Organic compounds -- part of the class 532-570 series – Organic compounds – Four or more ring nitrogens in the bicyclo ring system
Reexamination Certificate
2006-06-20
2006-06-20
Saeed, Kamal A. (Department: 1626)
Organic compounds -- part of the class 532-570 series
Organic compounds
Four or more ring nitrogens in the bicyclo ring system
C546S070000
Reexamination Certificate
active
07064202
ABSTRACT:
The present invention relates to novel intermediates and prodrugs of camptothecin and related analogs.
REFERENCES:
patent: 5552156 (1996-09-01), Burke
patent: 5736156 (1998-04-01), Burke
patent: 6136978 (2000-10-01), Curran et al.
patent: 6207832 (2001-03-01), Curran et al.
patent: 6291676 (2001-09-01), Burke et al.
patent: 6376676 (2002-04-01), Curran et al.
patent: 6410731 (2002-06-01), Currant et al.
patent: 6743917 (2004-06-01), Curran et al.
patent: WO 9207856 (1992-05-01), None
Liu X. et al. Versatile Prodrug Approach for Liposomal Core-Loading of Water-Insoluble Camptothecin Anticancer Drugs, J. Amer. Chem. Soc., 124(26), pp. 7650-7651 (2002).
Joisen, H., 7-Silylcamptothecins (Silatecans): A New Family of Camptothecin Antitumor Agents, Bioorg. Med. Chem. Lett., 7(24), pp. 3189-3194 (1997).
Liu, Xinli et al., A Versatile Prodrug Approach for Liposomal Core-Loading of Water-Insoluble Camptothecin Anticancer Drugs; J. Am. Chem. Soc.; Jan. 16, 2002, 124, 7650-7651.
Curran, D.P., Liu, H.; Josien, H; Ko, S.B., Tandem Radical Reactions of Isonitriles with 2-Pyridonyl and other aryl adicals: Scope and Limitations, and a First Generation Synthesis of (+/−)-Camptothecin, Tetrahedron, 52, 11385-11404 (1996). Published Aug. 1996.
Palmisano, F. et al., Determination of Methotrexate in Untreated Body Fluids by Micellar Liquid Chromatography, Anal. Chem., May 1989, (61) 946-950.
Pinnaduwage, P. et al. Stable Target-Sensitive Immunoliposomes, Biochemistry, 32, pp. 2850-2855 1992.
Mi, Z. and Burke, T.G., Differential Interactions of Camptothecin Lactone and Carboxylate Forms with Human Blood Components, Biochemistry, 33, 10325-10336 (1994).
Mi, Z. and Burke, T.G., Marked Interspecies Variations Concerning the Interactions of Camptothecin with Serum Albumins: A Frequency-Domain Fluorescence Spectroscopic Study, Biochemistry, 33, 12540-12545 (1994).
Mi, Z. et al., Reduced Albumin Binding Promotes the Stability and Activity of Topotecan in Human Blood, Biochemistry, 34, 13722-13727 (1995).
Josien, H. et al., 7-Silylcamptothecins (Silatecans): A New Family of Camptothecin Antitumor Agents, Bioorg. Med. Chem. Lett. vol. 7, No. 24, 3189-3295 (1997).
Josien, H. et al., A General Synthetic Approach to the (20S)-Camptothecin Family of Antitumor Agents by a Regiocontrolled Cascade Radical Cyclization of Aryl Isonitriles, Chem. Eur. J. 4, 67-83 (1998).
Curran, D.P. et al., New 4+1 Radical Annulations: A Formal Total Synthesis of (+/−)-Camptothecin, J. Am. Chem Soc., 114, 5863-5864 (1992).
Burke, T. et al., Liposomal Stabilization of Camptothecin's Lactone Ring, J. Am. Chem. Soc., 114, 8318-8319 (1992).
Margali, R. et al., Liposomal Drug Delivery: Thermodynamic and Chemical Kinetic Considerations, J. Controlled Release, vol. 17, 285-296 (1991).
Akhtar, et al., Liposome delivery of Antisense Oligonucleotides: Adsorption and Efflux characteristics of Phosphorothioate Oligodeoxynucleotides, J. Controlled Release 22 (1992) 47-56.
Hong, C. et al., Nucleoside Conjugates. 11. Synthesis and Antitumor Activity of 1- -D-Arabinofuranosylcytosine and Cytidine Conjugates of Thioether Lipids, J. Med. Chem., 1990, 33, 1380-1386.
Burke, T.G. et al., The Structural Basis of Camptothecin Interactions with Human Serum Albumin: Impact on Drug Stability, J. Med. Chem., 37, 40-46 (1994).
Bom, D. et al., Novel A,B,E-Ring-Modified Camptothecins Displaying High Lipophilicity and Marked Improved Human Blood Stabilities, J. Med. Chem. 42, 3018-3022, 1999.
Killon, J. et al., Augmentation of Antiproliferative Activity of Interferon Alfa Against Human Bladder Tumor Cell Lines by Encapsulation of Interferon Alfa Within Liposomes, J. Natl. Cancer Inst. 81, 1387-1392 (1989).
Rahman, A. et al., Anti-Laminin Receptor Antibody Targeting of Liposomes with Encapsulated Doxorubicin to Human Breast Cancer Cells in Vitro, J. Natl. Cancer Inst. 81, 1794-1800 (1989).
Burris, H. et al. Activity of Topotecan, a New Topoisomerase I Inhibitor, Against Human Tumor Colony-Forming Units In Vitro, J. Natl. Cancer Inst. 84, 1816-1820 (1992).
Jett, M. et al., Tumoricidal Effects of Liposomes Containing Phosphatidylinositol or Phosphatidylcholine, Methods in Enzymology, vol. 141, pp. 459-466 (1987).
Woodle, M. et al., Liposome Preparation and Size Characterization, Methods in Enzymology, vol. 171, pp. 193-217 (1989).
Szoka, F. et al., Procedure for Preparation of Liposomes with Large Internal Aqueous Space and High Capture by Reverse-Phase Evaporation, Proc. Nat. Acad. Sci., vol. 75, 4194-4198. (Sep. 1978).
Gabizon, A. et al., Liposome Formulations with Prolonged Circulation Time in Blood and Enhanced Uptake by Tumors, Proc. Natl. Acad. Sci. 85, 6949-6953, Sep. 1988.
Papahadjopoulos et al., Sterically Stabilized Liposomes: Improvements in Pharmacokinetics and Antitumor Therapeutic Efficacy, Proc. Natl. Acad. Sci. 88, 11460-11464, Dec. 1991.
Shelly, K. et al., Model Studies Directed Toward the Boron Neutron-Capture Therapy of Cancer: Boron Delivery to Murine Tumors with Liposomes, Proc. Natl. Acad. Sci. vol. 89, 9039-9043, Oct. 1992.
Giovanella, B. et al., DNA Topoisomerase I-Targeted Chemotherapy of Human Colon Cancer in Xenografts, Science 246, 1046-1048, Nov. 24, 1989.
Josien, H. et al, Synthesis of (S)-Mappicine and Mappicine Ketone Via Radical Cascade Reaction of Isonitriles, Tetrahedron, 53, 8881-8886 (1997).
Jew et al., Synthesis and Antitumor Activity of 7-Substituted 20(RS)-Camptothecin Analogues, Bioorg. Med. Chem. Letters 6, 845-848.
Wang et al., Synthesis of Novel Water-Soluble 7-(aminoacylhydrazono) -formyl Camptothecins with Potent Inhibition of DNA Topo. I, Bioorg. Med. Chem. 2(12), 1397-1402 (1994).
Wang et al., Novel Water-Soluble 7-(acylhydrazono) -formyl Camptothecins as Potent Inhibitors of DNA Topo. I, Bioorg. Med. Chem. Lett. 4(4), 579-582 (1994).
Sawada et al., Chem. Mod. of an Antitumor Alkaloid Camptothecin: Synthesis and Antitumor Activity of 7-C-Sub. Camptothecs; Chem. Pharm. Bull. 39(10), 2574-80(1991).
Burke, deceased Thomas G.
Curran Dennis P.
Du Wu
Grazier Nyeemah
King & Schickli PLLC
Saeed Kamal A.
University of Kentucky Research Foundation
University of Pittsburgh
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