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Steroids of the spirostan and furostan series from Nolina microcarpa IV. Structures of nolinogenin, nolinospiroside B, and nolinofuroside B

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Abstract

A glycoside has been isolated from the plantNolina microcarpa S. Wats. (family Dracaenaceae) which has been called nolinofuroside B and has the structure of 6β-methoxy-3β,5-cyclo-(25S)-furostan-1β,22α,26-triol 1-O-β-D-fucopyranoside 26-O-β-D-glucopyranoside (I). Enzymatic hydrolysis of the bioside (I) yielded nolinospiroside B (III) and nolinogenin (IV). The latter is 6β-methoxy-3β,5-cyclo-(25S)-spirostan-6β-ol, and glycoside (III) is its 1-O-β-D-fucopyranoside.

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Literature cited

  1. G. B. Shevchuk, Yu. S. Vollerner, A. S. Shashkov, and V. Ya. Chirva, Khim. Prir. Soedin., 672 and 678 (1991).

    Google Scholar 

  2. G. B. Shevchuk, Yu. S. Vollerner, A. S. Shashkov, M. B. Gorovits, and V. Ya. Chirva, Khim. Prir. Soedin., 801 (1991).

  3. A. V. Kamernitskii, N. K. Abubakirov, M. B. Gorovits, Yu. S. Vollerner, N. E. Voishvillo, I. G. Reshetova, and V. A. Paseshnichenko, The Chemistry of the Spirostanols [in Russian], Moscow (1986), pp. 8–37.

  4. E. Stahl, Thin Layer Chromatography, 1st English edition, Springer/Academic Press, New York (1965).

    Google Scholar 

  5. R. Kasai, M. Okihara, I. Asakawa, K. Mizutani, and K. Tanaka, Tetrahedron,35, 1427 (1979).

    Google Scholar 

  6. C. Altona and C. A. G. Hasnoot, Org. Magn. Res.,13, No. 6, 417 (1980).

    Google Scholar 

  7. S. Seo, Y. Tomita, K. Tori, and Y. Yoshimura, J. Am. Chem. Soc.,100, No. 11, 3331 (1978).

    Google Scholar 

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

    Google Scholar 

  9. C. R. Eddy, M. E. Wall, and M. K. Scott, Anal. Chem.,25, 266 (1953).

    Google Scholar 

  10. W. H. Faul and C. Djerassi, Org. Mass Spectrom.,3, 1187 (1970).

    Google Scholar 

  11. M. I. Isaev, M. B. Gorovits, and N. K. Abubakirov, Khim. Prir. Soedin., 156 (1989).

  12. M. S. Gonzalez, D. A. Bustos, M. Zudenigo, and E. A. Ruveda, Tetrahedron,42, 755 (1986).

    Google Scholar 

  13. T. T. Gorovits, Khim. Prir. Soedin., 263 (1970).

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Authors
  1. G. V. Shevchuk
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  2. Yu. S. Vollerner
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  3. A. S. Shashkov
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  4. M. B. Gorovits
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  5. V. Ya. Chirva
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Additional information

M. V. Frunze Simferopol' State University. Institute of Chemistry of Plant Substances, Uzbekistan Academy of Sciences, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 218–224, March–April, 1992.

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Shevchuk, G.V., Vollerner, Y.S., Shashkov, A.S. et al. Steroids of the spirostan and furostan series from Nolina microcarpa IV. Structures of nolinogenin, nolinospiroside B, and nolinofuroside B. Chem Nat Compd 28, 187–192 (1992). https://doi.org/10.1007/BF00630172

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  • DOI: https://doi.org/10.1007/BF00630172

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