Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Carbohydrate doai
Patent
1995-10-18
1997-05-20
Wilson, James O.
Drug, bio-affecting and body treating compositions
Designated organic active ingredient containing
Carbohydrate doai
514 50, 514893, 514894, 536 282, 536 2852, A61K 3170
Patent
active
056312393
ABSTRACT:
The present invention relates to the surprising discovery that certain dideoxynucleoside analogs which contain a dideoxy ribofuranosyl moiety having an L-configuration (as opposed to the naturally occurring D- configuration) exhibit unexpected activity against Hepatitis B virus (HBV). In particular, the compounds according to the present invention show potent inhibition of the replication of the virus in combination with very low toxicity to the host cells (i.e., animal or human tissue). Compounds according to the present invention exhibit primary utility as agents for inhibiting the growth or replication of HBV, HIV and other retroviruses, most preferably HBV.
REFERENCES:
patent: 4788181 (1988-11-01), Driscoll et al.
Du et al. "Comparison of the In Vitro Toxicity . . . " Int. J. Cell Clon. 10:87 (1992)
Siddiqui et al. "Chemistry and Anti-HIV Properties . . . " J. Med. Chem. 35:2195 (1992).
Okabe et al. "Synthesis of F-ddC" J. Org. Chem. 56:4392 (1991).
Doong, et al. "Inhibition of the Replication of Hepatitis B . . . " Proc. Natl. Acad. Sci USA, vol. 88, pp. 8495-8499, Oct. 199.
Huang, et al. "A Facile Synthesis of 4'-Thio-2'-Deoxypyrimid" Nucleosides & Nucleotides, 12(2), pp. 139-147, 1993.
Mansuri, et al. "Preparation of the Geometric Isomers . . . " Bioorganic & Medicinal Chemistry Letters, vol. 1, No. 1, pp. 65-68, 1.
Fujimori, et al. "A Convenient and StereoSelective Synthesis . . . " Nucleosides & Nucleotides, 11(2-4), pp. 341-349, 1992.
Secrist, et al., "Synthesis and Anti-HIV Activity of 4'-Thio . . . " Journal Medical Chemistry, vol. 35, pp. 533-538, 1992.
Secrist, et al., "Synthesis and Biological Activity of 2'-Deoxy . . . " Journal Medical Chemistry, vol. 34, pp. 2361-2366, 1991.
Ravid, et al, "Synthesis of the Enantiomers of 4-Substituted Tetrahedron", vol. 34, pp. 1453-1455, 1978.
Hanessian, et al. "Stereochemical Control of Nature's . . . " Tetrahedron, vol. 43, No. 21, pp. 5055-5072, 1987.
Spadari, et al., "L-Thymidine is Phosphorylated by Herpes . . . " Journal Medical Chemistry, vol. 35, pp. 4214-4220, 1992.
Barton, et al. "The Invention of Radical Reactions. Part XXIX . . . " Tetrahedron, vol. 49, No. 14, pp. 2793-2804, 1993.
Taniguchi, et al., "Stereochemical Studies--XXX'. . . " Tetrahedron, vol. 30, pp. 3547 to 3552, 1974.
Lin, et al., "Antiviral Activity of 2',3'-Dideoxyctidin-2' . . . " Biochemical Pharmacology, vol. 36, No. 3, pp. 311-316, 1987.
Horwitz, et al., "Nucleosides. XI. 2',3'-Dideoxycytidine" Journal of Organic Chemistry, vol. 32, pp. 817-818, Mar. 1967.
Chang, et al. "Biological Pharmacology . . . " in J. of Biological Chemistry. v.267, No. 31. Nov. 5, 1992. pp. 22414-22420.
Yokota, et al. "Comparative Activities . . . " in Antimicrobial Age And Chemotherapy. v.34, No. 7. 1990. pp. 1326-1330.
Chen, Chin-Ho and Yung-Chi Cheng. "Delayed Cytotoxicity and Selective Loss . . . " in J. of Biological Chemistry. v.264, No.20. Jul. 15, 1989. pp. 11934-1193.
Larder, et al. "Susceptibilities of Zidovudine-Susceptible . . . " in Antimicrol Agents and Chemotherapy, v.34, No.3. Mar. 1990. pp. 436-441.
DiBisceglie, et al. "Hepatocellular Carcinoma" in Annals of Internal Medicine. 1988; 108: 390-401.
World Health Organization. "Progress in the Control of Viral Hepatitis . . . " in Bulletin of the World Health Organization. 66(4):443-455 (1988).
Price, et al. "Inhibition of the Replication of Hepatitis B . . . " in Proc. Natl. Acad. Sci. USA, vol. 86, pp. 8541-8544. Nov. 1989.
Suzuki, et al. "Inhibition of Duck Hepatitis B Virus . . . " in Biomedi and Biophysical Research Communications. v.156, No.3, Nov. 15, 1988. pp. 1144-1151.
"Antiviral Treatment of Hepatitis B".
Chang, et al. "Deoxycytidine Deaminase-Resistant Stereoisomer" in J. of Biological Chemistry. v.267, pp. 13938-13942, 1992.
Kim et al. "Potential Anti-AIDS Drugs" J. Med. Chem 30:862 (1987).
Cheng Yung-Chi
Lin Tai-Shun
Coleman Henry D.
Sudol R. Neil
Wilson James O.
Yale University
LandOfFree
L-2',3'-dideoxy nucleoside analogs as anti-Hepatitis B (HBV) age does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with L-2',3'-dideoxy nucleoside analogs as anti-Hepatitis B (HBV) age, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and L-2',3'-dideoxy nucleoside analogs as anti-Hepatitis B (HBV) age will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-1724007