Organic compounds -- part of the class 532-570 series – Organic compounds – Carbohydrates or derivatives
Patent
1996-03-13
1997-12-02
Wilson, James O.
Organic compounds -- part of the class 532-570 series
Organic compounds
Carbohydrates or derivatives
536 41, 536 171, 536 185, 536 267, 536 268, 536 269, 544313, 544314, 544317, 544265, 544254, 544276, 544277, 544258, 544262, C07H 100
Patent
active
056937717
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.
Aerschot et al., "Synthesis and Anti-HIV Activity of Dideoxycytidine Analogues Containing a Pyranose Carbohydrate Moiety," NUCLS & 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 Activities 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., "Phosphorus-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).
Alexander et al., "Synthesis and Antiviral Activity of Pyranosylphosphonic Acid Nucleotide Analogues," J Med Chem 39:1321-1330 (1996).
Caruthers, M,H. "Chapter 1: Synthesis of Oligonucleotides and Oligonucleotide Analogues," Oligodeoxynucleotides: Antisense Inhibitors of Gene Expression (J.S. Cohen, Ed.) pp. 7-24 (1989).
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," Helvetica Chimica Acta 77;1166-1173 (1994).
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). type of nucleotide analogs related to HPMPA," Collect Czech Chem Commun 58:2159-2179 (1993).
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 I 1:2357-2361 (1991).
Renault et al, "Synthesis and antiviral evaluation of furopyrimidine diones cyclic and acyclic, nucleoside analogues," Heterocycles 41(5):937-945 (1995).
Rosowsky et al., "Synthesis of 3'-O-Porpargylthymidine as a Candidate Antiretroviral Agent," NUCLS & NUCLT 8(4):491-497 (1989).
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).
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 Petr
Prisbe Ernest J.
Gilead Sciences, Inc.
Hensley Max D.
Wilson James O.
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