Design, Synthesis and Biological Evaluation of Novel 5H-Chromenopyridines as Potential Anti-Cancer Agents

被引:27
作者
Banerjee, Souvik [1 ]
Wang, Jin [1 ]
Pfeffer, Susan [2 ,3 ]
Ma, Dejian [1 ]
Pfeffer, Lawrence M. [2 ,3 ]
Patil, Shivaputra A. [1 ]
Li, Wei [1 ]
Miller, Duane D. [1 ]
机构
[1] Univ Tennessee, Hlth Sci Ctr, Coll Pharm, Dept Pharmaceut Sci, Memphis, TN 38163 USA
[2] Univ Tennessee, Hlth Sci Ctr, Coll Med, Dept Pathol & Lab Med, Memphis, TN 38163 USA
[3] Univ Tennessee, Hlth Sci Ctr, Ctr Canc Res, Memphis, TN 38163 USA
来源
MOLECULES | 2015年 / 20卷 / 09期
关键词
glioma; melanoma; chromene; chromenopyridine; anti-proliferative activity; THROUGHPUT SCREENING ASSAY; SUBSTITUTED; 4H-CHROMENES; DISCOVERY; SERIES; 4-ARYL-4H-CHROMENES; MALONONITRILE; NANOPARTICLES; DERIVATIVES; INHIBITORS;
D O I
10.3390/molecules200917152
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
A novel series of 5H-chromenopyridines was identified as anticancer agents in our continuing effort to discover and develop new small molecule anti-proliferative agents. Based on our initial lead SP-6-27 compound, we designed and synthesized novel tricyclic 5H-thiochromenopyridine and 5H-chromenopyridine analogs to evaluate the impact of an additional ring, as well as conformational flexibility on cytotoxic activity against human melanoma and glioma cell lines. All of the 5H-thiochromenopyridines have been achieved in good yields (89%-93%) using a single-step, three-component cyclization without the need for purification. The 5H-chromenopyridine analog of the potent 5H-thiochromenopyride was obtained in a good yield upon purification. All newly-prepared 5H-thiochromenopyridines showed good to moderate cytotoxicity against three melanoma and two glioma cell lines (3-15 M). However, the 5H-chromenopyridine analogue that we prepared in our laboratory lost cytotoxic activity. The moderate cytotoxic activity of 5H-thiochromenopyridines shows the promise of developing chromenopyridines as potential anticancer agents.
引用
收藏
页码:17152 / 17165
页数:14
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