Organic compounds -- part of the class 532-570 series – Organic compounds – Amino nitrogen containing
Reexamination Certificate
2006-10-10
2006-10-10
Kumar, Shailendra (Department: 1621)
Organic compounds -- part of the class 532-570 series
Organic compounds
Amino nitrogen containing
C564S166000, C564S176000, C564S193000, C564S211000, C560S024000, C514S617000, C514S618000, C514S619000, C514S626000, C514S628000, C514S478000
Reexamination Certificate
active
07119229
ABSTRACT:
Colchicine derivatives represented by the formula (I)with a halogen or nitric ester group, or pharmaceutically acceptable salts thereof, are described. Pharmaceutical compositions containing the same as effective components are also described. The colchicine derivatives were found to have anticancer, anti-proliferous and immunosuppressive function. Methods for preparing the colchicines derivatives are also provided.
REFERENCES:
patent: 3222253 (1965-12-01), Eschenmoser et al.
patent: 4533675 (1985-08-01), Brossi et al.
patent: 2002496 (1969-10-01), None
patent: 91/02084 (1991-02-01), None
Shi, Quian, et al., “Antitumor Agents. 172. Synthesis and Biological Evaluation of Novel Deacetamidothiocolchicin-7-ols and Ester Analogs as Antitubulin Agents.”J. Med. Chem, 1997, vol. 40, pp. 961-966. American Chemical Society, Washington, D.C.
Muzaffar, Anjum, et al., “Antitubulin Effects of Derivatives of 3-Demethylthiocoichicine, Methylthio Ethers of Natural Colchicinoids, and Thioketones Derived from Thiocolchicine. Comparison with Colchicinoids.”J. Med. Chem., 1990, vol. 33, pp. 567-571. American Chemical Society, Washington, D.C.
Kerekes, Peter, et al., “Synthesis and Biological Effects of Novel Thiocolchicines. 3. Evaluation of N-Acyldeacetylthiocolchicines, N-(Alkoxycarbonyl)deacetylthiocolchicines, and O-Ethyldemethylthiocolchicines. New Synthesis of Thiodemecolcine and Antileukemic Effects of 2-Demethyl- and 3-Demethylthiocolchicine.”J. Med. Chem., 1985, vol. 28, pp. 1204-1208, American Chemical Society, Washington, D.C.
Malkinson, Frederick D., “Colchicine: New Uses of an Old, Old Drug.”Arch Dermatol, vol. 118, Jul. 1982, pp. 453-457. American Medical Association, Chicago, IL.
Boyé, Olivier, et al., “TropoionicColchicumAlkaloids and Allo Congeners.”The Alkaloids. 1992, vol. 41, Chapter 3, pp. 125-176.
Andreu, Jose M., “Interaction of Tubulin with Bifunctional Colchicine Analogues: An Equilibrium Study.”Biochemistry, 1984, vol. 23, pp. 1742-1752. American Chemical Society, Washington, D.C.
Pyles, Erica A., et al., “Effect of the B Ring and C-7 Substituent on the Kinetics of Colchicinoid-Tubulin Associations.”Biochemistry, 1993, vol. 32, pp. 2329-2336. American Chemical Society, Washington, D.C.
Williams, Robert F., et al., “A Photoaffinity Derivative of Colchicine: 6′-(4′-Azido-2′-nitrophenylamino)hexanoyldeacetylcochicine. Photolabeling and Location of the Colchicine-Binding Site on the α-Subunit of Tubulin.”The Journal of Biological Chemistry, 1985, vol. 260, No. 25, pp. 13794-13800. The American Society of Biological Chemists, Inc., Baltimore, MD.
Ostermann, Daniel, et al., “Colchicine Allows Prolonged survival of Highly Reactive Renal Allograft in the Rat.”Journal of the American Society of Nephrology, 1993, vol. 4, No. 6, pp. 1294-1299, The American Society of Nephrology, Washington, D.C..
Kang, Gil-Jong, et al., “N-Acetylcolchinol O-Methyl Ether and Thiocolchicine, Potent Analogs of Colchicine Modified in the C Ring: Evaluation of the Mechanistic Basis for Their Enhanced Biological Properties.”The Journal of Biological Chemistry, 1990, vol. 265, No. 18, pp. 10255-10259. The American Society of Biochemistry and Molecular Biology, Inc., Baltimore, MD.
Quinn, Frank R., “Toxicity Quantitative Structure-Activity Relationships of Colchicines”J. Med. Chem., 1981, vol. 24, pp. 636-639. American Chemical Society, Washington, D.C.
Quinn, Frank R., “Quantitative Structure-Activity Relationships of Colchicines against P388 Leukemia in Mice.”J. Med. Chem., 1981, vol. 24, pp. 251-256. American Chemical Society, Washington, D.C.
Hansch, Corwin, et al. “Antitumor Structure-Activity Relationships. Nitrosources vs. L-1210 Leukemia.”J. Med. Chem., 1980, vol. 23, pp. 1095-1101. American Chemical Society Washington, D.C.
Shiau, George T., et al. “Alkylthiocolchicines and N-Deacetyl-alkylthiocolchicines and Their Antileukemic Activity.”Journal of Pharmaceutical Sciences, Apr. 1975, vol. 64, No. 4, pp. 646-648. American Pharmaceutical Association, Easton, PA.
Poulev, Alexander, et al. “Regioselective Bioconversion of Colchicine and Thiocolchicine into Their Corresponding 3-Demethyl Derivatives.”Journal of Fermentation and Bioengineering, 1995, vol. 79, No. 1, pp. 33-38. Elsevier Science Inc., New York, NY.
Li, Leping, et al. “Antitumor Agents. 150. 2′, 3′, 4′, 5′, 5,6,7-Substituted 2-Phenyl-4-quinolones and Related Compounds: Their Synthesis, Cytotoxicity, and Inhibition of Tubulin Polymerization.”J. Med. Chem., 1994, vol. 37, pp. 1126-1135. American Chemical Society, Washington, D.C.
Andreu, Jose M., et al. “Interaction of Tubulin with Bifunctional Colchicine Analogues: An Equilibrium Study.”Biochemistry, 1984, vol. 23, pp. 1742-1752. American Chemical Society, Washington, D.C.
Capraro, Hans-Georg, et al. “Simple Conversion of Colchicine into Demecolcine.”Helvetica Chimica Acta, 1979, vol. 62, Fasc. 4, No. 99, pp. 965-970. Verlag Helvetica Chimica Acta, Basel, Switzerland.
Iorio, Maria A. “Contraction of Tropolonic Ring of Colchicine by Hydrogen Peroxide Oxidation.”Heterocycles, 1984, vol. 22, No. 10, pp. 2207-2211. Elsevier, New York, NY.
Jang, H.J. “Comparison of Pancreas Transplantation Outcome Between the Cyclosporine and Tacrolimus Eras.”Transplantation Proceedings, 2000, vol. 32, pp. 2470-2471. Elsevier Science Inc., New York, NY.
Guo, L., et al. “Role of Natural Killer Cells in Allograft Rejection.”Transplantation Proceedings, 2000, vol. 32, pp. 2089-2090. Elsevier Science Inc., New York, NY.
Jang, H.J. et al. “Tacrolimus for Rescue Therapy in Refractory Renal Allograft Rejection.”Transplantation Proceedings, 2000, vol. 32, pp. 1765-1766. Elsevier Science Inc., New York, NY.
Jang, H.J. et al. “Conversion from Cyclosporine to Tacrolimus in Renal Allograft Recipients with Delayed Graft Function from Severe Acute Tubular Necrosis.”Transplantation Proceedings, 2000, vol. 32, pp. 1714-1715. Elsevier Science Inc., New York, NY.
Choi Jae Won
Jang Jung Min
Kim Dong Hoo
Kim Kyoung Soo
Kim Myung Hwa
Buchanan & Ingersoll PC
Chemtech Research Incorporation
KT & G Corporation
Kumar Shailendra
LandOfFree
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