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

被引：28

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

页码：17152 / 17165

页数：14

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