5-Alkyloxymethyl Derivatives of 2ʹ-Deoxyuridine Bearing 2,4-Dinitrophenyl and Dansyl Groups: Synthesis and Antibacterial Activityстатья
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Дата последнего поиска статьи во внешних источниках: 16 июля 2025 г.
Аннотация:Condensation of 3ʹ,5ʹ-di- O -acetyl-5-bromomethyl-2ʹ-deoxyuridine with 6-trifluoroacetylaminohexan1-ol yielded 5-(6-trifluoroacetylaminohexyl-1-oxymethyl)-3ʹ,5ʹ-di- O -acetyl-2ʹ-deoxyuridine. Its deblocking with an aqueous alcoholic solution of ammonia gave 5-(6-aminohexyl-1-oxymethyl)-2ʹ-deoxyuridine, and condensation with triazole and 2-chlorophenyl phosphorodichloridate followed by treatment with an aqueous solution of ammonia led to the formation of 5-(6-aminohexyl-1-oxymethyl)-2ʹ-deoxycytidine. The interaction of the obtained compounds with 2,4-dinitrofluorobenzene or N -hydroxysuccinimide esters of N -2,4-dinitrophenylaminohexanoic acid or 5-dimethylaminonaphthalene-1-sulfonyl glycine was used to synthesize DNP- and DNS-derivatives of 2ʹ-deoxyuridine as well as 5-(6-DNP-aminohexanoylaminohexyl-1-oxymethyl)-2ʹ-deoxycytidine. DNP derivatives of 2ʹ-deoxyuridine were shown to inhibit the growth of Micrococcus luteus.