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Chemical Compound Review

Helixin     (4aS,6aR,6aS,6bR,8aR,9S,10S,12 aS,14bR)-10...

Synonyms: alpha-Hederin, alpha-Hederine, Koronaroside A, Sapindoside A, Hederoside C, ...
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Disease relevance of Helixin


High impact information on Helixin


Chemical compound and disease context of Helixin


Biological context of Helixin

  • In this study, we examine the effects of alpha-hederin on the release of nitric oxide (NO) and the level of inducible nitric oxide synthase (iNOS) gene expression in mouse macrophages. alpha-Hederin elicited a dose-dependent increase in NO secretion [6].
  • Its cytotoxicity decreases in the presence of serum in which BSA seems to be able to bind the saponin. alpha-Hederin also induces vacuolization of the cytoplasm and membrane alterations leading to cell death [9].
  • Oleanolic acid, alpha-hederin hydrate, and betulic acid inhibited the chitin synthase II activity under the same conditions with an IC50 of 5.6, 64.3, and 98.7 micrograms/ml, respectively [10].
  • So, the membrane-perforating properties associated with saponins, here represented by alpha-hederin, enhance neither cytotoxicity nor apoptosis of these cancer cells [11].
  • Previous studies have shown adverse developmental outcome with a single administration of alpha-hederin to rats on gestation day (GD) 8 or 11 [3].

Anatomical context of Helixin


Associations of Helixin with other chemical compounds


Gene context of Helixin


Analytical, diagnostic and therapeutic context of Helixin


  1. Involvement of cytokines in the hepatic metallothionein expression by alpha-hederin. Kim, J.Y., Choi, C.Y., Jeong, H.G. Planta Med. (2005) [Pubmed]
  2. Intracellular glutathione depletion and reactive oxygen species generation are important in alpha-hederin-induced apoptosis of P388 cells. Swamy, S.M., Huat, B.T. Mol. Cell. Biochem. (2003) [Pubmed]
  3. Repeated administration of alpha-hederin results in alterations in maternal zinc status and adverse developmental outcome in the rat. Duffy, J.Y., Baines, D., Overmann, G.J., Keen, C.L., Daston, G.P. Teratology (1997) [Pubmed]
  4. Altered Zn status by alpha-hederin in the pregnant rat and its relationship to adverse developmental outcome. Daston, G.P., Overmann, G.J., Baines, D., Taubeneck, M.W., Lehman-McKeeman, L.D., Rogers, J.M., Keen, C.L. Reprod. Toxicol. (1994) [Pubmed]
  5. Antioxidant activity of saponins isolated from ivy: alpha-hederin, hederasaponin-C, hederacolchiside-E and hederacolchiside-F. Gülçin, I., Mshvildadze, V., Gepdiremen, A., Elias, R. Planta Med. (2004) [Pubmed]
  6. Expression of inducible nitric oxide synthase by alpha-hederin in macrophages. Jeong, H.G., Choi, C.Y. Planta Med. (2002) [Pubmed]
  7. Metabolism of kalopanaxsaponin K by human intestinal bacteria and antirheumatoid arthritis activity of their metabolites. Kim, D.H., Bae, E.A., Han, M.J., Park, H.J., Choi, J.W. Biol. Pharm. Bull. (2002) [Pubmed]
  8. Acute anti-inflammatory activity of four saponins isolated from ivy: alpha-hederin, hederasaponin-C, hederacolchiside-E and hederacolchiside-F in carrageenan-induced rat paw edema. Gepdiremen, A., Mshvildadze, V., Süleyman, H., Elias, R. Phytomedicine (2005) [Pubmed]
  9. Effects of alpha-hederin, a saponin extracted from Hedera helix, on cells cultured in vitro. Danloy, S., Quetin-Leclercq, J., Coucke, P., De Pauw-Gillet, M.C., Elias, R., Balansard, G., Angenot, L., Bassleer, R. Planta Med. (1994) [Pubmed]
  10. Chitin synthase II inhibitory activity of ursolic acid, isolated from Crataegus pinnatifida. Jeong, T.S., Hwang, E.I., Lee, H.B., Lee, E.S., Kim, Y.K., Min, B.S., Bae, K.H., Bok, S.H., Kim, S.U. Planta Med. (1999) [Pubmed]
  11. Effects of alpha-hederin and thymoquinone, constituents of Nigella sativa, on human cancer cell lines. Rooney, S., Ryan, M.F. Anticancer Res. (2005) [Pubmed]
  12. Suppression of liver cytochrome P450 by alpha-hederin: relevance to hepatoprotection. Liu, J., Liu, Y., Bullock, P., Klaassen, C.D. Toxicol. Appl. Pharmacol. (1995) [Pubmed]
  13. Antileishmanial activity of three saponins isolated from ivy, alpha-hederin, beta-hederin and hederacolchiside A1, as compared to their action on mammalian cells cultured in vitro. Delmas, F., Di Giorgio, C., Elias, R., Gasquet, M., Azas, N., Mshvildadze, V., Dekanosidze, G., Kemertelidze, E., Timon-David, P. Planta Med. (2000) [Pubmed]
  14. Triterpenoid saponins from Clematis tangutica. Zhong, H.M., Chen, C.X., Tian, X., Chui, Y.X., Chen, Y.Z. Planta Med. (2001) [Pubmed]
  15. An unusual case of death: suffocation caused by leaves of common ivy (Hedera helix). Detection of hederacoside C, alpha-hederin, and hederagenin by LC-EI/MS-MS. Gaillard, Y., Blaise, P., Darré, A., Barbier, T., Pépin, G. Journal of analytical toxicology. (2003) [Pubmed]
  16. Modes of action of alpha-hederin and thymoquinone, active constituents of Nigella sativa, against HEp-2 cancer cells. Rooney, S., Ryan, M.F. Anticancer Res. (2005) [Pubmed]
  17. Induction of metallothionein by alpha-hederin. Liu, J., Choudhuri, S., Liu, Y., Kreppel, H., Andrews, G.K., Klaassen, C.D. Toxicol. Appl. Pharmacol. (1993) [Pubmed]
  18. In vitro antiinflammatory activity of kalopanaxsaponin A isolated from Kalopanax pictus in murine macrophage RAW 264.7 cells. Kim, Y.K., Kim, R.G., Park, S.J., Ha, J.H., Choi, J.W., Park, H.J., Lee, K.T. Biol. Pharm. Bull. (2002) [Pubmed]
  19. Evaluation of bioactive saponins and triterpenoidal aglycons for their binding properties on human endothelin ETA and angiotensin AT1 receptors. Caballero-George, C., Vanderheyden, P.M., Okamoto, Y., Masaki, T., Mbwambo, Z., Apers, S., Gupta, M.P., Pieters, L., Vauquelin, G., Vlietinck, A. Phytotherapy research : PTR. (2004) [Pubmed]
  20. Suppressive effects of alpha-Hederin on 2,3,7,8-tetrachlorodibenzo-p-dioxin-mediated murine Cyp1a-1 expression in the mouse hepatoma Hepa-1c1c7 cells. Jeong, H.G., Lee, S.S. Cancer Lett. (1999) [Pubmed]
  21. Suppression of constitutive and inducible cytochrome P450 gene expression by alpha-hederin in mice. Jeong, H.G. Biochem. Mol. Biol. Int. (1998) [Pubmed]
  22. Study of the action of alpha-hederin on the ultrastructure of Candida albicans. Moulin-Traffort, J., Favel, A., Elias, R., Regli, P. Mycoses (1998) [Pubmed]
  23. Simultaneous determination of glycyrrhizin, a marker component in radix Glycyrrhizae, and its major metabolite glycyrrhetic acid in human plasma by LC-MS/MS. Lin, Z.J., Qiu, S.X., Wufuer, A., Shum, L. J. Chromatogr. B Analyt. Technol. Biomed. Life Sci. (2005) [Pubmed]
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