Citation: Li Qiu, Wang Yu, Hu Mengjin, Chen Peng, You Wenwei, Zhao Peiliang. Synthesis and Biological Activities of Novel 2, 4-Diaminopyrimidine Derivatives Bearing Indole Moiety[J]. Chinese Journal of Organic Chemistry, ;2017, 37(4): 967-974. doi: 10.6023/cjoc201611006 shu

Synthesis and Biological Activities of Novel 2, 4-Diaminopyrimidine Derivatives Bearing Indole Moiety

Guangdong Provincial Key Laboratory of New Drug Screening, School of Pharmaceutica Science, Southern Medical University, Guangzhou 510515

Corresponding author: Zhao Peiliang, plzhao@smu.edu.cn
Received Date: 3 November 2016
Revised Date: 19 December 2016

Fund Project: the National Natural Science Foundation of China 21102069the Project of Science and Technology New Star in Zhujiang Guangzhou City 2012J2200051the National Natural Science Foundation of China 21372113

Figures(1)

Based on our previous work, twenty-three novel 2, 4-diaminopyrimidine derivatives bearing indole moiety were designed and synthesized. Structures of all compounds were elucidated by ¹H NMR, ¹³C NMR and HRMS. Antiproliferative activities for all these compounds were evaluated by the method of methyl thiazolyl tetrazolium (MTT) assay against four cancer cell lines (HeLa, MD-MBA-231, PC-3 and HCT116), and the results demonstrated that some compounds possessed significant antitumor activities in vitro. Particularly, the most promising ethyl (2-((2-benzoyl-5-chloro-1H-indol-3-yl) amino)-5-nitropyrimidin-4-yl) glycinate (8j) displayed 2.0-and 0.5-fold improvement compared to fluorouracil in inhibiting HCT116, and MD-MBA-231 cell proliferation with IC₅₀ values of 23.15 and 36.88 mmol/L, respectively. These findings suggest that compound 8j may have potential to be developed as a promising lead for the design of novel anticancer small-molecule drugs.
- indole,
- pyrimidine,
- synthesis,
- antiproliferative activity
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