Abstract
Three new triterpene glycosides of the oleanane series — melilotosides A, B, and C — and the nonglycosylated soyasapogenol B have been isolated from the roots of the plant Melilotus albus Medik. (Leguminosae). The structures of the glycosides have been shown on the basis of chemical transformations and spectral results. Melilotoside A has the structure of soyasapogenol B 3-O-α-L-arabinopyranoside, melilotoside B that of soyasapogenol B 3-O-[O-β-D-galactopyranosyl-(1→2)-α-L-arabinopyranoside], and melilotoside C that of soyasapogenol B 3-O-[O-α-L-rhamnopyranosyl-(1→2)-O-β-D-galactopyranosyl-(1→2)-α-L-arabinopyranoside.
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References
N. I. Rubtsov, Handbook of Higher Plants of the Crimea [in Russian], Leningrad (1972), p. 254.
P. D. Sokolov [editor-in-chief], Plant Resources of the USSR. Flowering Plants, their Composition and Uses. The Families Hydrangeaceae—Haloragaceae [in Russian], Leningrad (1987), p. 159.
G. A. Kuznetsova, Natural Coumarins and Furocoumarins [in Russian], Leningrad (1967), p. 246.
W. R. Akeson, H. J. Gorz, and F. A. Haskins, Crop Sci.,3, No. 2, 167 (1963).
J. B. Harborne, The Biochemistry of Phenolic Compounds, Academic Press, New York (1964) [Russian translation: Moscow (1968), p. 257].
A. S. Akramov, A. N. Umarov, and A. L. Markman, Khim. Prir. Soedin., 314 (1968).
M. Torck, L. Bezanger-Beauquesne, and M. Pinkas, Ann. Pharm. Fr.27, No. 6, 419 (1969). [Chem. Abstr.,72, 63577 (1970)].
E. I. Kozarets, M. S. Dudkin, and I. S. Kazanskaya, Khim. Prir. Soedin., 249 (1980).
Yu. M. Fadeev and V. N. Golubev, Sb. Nauchn. Trudov. Nikit. Botan. Sad,95, 54 (1985).
V. I. Grishkovets, N. V. Tolkacheva, A. S. Shashkov, and V. Ya. Chirva, Khim. Prir. Soedin., 686 (1991).
A. I. Kalinovskii, Khim. Prir. Soedin., 3 (1992).
T. Fukunaga, K. Nishiya, K. Takeya, and H. Itokawa, Chem. Pharm. Bull.,35, 1610 (1987).
G. V. Shevchuk, Yu. S. Vollerner, A. S. Shashkov, and V. Ya. Chirva, Khim. Prir. Soedin., 678 (1991).
V. I. Grishkovets, A. A. Poloiko, A. S. Shashkov, and V. Ya. Chirva, Khim. Prir. Soedin., 779 (1990).
A. A. Bothner-By, R. L. Stephens, J. Lee, C. D. Warren, and R. W. Jeanloz, J. Am. Chem. Soc,106, No. 3, 811 (1984).
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Translated from Khimiya Prirodnykh Soedinenii, No. 6, pp. 756–762, November–December, 1994.
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Khodakov, G.V., Akimov, Y.A., Shashkov, A.S. et al. Triterpene and steroid glycosides of theMelilotus genus and their genins I. Melilotosides A, B, and C from the roots ofMelilotus albus . Chem Nat Compd 30, 704–708 (1994). https://doi.org/10.1007/BF00630607
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DOI: https://doi.org/10.1007/BF00630607