Oligonucleotides containing 5-fluorouracil

Details Oligonucleotides containing 5-fluorouracil Oligonucleotides containing 5-fluorouracil

1993-12-08

1995-10-10

Robinson, Douglas W.

Organic compounds -- part of the class 532-570 series

Organic compounds

Carbohydrates or derivatives

514 50, C07H 2102, C07H 2104

Patent

active

054571871

ABSTRACT:
A homo-oligonucleotide of between 2 and 26 monomers of 5-fluorouridine 5'-monophosphate or 5-fluorodeoxyuridine 5'-monophosphate covalently linked via 3'- to 5'-phosphodiester linkages, where at the 3'- or 5'- terminus there is covalently linked a molecule selected from the group consisting of cholesterol, ethyl-spaced adamatane, 1,2-di-hexadecylglycerol and poly-L-lysine. These homo-oligonucleotides exhibit antitumor activity.

REFERENCES:
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patent: 4701521 (1987-10-01), Ryser et al.
Tanaka et al. Cancer Research 41: 4132-4135, 1981.
Venkataraman et al. Biochim. Biophys. Acta 741: 224-229.
Marasco, et al., A Convenient Method for the Direct Incorporation of 5-Fluoro-2'-deoxycytidine into Oligodeoxynucleotides, J. of Org. Chem., vol. 57, 1992.
Miwa, et al., Comparative Studies on the Antitumor and Immunosuppressive Effects of the New Fluorouracil Derivative N.sup.4 -Trimethoxybenzoyl-5'-deoxy-5-fluorocytidine and Its Parent Drug 5'-Deoxy-5-fluorouridine, Chem. Pharm. Bull., vol. 38, No. 4, pp. 998-1003, 1990.
Ouchi, et al., Synthesis and Antitumor Activity of Conjugates of 5-fluorouracil and chito-oligosaccharides Involving a Hexamethylene Spacer Group and Carbamoyl Bonds, Drug, Design and Delivery, vol. 6, pp. 281-187, 1990.
Schmidt, et al., Chemical Synthesis of 2'-deoxyoligonucleotides Containing 5-fluoro-2'-deoxycytidine, Nucleic Acids Research, vol. 20, No. 10, pp. 2421-2426, 1992.

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