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Chemical structure and biological activity of steroidal saponins from Furcraea gigantea

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Abstract

A new bisdesmosidic furostanol saponin, along with a known spirostanol saponin, furcreastatin, were isolated from Furcraea gigantea Vent. (Agavaceae). The structure of the new saponin was elucidated as 3-[(O-6-deoxy-α-L-mannopyranosyl-(1→4)-O-β-D-glucopyranosyl-(1å 3)-O-[O-β-D-glucopyranosyl-(1→3)-β-D-glucopyranosyl-(1→2)-O-β-D-glucopyranosyl-(1→4)-β-D-galactopyranosyl)oxy]-(3β, 5α, 25R)-26-(β-D-glucopyranosyloxy)-22-hydroxyfurost-12-one. The structural identification was performed using a combination of spectroscopic techniques and chemical conversions. Furcreastatin showed a powerful haemolytic effect in the in vitro assay, but the new bisdesmosidic furostanol saponin demonstrated only a significant inhibition of the capillary permeability activity.

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References

  1. H. Lorenzi and H. M. de Souza, Plantas ornamentais no Brasil, Editora Plantarum Ltda, Sao Paulo, 1995, p. 120.

    Google Scholar 

  2. R. Braga, Plantas do Nordeste, Especialmente do Ceara, Escola Superior de Agricultura de Mossoro, Fortaleza, 1976, p. 217–218.

    Google Scholar 

  3. G. Pompa, Medicamentos indigenas, Editorial AmericaS. A., Miami, 1974, p. 313.

    Google Scholar 

  4. M. Itabashi, K. Segawa, Y. Ikeda, S. Kondo, H. Naganawa, T. Koyano, and K. Umezawa, Carbohydr. Res., 323, 57 (2000).

    Article  PubMed  CAS  Google Scholar 

  5. M. E. Wall, C. R. Eddy, M. L. McClennan, and M. E. Klump, Anal. Chem., 24, 1337 (1952).

    Article  CAS  Google Scholar 

  6. P. K. Agrawal, D. C. Jain, R. K. Gupta, and R. S. Thakur, Phytochemistry, 24, 2479 (1985).

    Article  CAS  Google Scholar 

  7. J. A. R. Garcia and H. T. V. Castro, Magn. Reson. Chem., 25, 831 (1987).

    Article  CAS  Google Scholar 

  8. D. N. Kirk, H. C. Toms, C. Douglas, K. A. White, K. E. Smith, S. Latif, and R. W. P. Hubbard, J. Chem. Soc., Perkin.Trans. 2, 1567 (1990).

  9. Y. Mazur, N. Danieli, and F. Sondheimer, J. Am. Chem. Soc., 82, 5889 (1960).

    Article  CAS  Google Scholar 

  10. J. P. Kamerling, G. J. Gerwig, J. F. G. Vliegenthart, and J. R. Clamp, Biochem. J., 151, 491 (1975).

    PubMed  CAS  Google Scholar 

  11. G. J. Gerwig, J. P. Kamerling, and J. F. G. Vliegenthart, Carbohydr. Res., 62, 349 (1978).

    Article  CAS  Google Scholar 

  12. M. A. Lacaille-Dubois and H. Wagner, Phytomedicine, 2, 363 (1996).

    CAS  Google Scholar 

  13. K. Oda, H. Matsuda, T. Murakami, S. Katayama, T. Ohgitani, and M. Yoshikawa, Biol. Chem., 381, 67 (2000).

    Article  PubMed  CAS  Google Scholar 

  14. W. R. Santos, R. R. Bernardo, L. M. T. Peçanha, M. Palatnik, J. P. Parente, and C. B. P. Sousa, Vaccine, 15, 1024 (1997).

    Article  PubMed  CAS  Google Scholar 

  15. B. A. Whittle, Br. J. Pharmacol. Chemother., 22, 246 (1964).

    PubMed  CAS  Google Scholar 

  16. J. P. Parente, P. Cardon, Y. Leroy, J. Montreuil, B. Fournet, and G. Ricart, Carbohydr. Res., 141, 41 (1985).

    Article  PubMed  CAS  Google Scholar 

  17. J. S. Sawardeker, J. H. Sloneker, and A. Jeanes, Anal. Chem., 37, 1602 (1965).

    Article  CAS  Google Scholar 

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Published in Khimiya Prirodnykh Soedinenii, No. 3, pp. 259–262, May–June, 2006.

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Pereira da Silva, B., Oliveira Campos, P. & Paz Parente, J. Chemical structure and biological activity of steroidal saponins from Furcraea gigantea . Chem Nat Compd 42, 316–321 (2006). https://doi.org/10.1007/s10600-006-0109-3

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  • DOI: https://doi.org/10.1007/s10600-006-0109-3

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