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Synthesis and Structure-Activity Relationships of Fenbufen Amide Analogs
Department of Biomedical Engineering and Environmental Sciences, National Tsing-Hua University, Hsinchu 30013, Taiwan
Department of Obstetrics & Gynecology, Chang Bing Show Chwan Memorial Hospital, Lukang Zhen, Changhua County, Taiwan
Department of Cosmetic Science, Providence University, Taichung 43301, Taiwan
Institute of Nuclear Engineering and Science, National Tsing-Hua University, Hsinchu, 300, Taiwan
* Authors to whom correspondence should be addressed.
Received: 4 November 2010; in revised form: 29 November 2010 / Accepted: 1 December 2010 / Published: 2 December 2010
Abstract: The previous discoveries of butyl fenbufen amide analogs with antitumor effects were further examined. The amide analogs with 1, 3, 4 and 8 carbons chains were prepared in 70-80% yield. Fenbufen had no cytotoxic effects at concentrations ranging from 10 to 100 μM. Methyl fenbufen amide had significant cytotoxic effects at a concentration of 100 μM. As the length of the alkyl amide side chain increased, the cytotoxic effects increased, and the octyl fenbufen amide had the greatest cytotoxic effect. After treatment with 30 μM octyl fenbufen amide, nearly seventy percent of the cells lost their viability. At the concentration of 10 μM, fenbufen amide analogs did not show cytotoxicity according to the MTT assay results. The NO scavenging activities of the fenbufen amide analogs were not significantly different from those of fenbufen.
Keywords: macrophage RAW 264.7; nitric oxide; anti-inflammatory; fenbufen amide analog
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Lin, K.-I.; Yang, C.-H.; Huang, C.-W.; Jian, J.-Y.; Huang, Y.-C.; Yu, C.-S. Synthesis and Structure-Activity Relationships of Fenbufen Amide Analogs. Molecules 2010, 15, 8796-8803.
Lin K-I, Yang C-H, Huang C-W, Jian J-Y, Huang Y-C, Yu C-S. Synthesis and Structure-Activity Relationships of Fenbufen Amide Analogs. Molecules. 2010; 15(12):8796-8803.
Lin, Kun-I; Yang, Chao-Hsun; Huang, Chia-Wen; Jian, Jhen-Yi; Huang, Yu-Chun; Yu, Chung-Shan. 2010. "Synthesis and Structure-Activity Relationships of Fenbufen Amide Analogs." Molecules 15, no. 12: 8796-8803.