Synthesis and Evaluation of Aminothiazole-Paeonol Derivatives as Potential Anticancer Agents

被引：54

作者：

Tsai, Chia-Ying ^{[1
,2
]}

Kapoor, Mohit ^{[2
]}

Huang, Ying-Pei ^{[2
]}

Lin, Hui-Hsien ^{[3
]}

Liang, Yu-Chuan ^{[4
]}

Lin, Yu-Ling ^{[5
,6
]}

Huang, Su-Chin ^{[7
]}

Liao, Wei-Neng ^{[7
]}

Chen, Jen-Kun ^{[7
]}

Huang, Jer-Shing ^{[2
]}

Hsu, Ming-Hua ^{[1
]}

机构：

[1] Natl Tsing Hua Univ, Nucl Sci Technol Dev Ctr, Hsinchu 30013, Taiwan

[2] Natl Tsing Hua Univ, Dept Chem, Hsinchu 30013, Taiwan

[3] Taipei Vet Gen Hosp, Div Radiotherapy, Dept Oncol, Taipei 11217, Taiwan

[4] Acad Sinica, Agr Biotechnol Res Ctr, Taipei 115, Taiwan

[5] Natl Chiao Tung Univ, Dept Biol Sci & Technol, Hsinchu 30010, Taiwan

[6] Natl Chiao Tung Univ, Ctr Bioinformat Res, Hsinchu 30010, Taiwan

[7] Inst Biomed Engn & Nanomedicine, Natl Hlth Res Inst, Miaoli 35053, Taiwan

来源：

MOLECULES | 2016年 / 21卷 / 02期

关键词：

paeonol; 2-aminothiazole; anti-cancer; sulfonate; adenocarcenoma; CANCER CELL-LINES; DESIGN; 5-FLUOROURACIL; INHIBITORS; ANTIOXIDANT; APOPTOSIS; EFFLUX; EGFR;

D O I：

10.3390/molecules21020145

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：

In this study, novel aminothiazole-paeonol derivatives were synthesized and characterized using H-1-NMR, C-13-NMR, IR, mass spectroscopy, and high performance liquid chromatography. All the new synthesized compounds were evaluated according to their anticancer effect on seven cancer cell lines. The experimental results indicated that these compounds possess high anticancer potential regarding human gastric adenocarcinoma (AGS cells) and human colorectal adenocarcinoma (HT-29 cells). Among these compounds, N-[4-(2-hydroxy-4-methoxyphenyl)thiazol-2-yl]-4-methoxybenzenesulfonamide (13c) had the most potent inhibitory activity, with IC50 values of 4.0 mu M to AGS, 4.4 mu M to HT-29 cells and 5.8 mu M to HeLa cells. The 4-fluoro-N-[4-(2-hydroxy-4-methoxyphenyl)thiazol-2-yl]benzenesulfonamide (13d) was the second potent compound, showing IC50 values of 7.2, 11.2 and 13.8 mu M to AGS , HT-29 and HeLa cells, respectively. These compounds are superior to 5-fluorouracil (5-FU) for relatively higher potency against AGS and HT-29 human cancer cell lines along with lower cytotoxicity to fibroblasts. Novel aminothiazole-paeonol derivatives in this work might be a series of promising lead compounds to develop anticancer agents for treating gastrointestinal adenocarcinoma.

引用

页数：9

共 33 条

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