染料木素单硫酸酯的合成及其对乳腺癌细胞增殖的影响  

Synthesis of Genistein Sulfates and Effects of Genistein and its Sulfates on Proliferation of Breast Cancer Cells

作　　者：万英凤[1] 许佑君[2] 袁波[1] 王玲兰[1] 林禄清[2] 徐海燕[1] 

机构地区：[1]沈阳药科大学药学院,辽宁沈阳110016 [2]沈阳药科大学制药工程学院,辽宁沈阳110016

出　　处：《时珍国医国药》2011年第2期284-286,共3页Lishizhen Medicine and Materia Medica Research

基　　金：国家自然科学基金(No.30801420)

摘　　要：目的合成染料木素单硫酸酯,并且考察其对乳腺癌MCF-7细胞增生的影响。方法以染料木素为原料,与苯甲酰氯生成染料木素-7-苯甲酸酯,再与氯磺酸反应生成染料木素-4′-硫酸酯;以染料木素与己酰氯反应生成染料木素-4′-己酸酯,再与氯磺酸反应生成染料木素-7-硫酸酯。结果与结论采用基团保护策略合成染料木素单硫酸酯,其结构经1H-NMR和MS确证,MTT检测表明染料木素单硫酸酯对MCF-7细胞的增殖有抑制作用。Objective To design and synthesize genistein mono-sulfate and investigate their effects on proliferation of MCF-7 breast cancer cells.Methods Genistein-7-sulfate was achieved by reaction of chlorosulfonic acid with genistein-4′-hexanate,which was synthesized via the reaction of genistein with hexanoyl chloride.Genistein-4′-sulfate was synthesized via the reaction of genistein with benzoyl chloride,followed by treatment with chlorosulfonic acid.Results and Conclusion The structures of target compounds were identified by 1H-NMR and MS.MTT test showed that genistein induced proliferation of MCF-7 breast cancer cells,while its sulfate inhibited the proliferation at the concentration of 4.5 mmol·L-1.

关 键 词：染料木素单硫酸酯 合成 大豆异黄酮 MCF-7细胞 

分 类 号：R284.2[医药卫生—中药学]