Conclusions
Starting with digoxigenin, L-rhamnose, D-glucose, and D-xylose, the monoglycosides digoxigenin-3-α-L-rhamnopyranoside, 3-β-D-glycopyranoside, and 3-β-D-xylopyranoside have been synthesized in approximately 40% yield. The biosides digoxigenin 3,12-di-β-D-glucopyranoside and 3,12-di-β-D-xylopyranoside were also obtained in approximately 3% yield. The glycosides obtained possessed high cardiotonic activity.
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Literature cited
R. G. Coombe and T. R. Watson, Aust. J. Chem.,.17, 92 (1964).
R. M. Carman, R. G. Coombe, and T. R. Watson, ibid., 573 (1964).
V. T. Chernobai, Zh. Obshch. Khim.,34, 1690, 3852 (1964).
H. W. Voigtlander, G. Balsam, and B. Hampel, Arch. Pharm. (Weinheim),299, 679 (1966).
W. Königs and E. Knorr, Ber. Dtsch. Chem. Ber.,34, 957 (1901).
V. T. Chernobai, Zh. Obshch. Khim.,34, 1018 (1964).
I. F. Makarevich, Khim. Prirodn. Soedin., No. 4, 221 (1968).
W. Klyne, Biochem. J.,47, No. 4 XLI (1950).
C. Riiber, Ber. Dtsch. Chem. Ges.,57, 1797 (1924).
J. A. Moore, C. Tamm, and T. Reichstein, Helv. Chim. Acta,37, 755 (1954).
E. Fischer, Ber. Dtsch. Chem. Ges.,28, 1157 (1895).
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Translated from Khimiko-Farmatsevticheskii Zhurnal, No. 5, pp. 23–27, May, 1969.
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Makarevich, I.F. Semi-synthetic digoxigenin glycosides. Pharm Chem J 3, 266–269 (1969). https://doi.org/10.1007/BF00762427
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DOI: https://doi.org/10.1007/BF00762427