含5-氟尿嘧啶的氨基酸酯衍生物的合成及其抗肿瘤活性

Xiong Jing, Zhu Hai-Feng, Zhao Ya-Juan, Lan Yun-Jun, Jiang Ji-Wang, Yang Jing-Jing, Zhang Shu-Feng

College of Chemistry and Materials Engineering, Wenzhou University, Wenzhou 325000, China.

Molecules. 2009 Aug 25;14(9):3142-52. doi: 10.3390/molecules14093142.

A series of amino acid ester derivatives containing 5-fluorouracil were synthesized using 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (EDC*HCl) and N-hydroxybenzotriazole (HOBt) as a coupling agent. The structures of the products were assigned by NMR, MS, IR etc. The in vitro antitumor activity tests against leukaemia HL-60 and liver cancer BEL-7402 indicated that (R)-ethyl 2-(2-(5-fluoro-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)acetamido)-3-(4-hydroxyphenyl) propanoate showed more inhibitory effect against BEL-7402 than 5-FU.

以1-乙基-3-(3-二甲基氨基丙基)碳二亚胺盐酸盐（EDC·HCl）和N-羟基苯并三唑（HOBt）为偶联剂，合成了一系列含5-氟尿嘧啶的氨基酸酯衍生物。通过核磁共振（NMR）、质谱（MS）、红外光谱（IR）等对产物结构进行了确证。对白血病HL-60和肝癌BEL-7402的体外抗肿瘤活性测试表明，(R)-2-(2-(5-氟-2,4-二氧代-3,4-二氢嘧啶-1(2H)-基)乙酰胺基)-3-(4-羟基苯基)丙酸乙酯对BEL-7402的抑制作用比5-氟尿嘧啶更强。