Synthesis of 2-Styrylchromone and 8-Hydroxyquinoline Derivatives as Anticancer Agents

• Main Authors: Chun-Yi Chang, 張峻誼
• Other Authors: Arthur Y. Shaw
• Format: Others
• Language: zh-TW
• Published: 2010
• Online Access: http://ndltd.ncl.edu.tw/handle/38371500242574807026

碩士 === 淡江大學 === 化學學系碩士班 === 98 === The first part : A series of 2-styrylchromone analogs were synthesized and examined for their antiproliferative effects on a panel of carcinoma cells. Among the tested agents, only 34 exhibited a moderate activity with an IC50 value of 28.9 μM against PC-3 cells which indicates the selectivity of PC-3 cells in response to 2-styrylchromones. In addition, 38 demonstrated the most antiproliferative effect with an IC50 value of 4.9 μM against HeLa cells. Together, these results suggest a potential structural optimization and pharmacological study of 2-styrylchromones. The second part : A series of Mannich-type reaction of 8-hydroxyquinoline derivatives are prepared which demonstrated apoptosis-inducing effect against HeLa cervical cancer cells. Among the tested compounds, 5-nitro-7-((4-tosylpiperazin-1-yl)methyl)quinolin-8-ol (115) exhibited the most anti-proliferative effect with an IC50 value of 0.7 μM. Further structure-activity relationship (SAR) study as well as pharmacological exploitation of this novel 8-hydroxyquinoline scaffold are underway.