Nucleotide analogues

Organic compounds -- part of the class 532-570 series – Organic compounds – Carbohydrates or derivatives

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435 6, 435 912, 536 253, 536 261, C12Q 168, C07H 2102, C07H 2104, C12P 1934

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active

056590237

ABSTRACT:
In accordance with this invention novel compounds are provided that are selected from saturated and unsaturated pyrans and furans substituted with at least a phosphonate group and a heterocyclic base. These compounds are useful as antiinfectives, flame retardants, diagnostic oligonucleotides and immunogens.

REFERENCES:
patent: 5059690 (1991-10-01), Zahler et al.
patent: 5276143 (1994-01-01), Sabesan et al.
patent: 5314893 (1994-05-01), Tino et al.
patent: 5414000 (1995-05-01), Tino et al.
Jasko et al., "5'-Phosphonates of Ribonucleosides and 2'-Deoxyribonucleosides: Synthesis and Antiviral Activity," Nucls & Nuclt 12(8):879-893 (1993).
Perez-Perez et al., "Synthesis and Antiviral Activity of Phosphonate Derivatives of Enantiomeric Dihydro-2H-Pyranyl Nucleosides," Bioorg Med Chem Lett 5(11):1115-1118 (1995).
Alexander et al., "Synthesis and Antiviral Activity of Pyranosylphosphonic Acid Nucleotide Analogues," J Med Chem 39:1321-1330 (1996).
Schmitz et al., "Nonradioactive Labeling of Oligonucleotide in Vitro with the Hapten Digoxigenin by Tailing with Terminal Transferase," Anal Biochem 192:222-231 (1991).
Xiong et al., "Kinetic Analysis of the Interaction of Cidofovir Diphosphate with Human Cytomegalovirus DNA Polymerase," Biochem Pharm 51:1563-1567 (1996).
Aerschot et al., "Synthesis and Anti-HIV Activity of Dideoxycytidine Analogues Containing a Pyranose Carbohydrate Moiety," Nucl & Nuclt 10(1-3):589-590 (1991).
Augustyns et al., "Sugar Modified Oligonucleotides," Nucls & Nuclt 10(1-3):587-588 (1991).
Bessodes et al., "Synthesis of Unsaturated 4'-Azido Pyranosyl Thymines as Potential Antiviral and anti-HIV Agents," J. Chem Soc Perkin Trans I 3035-3039 (1990).
Crane et al., "Isonucleosides from Glucosamine," J Carbohydrates Nucls Nuclt 7(5):281-296 (1980).
Hansen et al., "Synthesis of 3'-Azido-2,3'-dideoxy-beta-D-arabino-hexopyranosyl Nucleosides," Lebigs Ann. Chem 1079-1082 (1990).
Kim et al., "Synthesis and HIV Activity of Phosphonate Isosteres of D4T Monophosphate," Bioorg Med Chem Lett 5(2):367-370 (1992).
Kira et al., "Anti-Herpes Activites of Isonucleoside Analogues with Variable Bases at the 2' Position," Nucls & Nuclt 14(3-5):571-574 (1995).
Perez-Perez et al., "Phosphonates Derivatives of 2',3'-Dideoxy-2',3'-Didehydro-Pentopyranosyl Nucleosides," Nucls & Nuclt 14(3-5):707-710 (1995).
Verheggen et al., "Synthesis and Antiherpes Virus Activity of 1,5-Anhydrohexitol Nucleosides," J Med Chem 36:2033-2040 (1993).
Weil, Edward D., "Phosphorous-Based Flame Retardants," Handbook of Organophosphorus Chemicals 683 and 709-711 (1992).
Yokota et al, "Inhibitory effects of acyclic nucleoside phosphonate analogues on hepatitis B virus DNA synthesis in HB611 cells," Antiviral Chem & Chemo 5(2):57-63 (1994).
Engel, R., "Phosphonates as Analogues of Natural Phosphates," Chem Rev 77(3):349-367 (1977).
Tino et al., "Synthesis and Antiviral Activity of Novel Isonucleoside Analogs," J Med Chem 36:1221-1229 (1993).
Bergstrom et al, "Organoiron mediated alkylation of phosphite esters: Synthesis of (Dicarbonyl)(n5-cyclopentadienyl)iron-derived nucleoside phosphonate esters", J. Org. Chem. 57:873-876 1992.
Mitchell et al, "Boron trifluoride-methanol complex as a nondepurinating detritylating agent in DNA synthesis", Nucleic Acids Res. 18(17) 5321 (Abstract Only) 1990.
Caruthers, "Synthesis of oligonucleotides and oligonucleotide analogues" in (Antisense inhibitors of Gene Expression, pp. 7-24, J.S. Cohen ed., CRC press, Boca Raton, FL) 1989.
Niedlein et al, "Synthesen und Untersuchungen von [Oxazolo[2,3-a]isoindol-9b(2H)-yl]phosphonaten und-phosphinaten: eine neue klasse von heterocyclen", Helv. Chim. Acta 76:2407-2417 1993.
Renault et al, "Synthesis and antiviral evaluation of furopyrimidine diones cyclic and acyclic, nucleoside analogues", Heterocycles 41(5):937-945 1995.
Jois et al, "Synthesis and antiviral evaluation of some novel [1,2,4]triazolo[4,3-b][1,2,4]triazole nucleoside analogs", J. Heterocyclic Chem. 30:1289-1292 1993.
Rosowsky et al, "Synthesis of 3'-o-propargylthymidine as a candidate antiretroviral agent", Nucleosides Nucleotides 8(4):491-497 1989.
Pattenden et al, "Maleic anhydrides in synthesis. Preparation of furan-2(5h)-one phosphonate derivatives and a new synthesis of pulvinic acids and pulvinone analogues", J. Chem. Soc. Perkin Trans. 1:2357-2361 1991.
Engstler et al, "N-(4-nitrophenyl)oxamic acid and related N-acylanilines are non competitive inhibitors of Vibrio cholerae sialidase but do not inhibit trypanozoma cruzi or trypanosoma brucei trans-sialidases", Helv. Chim. Act. 77:1166-1173 1994.
Otmar et al, "[5-(adenin-9-yl)-5-deoxypentofuranosyl]phosphonates--a novel type of nucleotide analogs related to HPMA", Collect. Czech. Chem. Commun. 58:2159-2179 1993.
Kamber et al, "gamma-phosphono-gamma lactones. The use of allyl esters as easily removable phosphonate protecting groups", Can. J. Chem. 63:823-827 1985.

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