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19 New Steroidal Saponins from Allium Plants: Isolation, Structural Elucidation and Effect on Blood Coagulability

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Saponins Used in Traditional and Modern Medicine

Part of the book series: Advances in Experimental Medicine and Biology ((AEMB,volume 404))

Abstract

Allium plants have been grown for many centuries for their characteristic, pungent flavor and medicinal properties. In ancient China, Egypt, and India, Allium plants (especially onion and garlic) are highly prized as foodstuffs. With regard to the chemical constituents in Allium plants, early investigations have been focused on the volatile compounds (sulfur-containing compounds) and their products, their (involatile) precursors, and the biochemical basis of flavor production.1 Since the tremendous improvements over the last two decades in techniques for the isolation, separation, and analysis of complex structures have been achieved, a variety of steroidal saponins have been isolated from Allium spp. such as A. sativum,2 A. ampeloprasum,3 A. vineale,4 and A. cepa 5. The important biological activities of the saponins are of increasing interest as recently illustrated by their potential value as antifungal agents 2,3 and anti-thrombotic agents.6

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References

  1. M.H. Brodnitz, C.L. Pollock, and P.P. Vallon, Flavor components of onion oil, J. Agric. Food Chem. 17: 760 (1969);

    Article  CAS  Google Scholar 

  2. M. H. Brodnitz and J. V. Pascale, Thiopropanal S-oxide, a lachrymatory factor in onion, J. Agric. Food Chem. 19: 269 (1971);

    Article  PubMed  CAS  Google Scholar 

  3. M. Boelens, P. J. deValois, H. J. Wobben, and A. Van der Gan, Volatile flavor compouds from onion, J. Agric. Food Chem. 19: 984 (1971).

    Article  CAS  Google Scholar 

  4. L. Schreyen, P. Dirinck, F.Van Wassenhove, and N. Schamp, Volatile flavor components of leek, J Agric. Food Chem. 24: 336 (1976).

    Article  CAS  Google Scholar 

  5. a) H. Mutsuura, T. Ushiroguchi, Y. Itakura, N. Hayashi, and T. Fuwa, A furostanol glycoside from garlic, bulbs of Allium sativum L., Chem. Pharm. Bull., 36: 3659 (1988);

    Article  Google Scholar 

  6. H. Mutsuura, T. Ushiroguchi, Y. Itakura, and T. Fuwa, Further studies on steroidal glycosides from bulbs, roots, and leaves of Allium sativum L., Chem. Pharm. Bull., 37: 2741 (1989).

    Article  Google Scholar 

  7. T. Morita, T. Ushiroguchi, N. Hayashi, H. Matsuura, Y. Itakura, and T. Fuwa, Steroidal saponins from elephant garlic, bulbs of Allium ampeloprasum L., Chem. Pharm. Bull. 36: 3480 (1988).

    Article  PubMed  CAS  Google Scholar 

  8. S. X. Chen and J. K. Snyder, Diosgenin-bearing, molluscicidal saponins from Allium vineale: an NMR approach for the structural assignment of oligosaccharide units, J. Org. Chem. 54: 3679 (1989).

    Article  CAS  Google Scholar 

  9. P. K. Kintya and L. P. Degtyareva, Steroid glycosides of garden onion seeds. Structure of ceposide D, Khim. Prir. Soedin. (1): 139 (1988).

    Google Scholar 

  10. A. Niwa, O. Takeda, M. Ishimaru, Y. Nakamoto, K. Yamasaki, H. Konda, H. Nishio, T. Segawa, K. Fujimura, and A. Kuramoto, Screening test for platelet aggregation inhibitor in natural products. The active principle of Anmarrhenae rhizoma, Yakugaku Zasshi 108: 555 (1988);

    PubMed  CAS  Google Scholar 

  11. J. X. Dong and G.Y. Han, Studies on the active constituents of Anemarrhena asphodeloides Bunge, Acta Pharm. Sinica, 27: 26 (1992).

    CAS  Google Scholar 

  12. Jiang Su New Medical College (ed.). Encyclopedia of Chinese Materia Medica, Shanghai Science and Technology Publisher, Shanghai 2642 (1977).

    Google Scholar 

  13. Institute of Botany, Chinese Academy of Sciences (ed.). Zhongguo Zhiwuzhi, Science Press, Beijing 14:260 (1980).

    Google Scholar 

  14. Beijing Institute of Materia Medica (ed.). Zhongyaozhi (II), People’s Health Publishing House, 2nd ed., Beijing 564 (1982).

    Google Scholar 

  15. J. P. Peng, Y. Wu, X.S. Yao, T. Okuyama, and T. Narui, Two new steroidal saponins from Allium macrostemon, Acta Pharm. Sinica 27: 918 (1992).

    CAS  Google Scholar 

  16. J. P. Peng, X. Wang, and X. S.Yao, Studies on two new furostanol glycosides from Allium macrostemon Bunge, Acta Pharm. Sinica 28: 526 (1993).

    CAS  Google Scholar 

  17. J. P. Peng, X. S. Yao, Y. Okada, and T. Okuyama, Structures of macrostemonoside J, K and L from Allium macrostemon Bunge, Acta Pharm. Sinica 29: 526 (1994).

    CAS  Google Scholar 

  18. P. K. Agrawal, D. C. Jain, R. K. Guita, and R. S. Thakur, Carbon-13 NMR spectroscopy of steroidal sapogenins and steroidal saponins, Phytochemistry 24: 2479 (1985).

    Article  CAS  Google Scholar 

  19. R. Saiji, K. Muradami, T. Nohara, T. Tomimatsu, A. Sato, and K. Matsuka, Studies on the constituents of Solanum plants. H. On the constituents of immature berries of Solanum nigrum L., Yakugaku Zasshi, 102: 300 (1982).

    Google Scholar 

  20. J. P. Peng, X. S. Yao, H. Kobayashi, and C. Y. Ma, Novel furostanol glycosides from Allium macrostemon. Planta Med., 61: 58 (1995).

    Article  PubMed  CAS  Google Scholar 

  21. H. Mutsuura, T. Ushiroguchi, Y. Itakura, and T. Fuwa, A furostanol glycoside from Allium chinense G. Don, Chem. Pharm. Bull. 37: 1390 (1989).

    Article  Google Scholar 

  22. X. C. Li, D. Z. Wang, and C. R. Yang, Steroidal saponins from Chlorophytum maloyense, Phytochemistry 29: 3893 (1990).

    Article  CAS  Google Scholar 

  23. T. Okuyama, S. Shibata, M. Hoson, T. Kawada, H. Osada, and T.Noguchi, Effect of oriental plant drugs on platelet aggregation; III. Effect of Chinese drug “Xiebai” on human platelet aggregation, Planta Med. 52: 171 (1986);

    Article  Google Scholar 

  24. T. Okuyama, K. Fujita, S. Shibata, M. Hoson, T. Kawada, M. Masaki, and N. Yamate, Effects of Chinese drugs “Xiebai” and “Dasuan” on human platelet aggregation, Planta Med. 55: 242 (1989).

    Article  PubMed  CAS  Google Scholar 

  25. Y. Goda, M. Shibuta, and U. Sankawa, Inhibitors of the arachidonate cascade from Allium chinense and their effect on in vitro platelet aggregation, Chem. Pharm. Bull. 35: 2668 (1987).

    Article  PubMed  CAS  Google Scholar 

  26. J. P. Peng, X. S. Yao, Y. Tezuka, and T. Kikuchi, Two furostanol glycosides from Allium chinense bulbs, Phytochemistry (accepted, 1996 )

    Google Scholar 

  27. J. Blackwood and S. Fulder, Garlic: Nature’s Original Remedy, Javelin Books, London 1986.

    Google Scholar 

  28. G. Vernin, J. Metzger, D.Fraisse, and C. Scharff, GC-MS computer analysis of volatile sulfur compounds in garlic essential oils. Application of the mass fragmentometry SIM technique, Planta Med. 52: 96 (1986).

    Article  Google Scholar 

  29. E. Block, S. Ahmad, M. K. Jain, R. W. Crecely, R. Apitz-Castro, and M. R. Cruz, (E, Z)-ajoene: a potent antithrombotic agent from garlic, J. Am. Chem. Soc. 106: 8295 (1984).

    Article  CAS  Google Scholar 

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© 1996 Springer Science+Business Media New York

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Peng, Jp., Yao, Xs. (1996). 19 New Steroidal Saponins from Allium Plants: Isolation, Structural Elucidation and Effect on Blood Coagulability. In: Waller, G.R., Yamasaki, K. (eds) Saponins Used in Traditional and Modern Medicine. Advances in Experimental Medicine and Biology, vol 404. Springer, Boston, MA. https://doi.org/10.1007/978-1-4899-1367-8_42

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  • DOI: https://doi.org/10.1007/978-1-4899-1367-8_42

  • Publisher Name: Springer, Boston, MA

  • Print ISBN: 978-1-4899-1369-2

  • Online ISBN: 978-1-4899-1367-8

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