一个新颖的三七皂苷元衍生物及其抗肿瘤活性
A Novel Derivative of Panax Notoginseng Sapogenin and Its Antitumor Activity
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摘要: 目的 研究三七皂苷元衍生物, 并对其进行抗肿瘤活性筛选.方法 人参皂苷Rg1用Smith降解法水解, 水解得到的产物用硅胶柱层析分离和纯化.产物结构式利用NMR的数据分析鉴定.化合物 (1) 和1’-羟基双氧乙基原人参三醇的抗肿瘤活性用CDC25B活性分析和荧光技术检测.结果 得到化合物1’-羟基双氧乙基原人参三醇、20 (S) -原人参三醇和24, 25-烯-3β, 6α-二羟基-12, 20- (1’2’-双氧异丙叉) 双氧丙基-达玛烷.结论 化合物 (1) 是新颖的三七皂苷元衍生物, 结构式命名为1’2’-双氧异丙叉双氧丙基原人参三醇, 对CDC25B有抑制作用, 表明有一定抗肿瘤活性.
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关键词:
- 1’2’-双氧异丙叉双氧丙基原人参三醇 /
- 三七总皂苷 /
- Smith降解法 /
- CDC25B
Abstract: Objective To research the derivatives of panax notoginseng sapogenins and their anti-tumor activities. Me thods The ginsenosides Rg1 was treated with Smith degradation. The products were separated and purified by silica gel column chromatography. The structures of the products were determined by NMR spectra. The activity of anti-tumor cells of compound (1) and 1'-hydroxyethanedioxy PT was detected with CDC25 B activity assay and fluorescence technique. Re s ults 1'-hydroxyethanedioxy PT, 20 (s) -protopanaxatriol (PT) , and24, 25-en-3β, 6 α-dihydroxy-12, 20- (1', 2'-isopropylidenedioxy) propanedioxy-dammarane (1) were isolated and identified. Conclus ion Compound (1) , named 1', 2'-isopropylidenedioxy-propanedioxy-propanedioxy, is a novel derivative of panax notoginseng sapogenin with better inhibitory activity against CDC25 B. -
[1]蒲洪, 董成梅, 邹澄, 等.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[J].天然产物研究与开发, 2014, 26 (11) :1739-1744. [2]董成梅, 蒲洪, 邹澄, 等.酸酐酯化法制备人参二醇衍生物[J].昆明医科大学学报, 2014, 35 (6) :4-8. [3]云南省药物研究所, 云南重要天然药物[M].昆明:云南科技出版社, 2006:9. [4] [4]YANG W, HU Y, WU W, et al.Saponins in the genus Panax L. (Araliaceare) :A systematic review of their chemical diversity[J].Phytochemistry, 2014, 106 (10) :7-24. [5]乔春玲, 丁艳芬, 杨崇仁.三七总皂苷药理研究进展[J].中国现代中药, 2012, 14 (11) :25-30. [6] [6]LIU J, WANG Y, QIU L, et al.Saponins of Panax notoginseng:chemistry, cellular targets and therapeutic opportunities in cardiovascular diseases[J].Expert Opin Investig Drugs, 2014, 23 (4) :523-539. [7] [7] NG T.Pharmacological activity of sanchi ginseng (Panax notoginseng) [J].Journal of Pharmacy and Pharmacology, 2006, 58 (8) :1007-1019. [8] [8]POPOVICH D G, KITTS D D.Stucture-function relationship exists for ginsenosides in reducing cell proliferation and inducing apoptosis in the human leukemia (THP-1) cell line[J].Arch Biochem Biophys, 2002, 406 (1) :1-8. [9]蒲洪, 董成梅, 邹澄, 等.三七二醇型皂苷氧化降解产物衍生物的合成及其抗肿瘤活性研究[J].天然产物研究与开发, 2016, 28 (5) :749-753. [10] [10] KONDO N.Studies on the constituents of panacis japonici rhizoma.IV.1) the structure of chikusetsusaponin V[J].Chem Pharm Bull, 1971, 19 (6) :1103. [11]魏均娴, 杜元冲.三七现代科学研究及应用[M].昆明:云南科技出版社, 1996:102-103. [12] [12] NAGAI M, ANDO T, TANAKA N, et al.Chemical studies on the Oriental plant drugs.XXVIII.1) Saponins and sapogenins of Ginseng:Stereochemistry of the sapogenin of Ginsenosides-Rb1, Rb2, and Rc[J].Chem Pharm Bull, 1972, 20 (6) :1212-1216. [13]黄兹英, 赵声定, 邹澄, 等.三七原人参三醇型总皂苷和人参三醇的4个衍生物的合成研究[J].昆明医学院学报, 2011, 32 (11B) :10-12. [14] 苑家鑫, 邵曰凤, 邹澄, 等.人参皂苷二醇型二酮内酯的还原反应[J].昆明医科大学学报, 2013, 34 (1B) :7-9. [15]李辉峰, 郭洪祝, 果德安.一个新颖的人参皂苷元衍生物及其抗HL-60肿瘤细胞活性[J].中草药, 2010, 1 (41) :6-8. [16]李瑞, 陈晨, 邹澄, 等.一个新颖的人参皂苷元衍生物及其抗肿瘤活性[J].昆明医科大学学报, 2017, 38 (8) :6-10.
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