Advances in the study of derivatization of ginsenosides and their anti-tumor structure-activity relationship

Yaoxue Xuebao

Volumn 47, Issue 7, 2012, Pages 836-843

  Cao, Man ^a,b   Yu, He Shui ^a,b   Song, Xin Bo ^b   Ma, Bai Ping ^a  

^a BEIJING INSTITUTE OF RADIATION MEDICINE   (China)

^b TIANJIN UNIVERSITY OF TRADITIONAL CHINESE MEDICINE   (China)

Author keywords

Anti tumor activity; Derivatization; Ginsenoside; Structure activity relationship

Indexed keywords

ANTINEOPLASTIC AGENT; GINSENOSIDE;

ANTINEOPLASTIC ACTIVITY; DERIVATIZATION; REVIEW; STRUCTURE ACTIVITY RELATION;

ANTINEOPLASTIC AGENTS, PHYTOGENIC; APOPTOSIS; CELL PROLIFERATION; GINSENOSIDES; HUMANS; HYDROLYSIS; NEOPLASMS; PANAX; PLANTS, MEDICINAL; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 84866083220     PISSN: 05134870     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Review

References (55)

1. Wang HY, Xu SX, Chen YJ. New advances of the study on chemical constituents of Panax ginseng [J]. Chin J Med Chem, 1992, 21: 65-72.
2. Dou DQ, Jin L, Chen YJ. Advances and prospects of the study on chemical constituents and pharmacological activities of Panax ginseng [J]. J Shenyang Pharm Univ, 1999, 16: 151-156.
3. 3 prepared by hydrolysing Panax notoginseng saponins by acetic acid[J]. Chin J Hosp Pharm, 2009, 29: 881-884.
4. 2 [J]. J Shenyang Pharm Univ, 2009, 26: 731-735.
5. Yu ZB. Studies on the Constituents of the Degradation Products of Ginseng Panaxadiol Saponins in Leaves and Stems of Panax quinquefolium L. in Acidic Condition [D]. Changchun: Jilin University, 2009.
6. Ma JH. Chemical Studies on Preparing the Novel Ginseng Sapogenin by Panaxadiol [D]. Changchun: Jilin University, 2010.
7. Bai MS, Gao JM, Fan C, et al. Bioactive dammarane-typetriterpenoids derived from the acid hydrolysate of Gynostemma pentaphyllum saponins [J]. Food Chem, 2010, 119: 306-310
8. Wei Y, Ma CM, Hattori M. Anti-HIV protease triterpenoids from the acid hydrolysate of Panax ginseng [J]. Phytochem Lett, 2009, 2: 63-66.
9. Li XW. Studies on Ginsenoside Degradation and Chemical Constituents of Degradation Products [D]. Changchun: Jilin University, 2006.
10. Ma CJ. Studies on Semi-synthesis of Some Rare Ginsenosides and Structure-function Relationship in Antitumor Activity [D]. Qingdao: Institute of Oceanology, Chinese Academy of Sciences, 2005.
11. Wu YJ. Studies on the Constituents of the Products of Ginsenoside-Re degradation in Alkaline Condition Re [D]. Changchun: Jilin University, 2008.
12. Lau AJ, Toh DF, Chua TK, et al. Antiplatelet and anticoagulant effects of Panax notoginseng: comparison of raw and steamed Panax notoginseng with Panax ginseng and Panax quinquefolium L [J]. J Ethnopharmacol, 2009, 125: 380-386.
13. Tung NH, Song GY, Minh CV, et al. Steamed ginseng-leaf components enhance cytotoxic effects on human leukemia HL-60 Cells [J]. Chem Pharm Bull, 2010, 58: 1111-1115.
14. Sun S, Wang CZ, Tong R, et al. Effects of steaming the root of Panax notoginseng on chemical composition and anticancer activities [J]. Food Chem, 2010, 118: 307-314.
15. Sun S, Qi LW, Du GJ, et al. Red notoginseng: higher ginsenoside content and stronger anticancer potential than Asian and American ginseng [J]. Food Chem, 2011, 125: 1299-1305.
16. 3 from white ginseng extract using response surface methodology [J]. N Biotechnol, 2009, 26: 181-186.
17. Li CC, Zhuang ZY, Liu TQ, et al. Purification and characterization of the special ginsenosidase transforming protopanaxadiol ginsenosides into ginsenoside C-K [J]. J Dalian Polytech Univ, 2010, 29: 11-14.
18. Noh KH, Son JW, Kim HJ, et al. Ginsenoside compound K production from ginseng root extract by a thermostable-glycosidase from Sulfolobus solfataricus [J]. Biosci Biotechnol Biochem, 2009, 73: 316-321.
19. 3 from black ginseng [J]. Phytochemistry, 2010, 71: 1514-1520.
20. Zang YX, Bai LL, Yin CR. Screening and identification of microorganisms for the biotransformation of rare ginsenosides [J]. J Yanbian Univ (Nat Sci), 2009, 35: 238-242.
21. 1 specific by the fungi strains EST-I and EST-II [J]. J Shenyang Pharm Univ, 2008, 25: 73-76.
22. 1 [J]. Chin J Antibiot, 2010, 35: 395-398.
23. Kong HW, Wang M, Venema K, et al. Bioconversion of red ginseng saponins in the gastro-intestinal tract in vitro model studied by high-performance liquid chromatography-high resolution fourier transformation cyclotron resonance mass spectrometry [J]. J Chromatogr A, 2009, 1216: 2195-2203.
24. 1 in rats [J]. Arch Pharm Res. 2010, 33: 1975-1984.
25. Gong XJ. Study on Chemical Modification of the Enzyme Metabolite of Ginsenoside and Its Antitumor Activity [D]. Changchun: Jilin Agricultural University, 2004.
26. Guo YM, Xu Z, Piao HR, et al. Synthesis and structure identificati on of 25-OH-PPD derivatives [J]. J Shenyang Pharm Univ, 2010, 27: 443-447.
27. A LN. Studies on Chemical Constituents of Acid Degradation Products of the Total Ginsenosides from the Roots of Panax ginseng [D]. Changchun: Jilin University, 2009.
28. Han L. Studies on Activite Constituents the of Leave of Panax notoginseng [D]. Shenyang: Liaoning University of Traditional Chinese Medicine, 2007.
29. Gao LS. The Oxidative-alkaline Degradation of the Total Ginsenosides from Leaves and Stems of Panax quinqefolium L [D]. Shenyang: Shenyang Pharmaceutical University, 2007.
30. Li W. The Structural Modification and Biological Activity of Ginsenoside [D]. Changchun: Jilin University, 2010.
31. Ma SG. Studies on Constituents and Biological Activity of Alkaline Degradation from Total Saponins in Leaves and Stems of Panax quinquefolium L [D]. Shenyang: Shenyang Pharmaceutical University, 2004.
32. Jiang YT, Chen JY, Ma SG, et al. Isolation and elucidation of alkaline degradation product from total saponins in leaves and stems of Panax quinquefolium L [J]. J Yantai Univ, 2006, 19: 142-147.
33. Li HF, Guo HZ, Guo DA. A novel derivative of ginsenoside sapogenin and its activity against HL-60 cells [J]. Chin Tradit Herb Drugs, 2010, 41: 6-8.
34. Jia JM, Wang ZQ. Studies on chemical constituents of acetic acid degradation product from total saponins of Panax quinquefolium L(I) [J]. Chin Tradit Herb Drugs, 2009, 40: 1205-1207.
35. Liao PY, Wang D, Zhang YJ, et al. Dammarane-type glycosides from steamed notoginseng [J]. J Agric Food Chem, 2008, 56: 1751-1756.
36. Bae EA, Shin JE, Kim DH. Metabolism of ginsenoside Re by human intestinal microflora and its estrogenic effect [J]. Biol Pharm Bull, 2005, 28: 1903-1908.
37. Noh KH, Oh DK. Production of the rare ginsenosides compound K, compound Y, and compound Mc by a thermostable beta-glycosidase from Sulfolobus acidocaldarius [J]. Biol Pharm Bull, 2009, 32: 1830-1835.
38. Teng RW, Li HZ, Wang DZ, et al. Hydrolytic reaction of plant extracts to generate molecular diversity: new dammarane glycosides from the mild acid hydrolysate of root saponins of Panax notoginseng [J]. Helv Chim Acta, 2004, 87: 1270-1278.
39. Wang L. Sulfated Modification of Ginsenoside and Immunological Activities of Ginsenoside and Its Derivatives [D]. Changchun: Jilin University, 2007.
40. Liu JP. Studies on Isolation, Structure Modification and Pharmacological Activities of Saponins from the Leaves and Stems of Panax quiquefolium L [D]. Shenyang: Shenyang Pharmaceutical University, 2005.
41. Sun YS, Liu ZB, Sun YJ, et al. Content determination of the palmitate PM1 of synthetic production from the ginsenoside compound K [J]. Nat Prod Res Dev, 2007, 19: 309-312.
42. Liu JH. Studies on the Structural Modification of Ginsenoside with Antitumor Biological Activities [D]. Changchun: Jilin University, 2008.
43. 3, and compound K benzymatic method [J]. Chem Pharm Bull, 2007, 55: 1522-1527.
44. 3 [J]. Food Chem, 2010, 122: 1218-1221.
45. Li FW. Study on Fatty Acid Structural Modification of Panax Saponin and Its Anti-tumor Activity [D]. Changchun: Jilin Agricultural University, 2007.
46. Zhang DD, Cao JQ, Zhao YQ. Isolation and identification of a new biotransformation compound by Fusarium sacchari from Panax notoginseng leaves [J]. Chin Tradit Herb Drugs 2009, 40: 1863-1865.
47. 2 and Rc from Panax ginseng by food microorganisms [J]. Biol Pharm Bull, 2005, 28: 2102-2105.
48. Shang LL, Sun JG, Xie HT, et al. Saponins in tumor therapy [J]. Chin J Clin Pharmacol Ther, 2010, 15: 225-232.
49. Liu N, Piao HR, Li N. Advances on chemistry and antitumor activities of protopanaxadiol [J]. Chin J Med Chem, 2008, 18: 384-385.
50. Li W, Liu Y, Zhang JW, et al. Anti-androgen-independent prostate cancer effects of ginsenoside metabolites in vitro: mechanism and possible structure-activity relationship investigation [J]. Arch Pharm Res, 2009, 32: 49-57.
51. Wang W, Zhao YQ, Rayburn ER, et al. In vitro anti-cancer activity and structure-activity relationships of natural products isolated from fruits of Panax ginseng [J]. Cancer Chemother Pharmacol, 2007, 59: 589-601.
52. 3-PPD as experimental therapy for pancreatic cancer: anticancer activity and mechanisms of action [J]. Cancer Lett, 2009, 2782: 2412-2481.
53. Kang KS, Kim HY, Yamabe N, et al. Stereospecificity in hydroxyl radical scavenging activities off our ginsenosides produced by heat processing [J]. Bioorg Med Chem Lett, 2006, 16: 5028-5031.
54. 1 by heat processing [J]. Bioorg Med Chem Lett, 2008, 18: 4515-4520.
55. Yang CG, Gong XJ, Sun CB. Effect of a derivative of ginsenoside metabolite on apoptosis and relative protein expression in HepG2 cells [J]. China J Mod Med, 2010, 19: 2100-2104.