Abstract
A new steroid glycoside of the spirostan series, anzuroside, has been isolated from the collective fruits of the cocultivatedAllium suvorovii Rgl. andA. stipitatum Rgl. (family Liliaceae, local name “anzur”). Enzymatic cleavage of the glycoside has given the previously undescribed steroid sapogenin anzurogenic C, which has the structure of (24S, 25S)-2α,3β,5,24-tetrahydroxy-5β-spirostan-6-one. Anzuroside is the 24-O-β-D-glucopyranoside of anzurogenin C.
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Literature cited
Yu. S. Vollerner, S. D. Kravets, A. S. Shashkov, M. B. Gorovits, and N. K. Abuakirov, Khim. Prir. Soedin., 68 (1988).
Yu. S. Vollerner, S. D. Kravets, A. S. Shashkov, M. B. Gorovits, and N. K. Abubakirov, Khim. Prir. Soedin., 218 (1988).
M. Abdel-Akher, J. K. Hamilton, R. Montgomery, and F. Smith, J. Am. Chem. Soc.,74, 4970 (1952).
Yu. S. Vollerner, N. D. Abdullaev, M. B. Gorovits, and N. K. Abubakirov, Khim. Prir. Soedin., 736 (1983).
W. H. Faul and C. Djerassi, Org. Mass Spectrom.,3, 1187 (1970).
H. Budzikiewiez, K. Takeda, and K. Schreiber, Monatsh. Chem.,101, 1003 (1970).
S. D. Kravets, Yu. S. Vollerner, A. S. Shashkov, M. B. Gorovits, and N. K. Abubakirov, Khim. Prir. Soedin., 843 (1987).
P. Crabbe, An Introduction to the Chiroptical Methods in Chemistry, Offsali, Mexico (1971) [Russian translation, Moscow (1974), p. 40].
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 Spirostanols [in Russian], Moscow (1986), p. 32.
C. Altona and C. A. G. Haasnoot, Org. Magn. Reson.,13, 417 (1980).
R. Kasai, M. Suzuo, T. Asakawa, and O. Tanaka, Tetrahedron Lett., 175 (1977).
K. Tori, Y. Yoshimura, H. Anita, and Y. Tomito, Tetrahedron Lett., 179 (1977).
E. Stahl, Thin Layer Chromatography: A Laboratory Handbook (1st English edition), Springer/Academic Press, New York (1965) [Russian translation of the 1st German edition, Moscow (1965), p. 491].
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Institute of the Chemistry of Plant Substances, Uzbek SSR Academy of Sciences, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 4, pp. 505–510, July–August, 1989.
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Vollerner, Y.S., Kravets, S.D., Shashkov, A.S. et al. Steroids of the spirostan and furostan series from plants of the genus Allium. XXVI. Structure of anzurogenin and anzuroside from the collective fruits of Allium suvorovii and Allium stipitatum. Chem Nat Compd 25, 431–435 (1989). https://doi.org/10.1007/BF00597651
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DOI: https://doi.org/10.1007/BF00597651