Synthesis and Bioactivities of Multiheteocyclic Molecules Based on s-Triazine

doi:10.6023/cjoc201701011

Chin. J. Org. Chem. ›› 2017, Vol. 37 ›› Issue (8): 2057-2065.DOI: 10.6023/cjoc201701011 Previous Articles Next Articles

ARTICLE

以均三嗪为核心的三类新型多杂环分子的合成与生物活性

刘亚宁, 孙晓娜, 高然, 李传银, 王静, 李益政, 张成路

辽宁师范大学化学化工学院大连 116029

收稿日期:2017-01-12 修回日期:2017-03-31 发布日期:2017-04-13
通讯作者: 张成路 E-mail:zhangchenglu@lnnu.edu.cn
基金资助:
辽宁省教育厅科学技术研究（No.2009A426）资助项目.

Synthesis and Bioactivities of Multiheteocyclic Molecules Based on s-Triazine

Liu Yaning, Sun Xiaona, Gao Ran, Li Chuanyin, Wang Jing, Li Yizheng, Zhang Chenglu

College of Chemistry and Chemical Engineering, Liaoning Normal University, Dalian 116029

Received:2017-01-12 Revised:2017-03-31 Published:2017-04-13
Contact: 10.6023/cjoc201701011 E-mail:zhangchenglu@lnnu.edu.cn
Supported by:
Project supported by the Science and Technology Research Program of Liaoning Provincial Department of Education (No. 2009A426).

1. Synthesis and Bioactivities of Multiheteocyclic Molecules Based on s-Triazine.PDF(14072KB)

Abstract

s-Triazine derivatives have good significant biological activities. It has been an important method to develop novel drugs by introduction of other heterocyclic rings onto s-triazine. Twenty-one novel target molecules were designed and synthesized by combination of 1,2,4-triazole, triazolo[3,4-b]thiadiazole and 1,2,4-triazine unit with s-triazine respectively. The structures of the target molecules were characterized by IR, ¹H NMR and HRMS. In order to study the effect of different substituents on the efficacy activities, first, 8 target molecules containing double 1,2,4-triazole unit were synthesized by the condensation of four different mono-substituted s-triazines with intermediates containing n-pentyl and benzyl, respectively. Meanwhile, 4 target molecules were synthesized by the modification of the amino group. 9 target molecules were also afforded by the reaction of seven disubstituted s-triazines with the intermediates. The inhibitory activities of the 21 target molecules against Cdc25B were evaluated. The results showed that 13 target molecules exhibited good inhibitory activities against Cdc25B. The IC₅₀ values were between (3.99±0.80)~(0.44±0.07) μg/mL, wherein the IC₅₀ of 5 target molecules were lower than comparison reference Na₃VO₄, which were expected to be potential anticancer drugs.

Key words: s-triazine, 1,2,4-triazole, triazolo[3,4-b]thiadiazole, 1,2,4-triazine, Cdc25B

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Liu Yaning, Sun Xiaona, Gao Ran, Li Chuanyin, Wang Jing, Li Yizheng, Zhang Chenglu. Synthesis and Bioactivities of Multiheteocyclic Molecules Based on s-Triazine[J]. Chin. J. Org. Chem., 2017, 37(8): 2057-2065.

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以均三嗪为核心的三类新型多杂环分子的合成与生物活性

Synthesis and Bioactivities of Multiheteocyclic Molecules Based on s-Triazine

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