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二呋咱并六氢六氮杂芘催化合成的首个实例及其抗肿瘤活性研究

First Example of Catalytic Synthesis of Difurazanohexahydrohexaazapyrenes and Study of Their Antitumor Activity.

作者信息

Rakhimova Elena B, Kirsanov Victor Yu, Mescheryakova Ekaterina S, Khalilov Leonard M, Ibragimov Askhat G, Dzhemileva Lilya U, D'yakonov Vladimir A, Dzhemilev Usein M

机构信息

Institute of Petrochemistry and Catalysis, Russian Academy of Sciences, 141 Prospekt Oktyabrya, 450075 Ufa, Russian Federation.

出版信息

ACS Med Chem Lett. 2019 Mar 5;10(3):378-382. doi: 10.1021/acsmedchemlett.9b00019. eCollection 2019 Mar 14.

Abstract

Catalytic method for synthesis of hexahydrohexaazapyrenes bearing two annelated furazan moieties has been successfully developed. Structures of synthesized hexahydrodioxadecaazadicyclopenta[,]pyrenes have been determined on the basis of NMR data using 2D techniques, MALDI TOF/TOF mass spectrometry, and X-ray analysis. Primary screening of hexahydrodioxadecaazadicyclopenta[,]pyrenes for cytotoxic activity against the K562, Jurkat, U937, and HeLa tumor cell lines has been performed. Studies on the induction of apoptosis and the effect of the synthesized compounds on the cell cycle have been successfully implemented. The synthesized compounds have been found to induce apoptosis of cancer cells in the K562, Jurkat, U937, and HeLa lines.

摘要

已成功开发出用于合成带有两个稠合呋咱部分的六氢六氮杂芘的催化方法。基于二维技术的核磁共振数据、基质辅助激光解吸电离飞行时间串联质谱以及X射线分析,确定了合成的六氢二氧杂十二氮杂二环戊并[,]芘的结构。已对六氢二氧杂十二氮杂二环戊并[,]芘针对K562、Jurkat、U937和HeLa肿瘤细胞系的细胞毒性活性进行了初步筛选。已成功开展了关于诱导凋亡以及合成化合物对细胞周期影响的研究。已发现合成的化合物可诱导K562、Jurkat、U937和HeLa细胞系中的癌细胞凋亡。

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