The apoptotic effect of D Rhamnose β-hederin, a novel oleanane-type triterpenoid saponin on breast cancer cells

PLoS ONE

Volumn 9, Issue 3, 2014, Pages

  Cheng, Lin ^a   Xia, Tian Song ^a   Wang, Yi Fen ^b   Zhou, Wenbin ^a   Liang, Xiu Qing ^a   Xue, Jin Qiu ^a   Shi, Liang ^a   Wang, Ying ^a   Ding, Qiang ^a  

^a NANJING MEDICAL UNIVERSITY   (China)

^b KUNMING INSTITUTE OF BOTANY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

1,4 DIAMINO 1,4 BIS(2 AMINOPHENYLTHIO) 2,3 DICYANOBUTADIENE; 2 MORPHOLINO 8 PHENYLCHROMONE; 3BETA [(ALPHA LEVO ARABINOPYRANOSYL)OXY] OLEAN 12 EN 28 OICACID; ANTINEOPLASTIC AGENT; APOPTOTIC PROTEASE ACTIVATING FACTOR 1; CASPASE 3; CASPASE 9; CYTOCHROME C; MITOGEN ACTIVATED PROTEIN KINASE; PHOSPHATIDYLINOSITOL 3 KINASE; PROTEIN KINASE B; TRITERPENOID; UNCLASSIFIED DRUG;

APOPTOSIS; ARTICLE; BREAST CANCER; CANCER CELL; CANCER CHEMOTHERAPY; CANCER GROWTH; CONTROLLED STUDY; CYTOSOL; DRUG ACTIVITY; DRUG INHIBITION; DRUG POTENTIATION; ENZYME ACTIVATION; HUMAN; HUMAN CELL; MITOCHONDRIAL MEMBRANE POTENTIAL; MOLECULAR MECHANICS; PROTEIN EXPRESSION; SIGNAL TRANSDUCTION;

EID: 84897140109     PISSN: None     EISSN: 19326203     Source Type: Journal    
DOI: 10.1371/journal.pone.0090848     Document Type: Article

References (54)

1. Siegel R, Naishadham D, Jemal A (2013) Cancer statistics, 2013. CA Cancer J Clin 63: 11-30.
2. Ribeiro JT, Macedo LT, Curigliano G, Fumagalli L, Locatelli M, et al. (2012) Cytotoxic drugs for patients with breast cancer in the era of targeted treatment: back to the future? Ann Oncol 23: 547-555.
3. Karikas GA (2010) Anticancer and chemopreventing natural products: some biochemical and therapeutic aspects. J Buon 15: 627-638.
4. Cragg GM, Newman DJ (2013) Natural products: a continuing source of novel drug leads. Biochim Biophys Acta 6: 18.
5. Wang TH, Wang HS, Soong YK (2000) Paclitaxel-induced cell death - Where the cell cycle and apoptosis come together. Cancer 88: 2619-2628.
6. Ding Q, Yang LX, Yang HW, Jiang C, Wang YF, et al. (2009) Cytotoxic and antibacterial triterpenoids derivatives from Clematis ganpiniana. J Ethnopharmacol 126: 382-385.
7. Podolak I, Galanty A, Sobolewska D (2010) Saponins as cytotoxic agents: a review. Phytochem Rev 9: 425-474.
8. Augustin JM, Kuzina V, Andersen SB, Bak S (2011) Molecular activities, biosynthesis and evolution of triterpenoid saponins. Phytochemistry 72: 435-457.
9. Bishayee A, Ahmed S, Brankov N, Perloff M (2011) Triterpenoids as potential agents for the chemoprevention and therapy of breast cancer. Frontiers in Bioscience-Landmark 16: 980-996.
10. Patlolla JMR, Rao CV (2012) Triterpenoids for Cancer Prevention and Treatment: Current Status and Future Prospects. Current Pharmaceutical Biotechnology 13: 147-155.
11. Zhao P, Gao DF, Xu M, Shi ZG, Wang D, et al. (2011) Triterpenoid saponins from the genus Camellia. Chem Biodivers 8: 1931-1942.
12. Vincken JP, Heng L, de Groot A, Gruppen H (2007) Saponins, classification and occurrence in the plant kingdom. Phytochemistry 68: 275-297. (Pubitemid 46108037)
13. Chun J, Kim YS (2013) Platycodin D inhibits migration, invasion, and growth of MDA-MB-231 human breast cancer cells via suppression of EGFR-mediated Akt and MAPK pathways. Chem Biol Interact 205: 212-221.
14. Rabi T, Huwiler A, Zangemeister-Wittke U (2013) AMR-Me inhibits PI3K/Akt signaling in hormone-dependent MCF-7 breast cancer cells and inactivates NF-kappaB in hormone-independent MDA-MB-231 cells. Mol Carcinog.
15. Xiong J, Cheng G, Tang H, Zhen HN, Zhang X (2009) Ardipusilloside I induces apoptosis in human glioblastoma cells through a caspase-8-independent FasL/Fas-signaling pathway. Environ Toxicol Pharmacol 27: 264-270.
16. Rabi T, Banerjee S (2008) Novel synthetic triterpenoid methyl 25-hydroxy-3-oxoolean-12-en-28-oate induces apoptosis through JNK and p38 MAPK pathways in human breast adenocarcinoma MCF-7 cells. Mol Carcinog 47: 415-423. (Pubitemid 351822300)
17. Attele AS, Wu JA, Yuan CS (1999) Ginseng pharmacology: multiple constituents and multiple actions. Biochem Pharmacol 58: 1685-1693. (Pubitemid 29505408)
18. Kang JH, Song KH, Woo JK, Park MH, Rhee MH, et al. (2011) Ginsenoside Rp1 from Panax ginseng exhibits anti-cancer activity by down-regulation of the IGF-1R/Akt pathway in breast cancer cells. Plant Foods Hum Nutr 66: 298-305.
19. Choi S, Oh JY, Kim SJ (2011) Ginsenoside Rh2 induces Bcl-2 family proteins-mediated apoptosis in vitro and in xenografts in vivo models. J Cell Biochem 112: 330-340.
20. Mai TT, Moon J, Song Y, Viet PQ, Phuc PV, et al. (2012) Ginsenoside F2 induces apoptosis accompanied by protective autophagy in breast cancer stem cells. Cancer Lett 321: 144-153.
21. Qiu YK, Dou DQ, Cai LP, Jiang HP, Kang TG, et al. (2009) Dammarane-type saponins from Panax quinquefolium and their inhibition activity on human breast cancer MCF-7 cells. Fitoterapia 80: 219-222.
22. Wang QZ, Liu XF, Shan Y, Guan FQ, Chen Y, et al. (2012) Two new nortriterpenoid saponins from Salicornia bigelovii Torr. and their cytotoxic activity. Fitoterapia 83: 742-749.
23. Zhou Y, Chai XY, Zeng KW, Zhang JY, Li N, et al. (2013) Ilexpublesnins C-M, eleven new triterpene saponins from the roots of Ilex pubescens. Planta Med 79: 70-77.
24. Suen DF, Norris KL, Youle RJ (2008) Mitochondrial dynamics and apoptosis. Genes Dev 22: 1577-1590. (Pubitemid 351846838)
25. Wang QF, Chen JC, Hsieh SJ, Cheng CC, Hsu SL (2002) Regulation of Bcl-2 family molecules and activation of caspase cascade involved in gypenosides-induced apoptosis in human hepatoma cells. Cancer Lett 183: 169-178.
26. Wang J, Zhao XZ, Qi Q, Tao L, Zhao Q, et al. (2009) Macranthoside B, a hederagenin saponin extracted from Lonicera macranthoides and its anti-tumor activities in vitro and in vivo. Food Chem Toxicol 47: 1716-1721.
27. Park HM, Kim SJ, Kim JS, Kang HS (2012) Reactive oxygen species mediated ginsenoside Rg3- and Rh2-induced apoptosis in hepatoma cells through mitochondrial signaling pathways. Food Chem Toxicol 50: 2736-2741.
28. Chun J, Ha IJ, Kim YS (2013) Antiproliferative and apoptotic activities of triterpenoid saponins from the roots of Platycodon grandiflorum and their structure-activity relationships. Planta Med 79: 639-645.
29. Mo S, Xiong H, Shu G, Yang X, Wang J, et al. (2013) Phaseoloideside E, a Novel Natural Triterpenoid Saponin Identified From Entada phaseoloides, Induces Apoptosis in Ec-109 Esophageal Cancer Cells Through Reactive Oxygen Species Generation. Journal of pharmacological sciences 122: 163-175.
30. Yuan (2009) The mitochondrial pathway is involved in American ginseng-induced apoptosis of SW-480 colon cancer cells. Oncol Rep.
31. Swamy SM, Huat BT (2003) Intracellular glutathione depletion and reactive oxygen species generation are important in alpha-hederin-induced apoptosis of P388 cells. Mol Cell Biochem 245: 127-139. (Pubitemid 36416829)
32. Breckenridge DG, Xue D (2004) Regulation of mitochondrial membrane permeabilization by BCL-2 family proteins and caspases. Curr Opin Cell Biol 16: 647-652. (Pubitemid 39463115)
33. Raisova M, Hossini AM, Eberle J, Riebeling C, Wieder T, et al. (2001) The Bax/Bcl-2 ratio determines the susceptibility of human melanoma cells to CD95/Fas-mediated apoptosis. J Invest Dermatol 117: 333-340. (Pubitemid 34205719)
34. Ghobrial IM, Witzig TE, Adjei AA (2005) Targeting apoptosis pathways in cancer therapy. CA Cancer J Clin 55: 178-194. (Pubitemid 40826487)
35. Mirjolet JF, Barberi-Heyob M, Didelot C, Peyrat JP, Abecassis J, et al. (2000) Bcl-2/Bax protein ratio predicts 5-fluorouracil sensitivity independently of p53 status. Br J Cancer 83: 1380-1386.
36. Nhiem NX, Thu VK, Van Kiem P, Van Minh C, Tai BH, et al. (2012) Cytotoxic oleane-type triterpene saponins from Glochidion eriocarpum. Arch Pharm Res 35: 19-26.
37. Calleja V, Laguerre M, Parker PJ, Larijani B (2009) Role of a novel PH-kinase domain interface in PKB/Akt regulation: structural mechanism for allosteric inhibition. PLoS Biol 7: 1000017.
38. Park EK, Lee EJ, Lee SH, Koo KH, Sung JY, et al. (2010) Induction of apoptosis by the ginsenoside Rh2 by internalization of lipid rafts and caveolae and inactivation of Akt. Br J Pharmacol 160: 1212-1223.
39. Liu GY, Bu X, Yan H, Jia WW (2007) 20S-protopanaxadiol-induced programmed cell death in glioma cells through caspase-dependent and - independent pathways. J Nat Prod 70: 259-264. (Pubitemid 46447640)
40. Huang P, Yu C, Liu XQ, Ding YB, Wang YX, et al. (2011) Cytotoxicity of tubeimoside I in human choriocarcinoma JEG-3 cells by induction of cytochrome c release and apoptosis via the mitochondrial-related signaling pathway. Int J Mol Med 28: 579-587.
41. Seddighzadeh M, Zhou JN, Kronenwett U, Shoshan MC, Auer G, et al. (1999) ERK signalling in metastatic human MDA-MB-231 breast carcinoma cells is adapted to obtain high urokinase expression and rapid cell proliferation. Clin Exp Metastasis 17: 649-654. (Pubitemid 30450186)
42. Johnson GL, Lapadat R (2002) Mitogen-activated protein kinase pathways mediated by ERK, JNK, and p38 protein kinases. Science 298: 1911-1912. (Pubitemid 35425238)
43. Sebolt-Leopold JS (2000) Development of anticancer drugs targeting the MAP kinase pathway. Oncogene 19: 6594-6599.
44. Zhang LH, Jia YL, Lin XX, Zhang HQ, Dong XW, et al. (2013) AD-1, a novel ginsenoside derivative, shows anti-lung cancer activity via activation of p38 MAPK pathway and generation of reactive oxygen species. Biochim Biophys Acta 1830: 4148-4159.
45. Wang X, Martindale JL, Holbrook NJ (2000) Requirement for ERK activation in cisplatin-induced apoptosis. J Biol Chem 275: 39435-39443. (Pubitemid 32058968)
46. Lee JH, Lee YH, Lee HJ, Lee EO, Ahn KS, et al. (2009) Caspase and mitogen activated protein kinase pathways are involved in Solanum lyratum herba induced apoptosis. J Ethnopharmacol 123: 121-127.
47. Zhang CL, Wu LJ, Tashiro S, Onodera S, Ikejima T (2004) Oridonin induces a caspase-independent but mitochondria- and MAPK-dependent cell death in the murine fibrosarcoma cell line L929. Biol Pharm Bull 27: 1527-1531. (Pubitemid 41701633)
48. Ellington AA, Berhow MA, Singletary KW (2006) Inhibition of Akt signaling and enhanced ERK1/2 activity are involved in induction of macroautophagy by triterpenoid B-group soyasaponins in colon cancer cells. Carcinogenesis 27: 298-306. (Pubitemid 43159883)
49. Boutaghane N, Voutquenne-Nazabadioko L, Harakat D, Simon A, Kabouche Z (2013) Triterpene saponins of Genista ulicina Spach. Phytochemistry 93: 176-181.
50. Ma G, Guo W, Zhao L, Zheng Q, Sun Z, et al. (2013) Two New Triterpenoid Saponins from the Root of Platycodon grandiflorum. Chemical & Pharmaceutical Bulletin 61: 101-104.
51. Li Q, Li W, Hui L-P, Zhao C-Y, He L, et al. (2012) 13,28-Epoxy triterpenoid saponins from Ardisia japonica selectively inhibit proliferation of liver cancer cells without affecting normal liver cells. Bioorganic & Medicinal Chemistry Letters 22: 6120-6125.
52. Seo Y, Berger JM, Hoch J, Neddermann KM, Bursuker I, et al. (2002) A new triterpene saponin from Pittosporum viridiflorum from the Madagascar rainforest. J Nat Prod 65: 65-68. (Pubitemid 34118816)
53. Dinda B, Debnath S, Mohanta BC, Harigaya Y (2010) Naturally occurring triterpenoid saponins. Chem Biodivers 7: 2327-2580.
54. Lee HJ, Lee EO, Rhee YH, Ahn KS, Li GX, et al. (2006) An oriental herbal cocktail, ka-mi-kae-kyuk-tang, exerts anti-cancer activities by targeting angiogenesis, apoptosis and metastasis. Carcinogenesis 27: 2455-2463. (Pubitemid 44884103)