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Chemical Compound Review

NSC-87530     10-hydroxy-9-(hydroxymethyl)- 2,2,6a,6b,9...

Synonyms: SureCN13395362, NSC87530, AC1L5Z5J, .alpha.-Hederagenin, 3,23-Dihydroxyolean-12-en-28-oic acid
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High impact information on NSC87530


Biological context of NSC87530


Anatomical context of NSC87530

  • Hederagenin saponins are largely represented in nature and possess many biological activities such as haemolytic, antiviral, fungicidal, molluscicidal or cytotoxic, partially due to their interaction with the cell membrane [8].

Associations of NSC87530 with other chemical compounds

  • Monodesmosidic hederagenin derivatives were shown to exhibit a broad spectrum of activity against yeast as well as dermatophyte species. alpha-Hederin was the most active compound, and Candida glabrata was the most susceptible strain [4].
  • From the aerial part of Clematis tibetana, two new hederagenin 3,28-O-bisdesmosides called clematibetosides A and C, and a new gypsogenin 3,28-O-bisdesmoside called clematibetoside B, have been isolated together with ten known saponins [10].
  • Comparison of cytoprotective effects of saponins isolated from leaves of Aralia elata Seem. (Araliaceae) with synthesized bisdesmosides of oleanoic acid and hederagenin on carbon tetrachloride-induced hepatic injury [11].
  • The same behaviour is observed for serine protease porcine pancreatic elastase: the glycosides are devoid of inhibitory action, while genins are potent competitive inhibitors (oleanolic acid IC50 = 5.1 microM; hederagenin IC50 = 40.6 microM) [12].
  • When kalopanaxsaponin K (KPK) from Kalopanax pictus was incubated for 24 h at 37 degrees C with human intestinal microflora, KPK was mainly metabolized to kalopanaxsaponin I (KPI) via kalopanaxsaponin H (KPH) rather than via kalopanaxsaponin J (KPJ), and then transformed to kalopanaxsaponin A (KPA) and hederagenin [13].


  1. Inhibition of the tumor-promoting action of 12-O-tetradecanoylphorbol-13-acetate by some oleanane-type triterpenoid compounds. Nishino, H., Nishino, A., Takayasu, J., Hasegawa, T., Iwashima, A., Hirabayashi, K., Iwata, S., Shibata, S. Cancer Res. (1988) [Pubmed]
  2. Genomics-based selection and functional characterization of triterpene glycosyltransferases from the model legume Medicago truncatula. Achnine, L., Huhman, D.V., Farag, M.A., Sumner, L.W., Blount, J.W., Dixon, R.A. Plant J. (2005) [Pubmed]
  3. Essential moiety for antimutagenic and cytotoxic activity of hederagenin monodesmosides and bisdesmosides isolated from the stem bark of Kalopanax pictus. Lee, K.T., Sohn, I.C., Park, H.J., Kim, D.W., Jung, G.O., Park, K.Y. Planta Med. (2000) [Pubmed]
  4. In vitro antifungal activity of triterpenoid saponins. Favel, A., Steinmetz, M.D., Regli, P., Vidal-Ollivier, E., Elias, R., Balansard, G. Planta Med. (1994) [Pubmed]
  5. Patensin, a saponin from Pulsatilla patens var. multifida. Ye, W.C., Ou, B.X., Ji, N.N., Zhao, S.X., Ye, T., McKervey, M.A., Stevenson, P. Phytochemistry (1995) [Pubmed]
  6. Synthesis and hemolytic activity of some hederagenin diglycosides. Chwalek, M., Plé, K., Voutquenne-Nazabadioko, L. Chem. Pharm. Bull. (2004) [Pubmed]
  7. Antitrichomonas in vitro activity of Cussonia holstii Engl. He, W., Van Puyvelde, L., Maes, L., Bosselaers, J., De Kimpe, N. Nat. Prod. Res. (2003) [Pubmed]
  8. Structure-activity relationships of some hederagenin diglycosides: Haemolysis, cytotoxicity and apoptosis induction. Chwalek, M., Lalun, N., Bobichon, H., Plé, K., Voutquenne-Nazabadioko, L. Biochim. Biophys. Acta (2006) [Pubmed]
  9. Kalopanaxsaponin A from Kalopanax pictus, a potent antioxidant in the rheumatoidal rat treated with Freund's complete adjuvant reagent. Choi, J., Huh, K., Kim, S.H., Lee, K.T., Lee, H.K., Park, H.J. Journal of ethnopharmacology. (2002) [Pubmed]
  10. Studies on the constituents of Clematis species. VIII. Triterpenoid saponins from the aerial part of Clematis tibetana KUNTZ. Kawata, Y., Kizu, H., Miyaichi, Y., Tomimori, T. Chem. Pharm. Bull. (2001) [Pubmed]
  11. Comparison of cytoprotective effects of saponins isolated from leaves of Aralia elata Seem. (Araliaceae) with synthesized bisdesmosides of oleanoic acid and hederagenin on carbon tetrachloride-induced hepatic injury. Saito, S., Ebashi, J., Sumita, S., Furumoto, T., Nagamura, Y., Nishida, K., Isiguro, I. Chem. Pharm. Bull. (1993) [Pubmed]
  12. Anti-elastase and anti-hyaluronidase activities of saponins and sapogenins from Hedera helix, Aesculus hippocastanum, and Ruscus aculeatus: factors contributing to their efficacy in the treatment of venous insufficiency. Facino, R.M., Carini, M., Stefani, R., Aldini, G., Saibene, L. Arch. Pharm. (Weinheim) (1995) [Pubmed]
  13. 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]
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