A Novel Derivative of Panax Notoginseng Sapogenin and Its Antitumor Activity

Li Rui; Duan Wen Yue; Zou Cheng; Zhao Qing; Huang Li; Zhou Jin Na; Hu Jian Lin; Yang Wei Min

Article Contents

Article Navigation > Journal of Kunming Medical University > 2018 > 39(05): 11-15

Li Rui , Duan Wen Yue , Zou Cheng , Zhao Qing , Huang Li , Zhou Jin Na , Hu Jian Lin , Yang Wei Min . A Novel Derivative of Panax Notoginseng Sapogenin and Its Antitumor Activity[J]. Journal of Kunming Medical University, 2018, 39(05): 11-15.

Citation:

Li Rui , Duan Wen Yue , Zou Cheng , Zhao Qing , Huang Li , Zhou Jin Na , Hu Jian Lin , Yang Wei Min . A Novel Derivative of Panax Notoginseng Sapogenin and Its Antitumor Activity[J]. Journal of Kunming Medical University, 2018, 39(05): 11-15.

Citation:

PDF( 696 KB)

A Novel Derivative of Panax Notoginseng Sapogenin and Its Antitumor Activity

Funds:

基金：云南省科技厅-昆明医科大学应用基础研究联合专项重点基金资助项目[2017FE468 (-001) ]; 昆明医科大学研究生创新基金资助项目 (2017S070);

Received Date: 2017-09-14

Abstract

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', 2'-isopropylidenedioxy-propanedioxy-propanedioxy,
- Panax notoginseng saponins,
- Smith degradation,
- CDC25B

FullText(HTML)

References(16)

References

[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.

Relative Articles(20)

Relative Articles

[1]	Ran LIU, Zhi LIN, Fan YANG, Jikun DUAN. Mechanisms of Ginsenoside Rg1 in Protecting Cardiomyocytes by Sestrin2. Journal of Kunming Medical University, 2023, 44(6): 19-25. doi: 10.12259/j.issn.2095-610X.S20230614
[2]	Shibing QIAN, Mingyao MENG, Hongbin YU, Kaiwen DUAN, Changquan LI, Zhigang XIA. Effect of Panax Noto-ginseng Saponins on the Proliferation of Human Stem Cells from Apical Papilla. Journal of Kunming Medical University, 2022, 43(10): 22-27. doi: 10.12259/j.issn.2095-610X.S20221018
[3]	Er-shu RUAN, Shuo WANG, Hui SU, Feng-qiong YIN, Zhong-yi QIAN, Jian-yu YANG. Effect of Ginsenoside Rg1 on Renal Protection in Type 2 Diabetic Rats. Journal of Kunming Medical University, 2021, 42(6): 50-55. doi: 10.12259/j.issn.2095-610X.S20210625
[4]	Li ZHANG, Jian-yu YANG, Yan YANG, Ren-hua YANG, Zhi-qiang SHEN, Wen-ying CHAI, Peng CHEN. PNS Promotes the Wound-healing of Superficial Second-degree Burn Rats by Regulating PDGF-BB/PDGFR-β Expression. Journal of Kunming Medical University, 2021, 42(6): 7-15. doi: 10.12259/j.issn.2095-610X.S20210639
[5]	Yang Song Tao , Yang He Feng , She Rui , Lei Ya Yan , Yang Fan . . Journal of Kunming Medical University, 2019, 40(10): 6-10.
[6]	Zhang Feng Lan , Zhao Yu , Yuan Jing , Yang Lu Jun , Lu Lin . Effect of Ginsenoside Rg3 on Mouse Neural Stem Cells Proliferation in Vitro. Journal of Kunming Medical University, 2018, 39(07): 10-14.
[7]	Hou Yun He , Zhang Hao Xin , Wang Yi Yu , Su Yan Mei , Gu Dan Shan , Lin Shao Fang , Yang Shi Kun , Li Shu De . Regulatory Mechanism of Ginsenoside Rg1 on Homocysteine in NAFLD Model. Journal of Kunming Medical University, 2018, 39(04): 27-33.
[8]	Bian Li Gong , Zhong Lian Mei , Ai Qing Long , Chen Xin Yue , Xu Wen Kai , Yan Run Qi , Qiu Jin , Lu Di . The Anti-antioxidant Role of Ginsenoside Rg1 Regulating Nrf2 on Focal Cerebral Ischemia Reperfusion SD Rats. Journal of Kunming Medical University, 2018, 39(06): 35-38.
[9]	Ke Jin , Cheng Xin , Hou An Guo . Preparation and in Vitro Release Study of Panax Notoginseng Sustained-release Pellets. Journal of Kunming Medical University, 2017, 38(09): 24-29.
[10]	Li Rui , Chen Chen , Zou Cheng , Zhao Qing , Guo Wei Yi , Huang Li , Du Ru Nan , Yang Wei Min . A Novel Derivatives of Ginsenoside Sapogenin and Its Activity Against Tumor. Journal of Kunming Medical University, 2017, 38(08): 6-10.
[11]	Luo Su Yi . Research of Ginsensode Rg1 on the Expression of Neurogranin and Behavioral Alteration in Chronic Unpredictable Stress Model Rats. Journal of Kunming Medical University,
[12]	Li Yuan . . Journal of Kunming Medical University,
[13]	Guan Bing . . Journal of Kunming Medical University,
[14]	Zeng Jin . . Journal of Kunming Medical University,
[15]	Zeng Jin . 人参皂苷Rg3、干扰素α联合与单一用药治疗血吸虫病肝纤维化疗效对比. Journal of Kunming Medical University,
[16]	Li Ruo Nan . . Journal of Kunming Medical University,
[17]	. Protective Effects of 20(R)-ginsenoside Rg3 against PAF-induced Injury of Human Umbilical Vein Endothelial Cells. Journal of Kunming Medical University,
[18]	Zhang Ji Zhou . Effect of Exogenous Carbon Monoxide on Gaseous Signaling Molecules in Hippocampus of Rats with Cerebral Ischemic-Reperfusion Injury. Journal of Kunming Medical University,
[19]	. Synthesis of Derivatives of Panaxatriol and Protopanaxatriol from Panax Notoginseng. Journal of Kunming Medical University,
[20]	Liang Ping . . Journal of Kunming Medical University,