Tricyclic derivatives and their use

Organic compounds -- part of the class 532-570 series – Organic compounds – Amino nitrogen containing

Reexamination Certificate

Rate now

  [ 0.00 ] – not rated yet Voters 0   Comments 0

Details

C564S074000, C564S162000, C564S185000, C514S599000, C514S617000, C514S618000

Reexamination Certificate

active

07622612

ABSTRACT:
The present invention relates to tricyclic colchicine derivatives represented by the formulas (I) or (II), pharmaceutically acceptable salts thereof, and a method for providing an immuno-suppressive or immuno-modulating effect, an anti-proliferative effect, an anti-inflammatory effect or a method for treating cancer comprising administering to a patient an effective amount of one or more colchicine derivatives:

REFERENCES:
patent: 3222253 (1965-12-01), Eschenmoser et al.
patent: 4533675 (1985-08-01), Brossi et al.
patent: 2.002.496 (1969-10-01), None
patent: 91/02084 (1991-02-01), None
patent: 2004/113281 (2004-12-01), None
Shi, 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 et al., “Antitubulin Effects of Derivatives of 3-Demethylthiocolchicine, 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 et al., “Synthesis and Biological Effects of Novel Thiocolchicines. 3. Evaluation ofN-Acyldeacetylthiocolchicines,N- (Alkoxycarbonyl)deacetylthiocolchicines, andO-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, “Colchicine: New Uses of an Old, Old Drug.”Arch Dermatol, vol. 118, Jul. 1982, pp. 453-457. American Medical Association, Chicago, IL.
Boyéet al., “TropolonicColchicumAlkaloids and Allo Congeners.”The Alkaloids. 1992. vol. 41, Chapter 3, pp. 125-176. Academic Press, Inc., New York, NY.
Andreu, “Interaction of Tubulin with Bifunctional Colchicine Analogues: An Equilibrium Study.”Biochemistry, 1984, vol. 23, pp. 1742-1752. American Chemical Society, Washington, D.C.
Pyles et al., “Effect of the B Ring and the C-7 Substituent on the Kinetics of Colchicinoid-Tubulin Associations.”Biochemistry, 1993, vol. 32, pp. 2329-2336. American Chemical Society, Washington, D.C.
Williams 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 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 et al., “N-AcetylcolchinolO-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, “Toxicity Quantitative Structure-Activity Relationships of Colchicines.”J. Med. Chem., 1981, vol. 24, pp. 636-639. American Chemical Society, Washington, D.C.
Quinn, “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 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 et al., “Alkylthiocolchicines andN-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 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 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 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 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, “Contraction of Tropolonic Ring of Colchicine by Hydrogen Peroxide Oxidation.”Heterocycles, 1984, vol. 22, No. 10, pp. 2207-2211. Elsevier, New York, NY.
Jang, “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 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 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 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.

LandOfFree

Say what you really think

Search LandOfFree.com for the USA inventors and patents. Rate them and share your experience with other people.

Rating

Tricyclic derivatives and their use does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Tricyclic derivatives and their use, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Tricyclic derivatives and their use will most certainly appreciate the feedback.

Rate now

     

Profile ID: LFUS-PAI-O-4070085

  Search
All data on this website is collected from public sources. Our data reflects the most accurate information available at the time of publication.