A New Class of Nucleoside Analogues. Synthesis of N. -Pyrimidinyl-and N9-Purinyl-4′-hydrqxy-3-(Hydsoxymethyl)butanes1 # 2
| Autor: | W. F. A. Grose, U. K. Pandit, T. A. Eggelte |
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| Rok vydání: | 1972 |
| Předmět: | |
| Zdroj: | Synthetic Communications. 2:345-351 |
| ISSN: | 1532-2432 0039-7911 |
| DOI: | 10.1080/00397917208081778 |
| Popis: | Interest in non-glycosidic derivatives of the nucleo-bases uracil, theymine, cytosine, adenine and guanine stems from their status as nucleoside analogues. It is noteworty in this connection that the anti-biotics aristeromycin3 and eritadenine4 consist of an adenine moiety linked, via N9 -, to a cyclopentyl or a butiric acid derivative, respectively, in place of the conventional nucleoside sugars. A non-glycoaidic 5-fluorouracil derivative5 has been recently reported to be clinically effective in the treatment of Gastrointestinal cancer. In this communication the ficile synthesis of 4-hydroxy-3-(hydroxymethyl)butyl derivatives of the nucleobases (1) is described. These nucleoside analogues are characterized by the special feature that they incorporate two hydroxyl functions in a relationship corresponding to the 3′-and 5′-hydroxy groups of the 2-deodyribose Doiety. Phosphorylationj of the hydroxyl groups or their linkage via phosphodiester of the hydroxyl groups or their linkage via phosphodieste... |
| Databáze: | OpenAIRE |
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