三七二醇型皂苷元磺酰胺类衍生物的合成及抗肿瘤活性研究  

Synthesis and Anti-tumor Activity of Sulfonamide Derivatives of Panaxadiol Sapogenin

作　　者：蒲洪[1] 董成梅[1] 邹澄[1] 赵庆[2] 张莲卿 陈艳梅[1] 赵沛基[3] 胡建林[1] 

机构地区：[1]昆明医科大学药学院暨云南省天然药物药理重点实验室 [2]云南中医学院中药学院,昆明650500 [3]中国科学院昆明植物研究所植物化学与西部植物资源持续利用国家重点实验室,昆明650204

出　　处：《天然产物研究与开发》2014年第11期1739-1744,共6页Natural Product Research and Development

基　　金：国家自然科学基金项目(81160388);云南省应用基础研究计划项目(2011FZ097);云南省科技厅与昆明医科大学联合专项项目(2011FB245);云南省教育厅科学研究基金项目(2012J008)

摘　　要：本研究以三七二醇型皂苷为原料,通过琼斯氧化得到化合物1,再将化合物1的3位羰基经还原胺化反应转化为氨基得到化合物2,再用化合物2与磺酰氯类试剂反应得到化合物3-12,合成了11个未见文献报道的目标化合物,其结构均经过核磁共振、质谱确证。采用MTS法评价这些化合物对人白血病细胞株HL-60、肝癌细胞株SMMC-7721、肺癌细胞株A-549、乳腺癌细胞株MCF-7、结肠癌细胞株SW480等肿瘤细胞株的抗肿瘤活性。药理活性评价结果显示,化合物9有一定的抗肿瘤活性,值得进一步研究。In this paper,Jones oxidation of the dld-type saponlns of Panax notoginseng afforded compound 1. Its 3-car- bonyl group was converted to amino group by reductive amination to give compound 2, and then compound 2 was reacted with sulfonyl chloride reagent to give compounds 3-12. The syntheses of the 11 derivatives have not been reported. Their structures were identified by 1H NMR,13C NMR and MS. Thier in vitro anti-tumor activities were evaluated against HL- 60, SMMC-7721, A-549, MCF-7, SW480 cancer cells by MTS assay. The results showed that compound 9 had some anti- tumor activity and was worthy of further study.

关 键 词：三七二醇型皂苷 皂苷元 磺酰胺 抗肿瘤活性 

分 类 号：R284.3[医药卫生—中药学] R965.1[医药卫生—中医学]