Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Carbohydrate doai
Reexamination Certificate
2005-08-23
2005-08-23
McKenzie, Thomas C. (Department: 1624)
Drug, bio-affecting and body treating compositions
Designated organic active ingredient containing
Carbohydrate doai
C536S028500, C536S028520, C536S028400, C544S317000
Reexamination Certificate
active
06933288
ABSTRACT:
This invention is directed to novel pyranosyl cytosine compounds depicted graphically as structure I. This invention is further directed to a unique methodology for their preparation using solid-phase methodology. These hexopyranosyl cytosine derived natural product analogs share their parent compounds broad-spectrum antimicrobial and anti-fungal profile and represent a vast, novel compound class of 50S rRNA directed inhibitors of protein translation.
REFERENCES:
Cheney, B. V., et al., “A. B. Structural comparisons of antibiotic inhibitors of peptidyltransferase,” Theochem 1986, 27, 389-400.
Clark, J. M., Jr. “Gougerotin,” Antibiotica 1967, 1, 278-282.
Coutsogeorgopoulos, C., et al., “Synthetic studies on nucleoside antibiotics. 13. Inhibitors of protein synthesis. 4. Structure-activity relation of gougerotin and some of its analogs,” J. Med. Chem., 1975, 18, 771-776.
Epp, J. B., et al., “Facile Preparation of Nucleoside-5′-carboxylic Acids,” J. Org. Chem. 1999, 64, 293-295.
Fang, L., et al. “Evaluation of evaporative light-scattering detector for combinatorial library quantitation by reversed phase HPLC,” J. Comb. Chem. 2000, 2, 254-257.
Forman, F. W., et al., “Sucholeiki, I. Solid-Phase Synthesis of Biaryls via the Stille Reaction,” J. Org. Chem. 1995, 60, 523-528.
Larhed, M., et al., “A. Rapid microwave-assisted Suzuki coupling on solid-phase,” Tetrahedron Lett., 1996, 37, 8219-8222.
Lichtenhaler, F. W., et al., “Total synthesis of ‘aspiculamycin’ and gougerotin ” Nucleic Acids Res., Spec. Publ., 1975, 1, S33-S36.
Plunkett, M. J., et al., “Solid-Phase Synthesis of Structurally Diverse 1,4-Benzodiazepine Derivatives Using the Stille Coupling Reaction,” J. Am. Chem. Soc., 1995, 117, 3306-3307.
Shute, R. E., et al., “Synthesis and evaluation of novel activated mixed carbonate reagents for the introduction of the 2-(trimethylsilyl)ethoxycarbonyl (Teoc) protecting group,” Synthesis, 1987, 346-349.
Takahashi, A., et al., “A and B, new nucleoside antibiotics produced by a strain ofBacillus circulans. I. Taxonomy of the producing organism and isolation and biological properties of the antibiotics,” J. Antibiot. 1986, 39, 1033-1040.
Takahashi, A et al., “A and B, new nucleoside antibiotics produced by a strain ofBacillus circulans. II. Physico-chemical properties and structure determination,” J. Antibiot. 1986, 39, 1041-1046.
Vorbrueggen, H., “Adventures in Silicon-Organic Chemistry,” Acc. Chem. Res., 1995, 28, 509-520.
Ward, Y. D., et al., “Solid phase synthesis of aryl amines via palladium catalyzed amination of resin-bound aromatic bromides,” Tetrahedron Lett. 1996, 37, 6993-6996.
Watanabe, K. A, et al., “Nucleosides. LXXV. Synthetic studies on nucleoside antibiotics. 9. Total synthesis of gougerotin,” J. Amer. Chem. Soc. 1972, 94, 3272-3274.
Watanabe, K. A., et al., “Nucleosides. LXIII. Synthetic studies on nucleoside antibiotics. Total syntheses of 1-(4-amino-4-deoxy-.beta.-D-glucopyranosyluronic acid)cytosine, the nucleoside moiety of gougerotin,” J. Org. Chem., 1970, 35, 231-236.
Griffey Richard H.
Migawa Michael T.
Swayze Eric E.
ISIS Pharmaceuticals Inc.
McKenzie Thomas C.
Woodcock & Washburn LLP
LandOfFree
Pyranosyl cytosines: pharmaceutical formulations and methods does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Pyranosyl cytosines: pharmaceutical formulations and methods, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Pyranosyl cytosines: pharmaceutical formulations and methods will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-3497826