A divergent route for the synthesis of new derivatives of 4,11-diaminoanthra[2,3-b]thiophene-5,10-dione was developed based on the introduction of cyclic amines to the terminal positions of 4,11-aminoalkyl groups. Modification of the side chains of anthra[2,3-b]-thiophene-5,10-dione increases the affinity of ligands to DNA duplex and decreases the affinity to G-quadruplexes. An analysis of the structure–activity relationship showed that 2-(piperidin-1-yl)ethylamine is the most promising side chain fragment for the development of new double-stranded DNA ligands. The ability of new ligands to bind to DNA duplex correlates with inhibition of tumor cell growth, which indicates the prospects for a further search for new antitumor compounds or chemical probes for duplex-forming nucleic acid sequences among 4,11-diaminoanthra[2,3-b]thiophene-5,10-diones.

中文翻译：

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5,12-萘并苯醌16 *的杂环类似物。基于4,11-二氨基蒽[2,3-b]噻吩-5,10-二酮的新型DNA配体的合成与性能

基于向4,11-氨基烷基的末端引入环胺，开发了一条合成4,11-二氨基蒽[2,3- b ]噻吩-5,10-二酮新衍生物的途径。蒽侧链的修饰[2,3- b]-噻吩-5，10-二酮增加配体对DNA双链体的亲和力并降低对G-四链体的亲和力。对结构-活性关系的分析表明，2-（哌啶-1-基）乙胺是开发新的双链DNA配体最有希望的侧链片段。新的配体结合DNA双链体的能力与抑制肿瘤细胞的生长有关，这为进一步寻找新的抗肿瘤化合物或化学探针以寻找4,11-二氨基蒽[2,3]中形成双链体的核酸序列的前景。 - b ]噻吩-5,10-二酮。