5-iodo-6-amino-6-nitroso-1,2-benzopyrones useful as cytostatic a

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

Patent

Rate now

  [ 0.00 ] – not rated yet Voters 0   Comments 0

Details

549288, 549289, C07D31102

Patent

active

054849519

ABSTRACT:
Unsubstituted or substituted 5-iodo-6-amino-1,2-benopyrones and their metabolites are potent, selective and non-toxic inhibitors and suppressants of cancer growth and viral infections in a mammalian host. The compounds are particularly useful for treatment and suppression of tumors and viruses associated with AIDS, herpetic episodes and cytomegaloviral infections. The methods of treatment of tumorigenic and viral diseases by 5-iodo-6-amino-1,2-benzopyrones and/or its metabolites are described.

REFERENCES:
patent: 3974289 (1976-08-01), Buckle et al.
patent: 4012407 (1977-03-01), Doyle et al.
patent: 4032544 (1977-06-01), Doyle et al.
patent: 4737517 (1988-04-01), della Valle et al.
patent: 4845121 (1989-07-01), Witiak et al.
Stuart-Harris, The Background to Chemotherapy of Virus Diseases, pp. 76-77, Charles C. Thomas publisher, Springfield, Ill. 1966.
Rice, W. et al., "Induction of endonuclease-mediated apoptosis in tumor cells by C-nitroso-substituted ligands of poly (ADP-ribose) polymerase." Proc. Natl. Acad. Sci. 89 7703-7707 (1992).
Buki, K. et al., "Destabilization of Zn.sup.2+ coordination in ADP-ribose transferase (polymerizing) by C-nitroso-1,2-benzopyrone coincidental with inactivation of the polymerase but not the DNA binding function." FEBS 290: 181-185 (1991).
Kirsten, E. et al., "Cellular regulation of ADP-ribosylation of proteins IV. Conversion of poly (ADP-Ribose) polymerase activity to NAD-glycohydrolase during retinoic acid-induced differentiation of HL60 cells." Experimental Cell Research 194:1-8 (1991).
Buki, K. et al., "Inhibitor binding of adenosine disphosphoribosyl transferase to the DNA primer site of reverse transcriptase templates." Biochem. Biophys. Res. Com. 180:496-503 (1991).
Henderson, L. et al., "Primary structure of the low molecular weight nucleic acid-binding proteins of murine leukemia viruses" J. Biol. Chem. 256(16) 8400-8403 (1981).
Gorelick, R. et al., "Point mutants of moloney murine leukemia virus that fail to package viral RNA: evidence for specific RNA recognition by a zinc-finger like protein sequence." Proc. Natl. Acad. Sci. 85:8420-8424 (1988).
Gorelick, R. et al., "Noninfectious human immunodeficiency virus Type 1 mutants deficient in genomic RNA." J. Virol. 64:3207-3211 (1990).
Meric, C. et al., "Characterization of moloney murine leukemia virus mutants with single amino acid substitutions in the Cys-His box of the nucleocapsid protein." J. Virol. 63:1558-1568 (1989).
Aldovini, A. et al., "Mutations of RNA and protein sequences involved in human immunodeficiency virus Type I packaging result in production of noninfectious virus." J. Virol. 64:1920-1926 (1990).
Lever, A. et al., "Identification of a sequence required for efficient packaging of human immunodeficiency virus Type I RNA into virions." J. Virol 63:4085-4087 (1989).
Gradwohl, G. et al., "The second zinc-finger domain of poly (ADP-ribose) polymerase determines specificity for single-stranded breaks in DNA." Proc. Natl. Acad. Sci. 87 2990-2994 (1990).
South, T. et al., "113 Cd NMR studies of 1:1 Cd adduct with an 18-residue finger peptide from HIV-1 nucleic acid binding protein, p7." J. Am. Chem. Soc. 111 395-396 (1989).
South, T. et al., "Zinc fingers and molecular recognition. Structure and nucleic acid binding studies of an HIV zinc fingerlike domain." Biochem. Pharm. 40:123-129 (1990).
Summers, M. et al., "High-resolution structure of an HIV zinc fingerlike domain via a new NMR-based distance geometry approach." Biochemistry 29:329-340 (1990).
Krasil'Nikov, I. et al., "Inhibitors of ADP-ribosylation as antiviral drugs: Experimental study of the model of HIV infection." VOPR.VIRUSOL (Russia) 36(3) 216-218 (1991).
Furlini, G. et al., "Increased poly (ADP-ribose) polymerase activity in cells infected by human immunodeficiency virus type-1." Microbiologica 14(2) 141-148 (1991).
Ibne-Rasa, K. et al., "O-Nitrosobenzamide. A possible intermediate in the von Richter reaction." J. Org. Chem. 47(24) 4664-4670 (1982).
Seidel, W. et al., "Oxidation of aromatic hydrazides." Chemical Abstracts 82 Col. 16505X (1975).
Wubbels,, G. et al., "Mechanism of water-catalyzed photo-isomerization of p-nitrobenzaldehyde." J. Org. Chem. 47(24) 4664-4670 (1982).
Kovacic, P. et al., "Reduction potentials in relation to physiological activities of benzenoid and heterocyclic nitroso compounds: comparison with the nitro precursors." Bioorganic Chemistry 18:265-275 (1990).
Ehlhardt, W. J. et al., "Nitrosoimidazoles: highly bactericidal analogues of 5-nitroimidazole drugs," J. Med. Chem. 31:323-329 (1988).
McClelland, R. A. et al., "Products of the reductions of 2-nitroimidazoles." J. Am. Chem. Soc. 109:4308-4314 (1987).
Noss, M. B. et al., "Preparation, toxicity and mutagenicity of 1-methyl-2-nitrosoimidazole." Biochem. Pharm. 37:2585-2593 (1988).
Varghese, A. J. et al., "Modification of guanine derivatives by reduced 2-nitroimidazoles." Cancer Research 43:78-82 (1983).
Buki, K. et al., "Destabilization of Zn(II) coordination in poly (ADP-Ribose) polymerase by 6-nitroso-1,2-benzopyrone coincidental with inactivation of the polymerase but not with the DNA binding function." The Paul Mandel International Meeting of Poly (ADP-Ribosyl)ation Reactions. Abstract 22C May 30, 1991.
Mulcahy, R. T. et al., "Cytotoxicity and glutathione depletioni by I-methyl-2-nitrosoimidazole in human colon cancer cells." Biochem. Pharm. 38:1667-1671 (1989).
Noss, M. B. et al., "I-Methyl-2-nitrosoimidazole: cytotoxic and glutathione depleting capabilities." Int. J. Radiation Oncology Biol. Phys. 16:1015-1019 (1989).
A "Inhibition of HIV-1 IIIb Replication in AA-2 and MT-2 Cells in Culture by Two Ligands of Poly (ADP-Ribose) Polymerase: 6-Amino-1,2-Benzopyrone and 5-IODO-6-Amino-1,2-Benzopyrone" Cole, Gerald A., et al. Biomed. and Biophys. Research Communications 180:504-514 (1991).
A Hakam, A. et al., "Catalytic activities of synthetic octadeoxyribonucleotides as coenzymes of poly(ADP-ribose) polymerase and the identification of a new enzyme inhibitory site", FEBS Letters 212(1):73-78 (1987).

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

5-iodo-6-amino-6-nitroso-1,2-benzopyrones useful as cytostatic a does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with 5-iodo-6-amino-6-nitroso-1,2-benzopyrones useful as cytostatic a, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and 5-iodo-6-amino-6-nitroso-1,2-benzopyrones useful as cytostatic a will most certainly appreciate the feedback.

Rate now

     

Profile ID: LFUS-PAI-O-310819

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