Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Having -c- – wherein x is chalcogen – bonded directly to...
Reexamination Certificate
2006-10-03
2006-10-03
Coleman, Brenda (Department: 1624)
Drug, bio-affecting and body treating compositions
Designated organic active ingredient containing
Having -c-, wherein x is chalcogen, bonded directly to...
C514S063000, C514S436000, C514S450000, C549S004000, C549S022000, C549S214000, C549S215000, C549S268000, C549S269000, C549S270000
Reexamination Certificate
active
07115651
ABSTRACT:
The present invention relates to compounds having the structure (and pharmaceutically acceptable derivatives thereof)wherein R0–R4, Z, X, A—B, D—E, G—J, and K—L are as defined herein, the synthesis thereof and the use of these compounds as therapeutic agents.
REFERENCES:
patent: 3373038 (1968-03-01), Hodge et al.
patent: 3373039 (1968-03-01), Wehrmeister et al.
patent: 3621036 (1971-11-01), Jensen et al.
patent: 3751431 (1973-08-01), Wehrmeister et al.
patent: 3764614 (1973-10-01), Wehrmeister et al.
patent: 3901921 (1975-08-01), Urry et al.
patent: 4035504 (1977-07-01), Hidy et al.
patent: 4088658 (1978-05-01), Robertson
patent: 4228079 (1980-10-01), Calton
patent: 5597846 (1997-01-01), Sugimura et al.
patent: 5650430 (1997-07-01), Sugimura et al.
patent: 5731343 (1998-03-01), Feng et al.
patent: 5977165 (1999-11-01), Agatsuma et al.
patent: 6239168 (2001-05-01), Ino et al.
patent: 0 606 044 (1994-07-01), None
patent: 09-202781 (1997-08-01), None
patent: WO 98/18780 (1998-05-01), None
patent: WO 99/55689 (1999-11-01), None
patent: WO 00/61578 (2000-10-01), None
patent: WO 01/45751 (2001-06-01), None
Ayer et al., Minor Metabolites of Monocillium Nordinii, Phytochemistry, vol. 26, No. 5, pp. 1353-1355, 1987.
Ayer et al., The Isolation, Identification, and Bioassay of the Antifungal Metabolites Produced by Monocillium Nordinii, Canadian Journal of Microbiology, vol. 26, No. 7, pp. 766-773, 1980.
CAPLUS printout of Brooks et al., Uterotrophic and Antiimplantation Activities of Certain Resorcylic Acid Lactone Derivatives, Proceedings of the Society for Experimental Biology and Medicine, vol. 137, No. 1, pp. 101-104, 1971.
Wehrmeister et al., Total Synthesis of the Macrocyclic Lactone, Dideoxyzearalane, The Journal of Organic Chemistry, vol. 33, No. 11, pp. 4173-4176, Nov. 1968.
Armstrong, et al., “Synthesis of Sulphur-Containing Heterocycles by Ring Closing Diene Metathesis”,Tetrahedron Letters, 37(52): 9373-9376, 1996.
Blanchette, et al., “Horner-Wadsworth-Emmons Reactions: Use of Lithium Chloride and an Amine for Base-Sensitive Compounds”,Tetrahedron Letters, 25(21): 2183-2186, 1984.
Buchner, J., “Hsp90& Co.—A Holding for Folding”,TIBS, 136-141, Apr. 1999.
Chatterjee, et al., “Synthesis of Functionalized Olefins by Cross and Ring-Closing Metatheses”,J. Am. Chem. Soc.122: 3783-3784, 2000.
Chiosis, et al., “A Small Molecule Designed to Bind to the Adenine Nucleotide Pocket of Hsp90 Causes Her2 Degradation and the Growth Arrest and Differentiation of Breast Cancer Cells”,Chemistry&Biology, 8: 289-299, 2001.
Delmotte, et al., “A New Antifungal Substance of Fungal Origin”,Nature, 17: 344, 1953.
Fang, et al., “Regio-Diastereoselective Reactions of Dithio-Substituted Crotyllithium and Aldehydes”,J. Org. Chem.51: 2828-2829, 1986.
Fukuyama, et al., “Total Synthesis of Gliotoxin, Dehydrogliotoxin and Hyalodendrin”,Tetrahedron, 37: 2045-2078, 1981.
Fürstner, et al., “Macrocycles by Ring-Closing-Metathesis, XI1:Syntheses of (R)-(+)-Lasiodiplodin, Zeranol and Truncated Salicylihalamides”,Tetrahedron, 55: 8215-8230, 1999.
Garbaccio, et al., “Efficient Asymmetric Synthesis of Radicicol Dimethyl Ether: A Novel Application of Ring-Forming Olefin Metathesis”,Org. Lett.2(20): 3127-3129, 2000.
Kishi, et al., “A New Method for the Synthesis of Epidithiodiketopiperazines”, Journal of the American Chemical Society,J. Am. Chem. Soc., 95(19): 6490-6492, 1973.
Kuduk, et al., “Synthesis and Evaluation of Geldanamycin-Estradiol Hybrids”,Bioorganic&Medicinal Chemistry Letters, 9: 1233-1238, 1999.
Kuduk, et al., “Synthesis and Evaluation of Geldanamycin-Testosterone Hybrids”,Bioorganic&Medicinal Chemistry Letters, 10: 1303-1306, 2000.
Makara, et al., “An Improved Synthesis of 5,7-Dimethoxy-4-Methy-Phthalide, A Key Intermediate in the Synthesis of Mycophenolic Acid”,Synthetic Communications, 26(10): 1935-1942, 1996.
Kwon, et al., “Radicicol, An Agent Inducing the Reversal of Transformed Phenotypes of src-Transformed Fibroblasts”,Biosci. Biotech. Biochem.56(3): 538-539, 1992.
Lampilas, et al., Convergent Stereospecific Total Synthesis of Monocillin I and Monorden (or Radicicol),Tetrahedron Letters, 33(6): 777-780, 1992.
Lampilas, et al., “Convergent Stereospecific Total Synthesis of Monochiral Monocillin I Related Macrolides”,Tetrahedron Letters, 33(6): 773-776, 1992.
Makara, et al., “An Improved Synthesis of 5,7-Dimethoxy-4-Methy-Phthalide, A Key Intermediate in the Synthesis of Mycophenolic Acid”,Synthetic Communications, 26(10): 1935-1942, 1996.
McCapra, et al., “The Constitution of Monorden, An Antibiotic with Tranquilising Action”,Tetrahedron Letters, 15: 869-875, 1964.
Mirrington, et al., “The Constitution of Radicicol”,Tetrahedron Letters, 7: 365-370, 1964.
Münster, et al., “Inhibition of Heat Shock Protein 90 Function by Ansamycins Causes the Morphological and Functional Differentiation of Breast Cancer Cells”Cancer Research, 61: 2945-2952, 2001.
Münster, et al., “Modulation of Hsp90 Function by Ansamycins Sensitizes Breast Cancer Cells to Chemotherapy-Induced Apoptosis in an RB-and Schedule-Dependent Manner”,Clinical Cancer Research, 7: 2228-2236, 2001.
Murphy, et al., “Lithium Keten Thioacetalides. Factors Influencing α—Versus γ-Alkyl-ation”,J. Chem. Soc. Perkin I, 2678-2682, 1980.
Roe, et al., “Structural Basis for Inhibition of the Hsp90 Molecular Chaperone by the Antitumor Antibiotics Radicicol and Geldanamycin”,J. Med. Chem.42: 260-266, 1999.
Sausville, Edward., “Combining Cytotoxics and 17-Allylamino, 17-Demethoxygeldanamycin: Sequence and Tumor Biology Matters”Clinical Cancer Research, 7: 2155-2158, 2001.
Schlede, et al., “Efficient Enantioselective Synthesis of a β-Hydroxyepoxide Building Block for the Construction of Macrocyclic Natural Products”,Tetrahedron Letters, 39: 1143-1144, 1998.
Scholl, et al., “Synthesis and Activity of a New Generation of Ruthenium-Based Olefin Metathesis Catalysts Coordinated with 1,3-Dimesityl-4,5-Dihydroimidazol-2-Ylidene Ligands”,Organic Letters, 1(6): 953-956, 1999.
Smith, et al., “Synthesis of (−)—Bertyadionol”,J. Am Chem. Soc.108: 3110-3112, 1986.
Solit, “394 17-(Allylamino)-17-Demethoxygeldanamycin (17-AAG) Inhibits Intra-Cellular Akt Kinase Activity in HER2 Overexpressing Breast Cancer Cell Lines and Enhances the Apoptosis Induced by Cytotoxic Agents”, http://www.aacr.org
ewdrugs00/394.html, 2000.
Uemura, et al., “Chlorination and Chloroiodination of Acetylenes with Copper(II) Chloride”,J. Chem. Soc. Perkin I, 676-680, 1977.
Zhao, et al., “Suppression of RAS and MOS Transformation by Radicicol”,Oncogene, 11: 161-173, 1995.
Zheng, et al., “Identification of a Geldanamycin Dimer that Induces the Selective Degradation of HER-Family Tyrosine Kinases”,Cancer Research, 60: 2090-2094, 2000.
Baeschlin Daniel K.
Danishefsky Samuel J.
Garbaccio Robert M.
Rosen Neal
Solit David
Baker C. Hunter
Choate Hall & Stewart LLP
Coleman Brenda
Jarrell Brenda H.
Sloan-Kettering Institute for Cancer Research
LandOfFree
Macrocycles and uses thereof does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Macrocycles and uses thereof, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Macrocycles and uses thereof will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-3715192