.
Kimura, et al. Biochimica et Biophysica, Acta, 1983-37-43.
Bell, et al. JACS, 1983, 105 5290-5300.
Riley, et al. Analytical Biochem. 196 344-349, 1991.
Newton, et al., Chemical Abstracts, vol. 110, 1989, Abs 146606P.
Krakowiak, J. Org. Chem. 1990 3364-3368.
Gryglewski, et al. Nature, vol. 320, 1986 pp. 454-456.
Alexander, et al, Inorg. Nucl. Chem. Letters vol. 6, pp. 445-448, 1970.
Brady, et al. J. Org. Chem. 44(18) 1979 pp. 3101-3105.
Tabushi, et al. Tetrahedron Letters 12 pp. 1049-1052, 1977.
Fujioka, Chemistry Letters, pp. 737-740, 1982.
Atkins, et al. Org. Snyth. vol. 58, pp. 344-349, 1978.
Richman et al., JACS vol. 96, 1974 pp. 2268-2270.
Krakowiak, et al. Tetrahedron Letters 30(22) pp. 2897-2900, 1989.
Bradshaw, et al. J. Heterocyclic Chem 26 1431 (1989).
Jackels, et al., Inorg. Chem 1992 31, 234-239.
Bencini, et al. Inorg. Chem. 1990 29 1716-1718.
Newton, et al., J. Coopd. Chem. 19 pp. 265-277, 1988.
Petkav, Cancer Treatment Reviews 1986, 13, 17-44.
Akaike, et al. J. Clin Invest. 85, 1990 739-745.
Trenam, J. of Dermatology (1991) 125 325-329.
Cremer, et al. J. of Heart Transplantation Aug. 1989 pp. 330-335.
Bando, et al. J. Heart Lung Transplant. 10(2) 1991 pp. 304-309.
Marklund, Adv. Clin. Enzymol 135-144, 1986.
Oberley, Free Radical Biology and Medicine 5 pp. 113-124, 1988.
Storhoff, et al. Coopd. Chem. Rev. 23 (1977) 1-29.
Wisner, et al. Gut 1988 29 1516-1523.
Michelson, Life Chemistry Reviews, 1987 6 1-142.
Richard A. Kerr Oxygen Free Radicals Linked to Many Diseases, Research News, Science vol. 23, pp. 529-531 (1987).
D. T. Dexter et al. Basal Lipid Peroxidation in Substantia Nigra is Increased in Parkinson's Disease, Journal of Neurochemistry, vol. 52, pp. 381-389 (1989).
J. L. Zweier et al. Recombinant Superoxide Dismutase Reduces Oxygen Free Radical Concentrations in Reperfused Myocardium, J. Clinical Invest., vol. 80, pp. 1728-1734 (1987).
Robert A. Greenwald et al. Superoxide Dismutase and Catalase as Therapeutic Agents for Human Diseases, Free Radical Biology& Medicine., vol. 8, pp. 201-209 (1990).
K. Henslay et al. A model for .beta.-amyloid aggregation and neurotoxicity based on free radical generation by the peptide: Relevance to Alzheimer disease, Proceedings, Nat. Acad. Sci. USA, vol. 91, pp. 3270-3274 (1994).
A. Er-raki et al. Increased Superoxide Anion Production in Dermal Fibroglasts of Psoriatic Patients, Skin Pharmacol., vol. 6, pp. 253-258 (1993).
M.B. Johnson et al. Antioxidant with Marked Lipid- and Glucose-Lowering Activity in Diabetic Rats and Mice, Diabetes, vol. 42, (1993).
M. Shingu et al. Anti-inflammatory effects of recombinanant human manganese superoxide dismutase on adjuvant arthritis in rats, Rheumatol. Int., vol. 14, pp. 77-81 (1994).
Lee Frank Developmental Aspects of Experimental Pulmonary Oxygen Toxicity, Free Radical Biology & Medicine, vol. 11, pp. 463-494 (1991).
Xin-liang Ma et al. Neutrophil-Mediated Vasoconstriction and Endothelial Dysfunction in Low-Flow Perfusion-Reperfused Cat Coronary Artery, Circulation Res., vol. 69, No. 1, pp. 95-106 (1991).
Serge Przedborski et al. Transgenic Mice with Increased Cu/Zn-Superoxide Dismutase Activity are Resistant to N-methyl-4-phenyl-1,2,3,6-tetrahydropyridine-induced Neurotoxicity, The Journal of Neuroscience, vol. 12, pp. 1658-1667 (1992).
Albert Van Der Vliet et al. Role of Reactive Oxygen Species in intestinal Diseases, Free Radical Biology & Medicine, vol. 12, pp. 489-513 (1992).
Clive L. Greenstook The Role of Free Radicals in Radiation Chemical Aging, Prog. Reaction Kinetics, vol. 14, pp. 249-265 (1986).
Matthew B. Grisham et al. Neutrophil-Mediated Mucosal Injury, Role of Ractive Oxygen Metabolites, Digestive Diseases and Sciences, vol. 33. No. 3, pp. 65-155, (1988).
A. Glabinski et al. Increased generation of superoxide radicals in the blood of MS patients, Acta Neurol Scand, vol. 88, pp. 174-177 (1993).
F. Sanchiz et al. Prevention of Radioinduced Cystitis by Orgotein: A Randomized Study, Anticancer Research, vol. 16, pp. 2025-2028 (1988).
Muneyesu Urano et al. Expression of Manganese Superoxide Dismutase Reduces Tumor Control Radiation Dose: Gene-Radiotherapy, Cancer Research, vol. 55, pp. 2490-2493, (1955).
Thomas E. Carew et al. Antiatherogenic effect of probucol unrelated to its hypocholesterolemic effect: Evidence that antioxidants in vivo can selectively inhibit low density lipoprotein degradation in macrophage-rich fatty streaks and slow the progression of atherosclerosis in the Watanabe heritable hyperlipidemic rabbit, Proc. Natl. Acad. Sci., USA, vol. 84, pp. 7725-7729 (1987).
M. J. Richard et al. Trace Elements and Lipid Peroxidation Abnormalities in Patients with Chronic Renal Failure, Nephron, vol. 57, pp. 10-15 (1991).
Ronald G. Crystal Oxidants and Respiratory Tract Epithelial Injury: Parogenesis and Strategies for Therapeutic Intervention, American Journal of Medicine., vol. 91, pp. 39-44 (1991).
Antonio Ceriello et al. Anti-oxidants show an anti-hypertensive effect in diabetic and hypertensive subjects, Clinical Science, vol. 81, pp. 739-742 (1991).
Donald G. Thurman et al. Hepatic Reperfusion Injury Following Orthotopic Liver Transplantation in the Rat. Transplantation, vol. 48, pp. 502-506 (1988).
G. Blumhardt et al. Does Antioxidant Treatment have a Role in Liver Transplantation, Klin Wochenschr, vol. 69, pp. 1105-1108 (1991).
W. B. Weglicki et al. Mechanisms of Cardiovascular Drugs as Antioxidants, J. Mol. Cell Cardiol, vol. 22, pp. 1199-1208 (1990).
Edward D. Hall et al. Attenuation of Postischemic Cerebral Hypoperfusion by the 21-Aminosteroid U74006F, J. Neurotrauma, vol. 9, pp. 340-344, (1992).
Barry Halliwell et al. Oxygen radicals and the nervous system, TINS, vol. 8, pp. 22-26, (1985).
Alan S. Nies et al. Principles of Therapeutics, The Pharmacological Basis of Therapeutics (Goodman & Gilman, Ninth Edition, p. 48.
McCord, Free Radicals Biol. Med. 2, 307 (1986).
Bannister et al., Crit. Rev. Biochem., 22, 111 (1987).
Fretland et al., Gastroenterology, 100, A581 (1990).
Lindoy, L. F., The Chemistry of Macrocyclic Ligand Complexes, Cambridge University Press, pp. 16-17 and 40-43 (1989).
Jackels, S.C. et al., "Agueous Proton NMR Relaxation Enhancement by Manganese (II) Macrocyclic Complexes: Structure-Relaxivity Relationships", Inorg. Chem., 31, 234-39 (1992).
Aston Karl W.
Lennon Patrick J.
Modak Anil S.
Neuman William L.
Riley Dennis P.
G. D. Searle & Co.
Roth Michael J.
Shah Mukund J.
Sripada Pavanaram K.
Williams Roger A.
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