Synthesis and anti-tumor activity evaluation of 2-ferrocenylethanol

被引：0

作者：

Wen, Juanjuan ^{[1
,2
]}

Liu, Bin ^{[1
]}

Zhao, Xinhong ^{[2
]}

Liu, Langlang ^{[2
,3
]}

Tong, Hongjuan ^{[1
]}

机构：

[1] Collaborative Innovation Center of Green Manufacturing Technology for Traditional Chinese Medicine in Shaanxi Province, School of Pharmacy, Shaanxi Institute of International Trade & Commerce, Xi'an,712046, China

[2] School of Petrochemical Engineering, Lanzhou University of Technology, Lanzhou,730050, China

[3] Shaanxi Baotashan Paint Co., Ltd., Xingping,713100, China

来源：

Jingxi Huagong/Fine Chemicals | 2020年 / 37卷 / 11期

关键词：

Acylation - Aluminum compounds - Cancer cells - Cells - Cytology - Diseases - Hydrides - Iron compounds - Lanthanum compounds - Lithium compounds - Organic solvents;

D O I：

10.13550/j.jxhg.20200437

中图分类号：

学科分类号：

摘要：

Acetyl ferrocene was prepared by Friedel-Grafts acylation reaction between ferrocene and acetic anhydride. Then, ferrocenylacetic acid was synthesized by Willgerodt-Kindler reaction of acetyl ferrocene. Target compound 2-ferrocenylethanol was obtained by reduction reaction of ferrocenylacetic acid. The effects of reaction conditions on the yield of 2-ferrocenylethanol from ferrocenylacetic acid were studied. Under the optimum conditions of lithium aluminum hydride as reducing agent, tetrahydrofuran as solvent, n(lithium aluminum hydride):n(ferrocenylacetic acid)= 8:1, reaction temperature of 25℃, and reaction time of 24 h, the yield of 2-ferrocenylethanol was 82%. The in vitro activity test results showed that 2-ferrocenylethanol had obvious inhibitory activities against human breast cancer cells MCF-7 and MDA-MB-231, human liver cancer cells Hep G2, human cervical cancer cells HeLa, and the corresponding half inhibitory concentration (IC50) values were 17.4, 12.9, 20.7, 24.6 μmol/L, respectively. Additionally, 2-ferrocenylethanol was nontoxic to human normal mammary epithelial cells MCF-10A, while the positive control drug 5-fluorouracil exhibited essential toxicity. © 2020, Editorial Office of FINE CHEMICALS. All right reserved.

引用

页码：2320 / 2324