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10-苄基-1,2,4-三唑并[4,3-]1,2,4-三嗪并[5,6-]吲哚无环核苷类似物的合成、构象分析及抗菌活性

Synthesis, conformational analysis and antimicrobial activity of 10-benzyl-1,2,4-triazolo[4,3-]1,2,4-triazino[5,6-]indole acyclo -nucleoside analogs.

作者信息

Nasr Adel Z, Keshk Reda M, Abdelrehim El-Sayed M, Sallam Asmaa S

机构信息

Chemistry Department, Faculty of Science, Damanhour University, Damanhour, Egypt.

出版信息

Nucleosides Nucleotides Nucleic Acids. 2025;44(6):433-455. doi: 10.1080/15257770.2024.2348741. Epub 2024 May 2.

Abstract

Condensation of 5-benzyl-3-hydrazino-1,2,4-triazino[5,6-]indole with various sugar aldoses or ketoses gave the corresponding sugar hydrazones as single geometrical isomer or exist in tautomeric isomers. The hydrazones underwent heterocyclization with Fe(Ш)Cl to give the -adduct acyclo -nucleosides: 3-(alditol-1yl)-10-benzyl-1,2,4-triazolo[4,3-]1,2,4-triazino[5,6-]indoles rather than the -adduct: 10-(alditol-1-yl)-3-benzyl-1,2,4-triazolo[3,4-]1,2,4-triazino[5,6-] indoles on the basis of chemical and UV spectral proofs. Conformational analysis of their polyacetates were studied. The new acyclo -nucleosides were evaluated for antimicrobial activity.

摘要

5-苄基-3-肼基-1,2,4-三嗪并[5,6-]吲哚与各种糖醛糖或酮糖缩合,得到相应的糖腙,它们为单一几何异构体或存在互变异构体。这些腙与Fe(Ⅲ)Cl发生杂环化反应,生成加合物无环核苷:3-(醛糖醇-1-基)-10-苄基-1,2,4-三唑并[4,3-]1,2,4-三嗪并[5,6-]吲哚,而非加合物:10-(醛糖醇-1-基)-3-苄基-1,2,4-三唑并[3,4-]1,2,4-三嗪并[5,6-]吲哚,这是基于化学和紫外光谱证据得出 的结论。对它们的聚乙酸酯进行了构象分析。对新的无环核苷进行了抗菌活性评估。

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