Conclusions
The synthesis of lanosterol,β-sitosterol, cholesterol, and panaxadiolβ-glycosides was accomplished. The feasibility of glycosylating diatomic triterpenic alcohols was demonstrated with panaxadiol. The glycosylation ofβ-sitosterol and cholesterol is accompanied by the formation of di-β-sitosterol and dicholesterol ethers. Synthetic panaxadiol monoside possesses a higher physiological activity than the original panaxadiol.
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Literature cited
I. I. Brekhman, I. V. Dardymov, and Yu. I. Dobryakov, Farmakol. i Toksikol.,1966, No. 2, 167.
A. Ya. Khorlin and V. M. Ivanova, Aptechn. Delo,1963, No. 12, 31.
R. Tschesche and G. Wulff, Naturforschung,20b, 543 (1965).
K. Miescher, Ch. Meystre, and J. Heer, Helv. Chim. Acta,24, 988 (1942).
H. Lettre, A. Hagedorn, Hoppe Seylers, Z. Physiol. Chem.,242, 210 (1936).
W. Zorbach and W. H. Galligan, Carbohydrate Res.,1, 274 (1965).
R. Lucas, D. Dickel, et al., J. A. C. S.,82, 5688 (1960).
V. T. Chernobai, Zh. Obshch. Khim.,34, 1018 (1964).
A. Ya. Khorlin, A. F. Bochkov, and N. K. Kochetkov, The Chemistry of Natural Compounds [inRussian], (1966), p. 6.
N. K. Kochetkov, A. Ya. Khorlin, et al., Izv. Akad. Nauk SSSR, Ser. Khim.,1966, 2028.
N. K. Kochetkov, A. Ya. (J.) Khorlin, and A. F. Bochkov, Tetrahedron,23, 693 (1967).
G. B. Elyakov, L. I. Strigina, and É. V. Shapkina, Soobshch. Dal'nevostochnogo Filiala Sibirsk. Otd. Akad. Nauk SSSR,17, 17 (1963).
Sh. Shibata, O. Tanaka, et al., Tetrahedron Letters, No. 12, 795 (1963).
A. Ya. Khorlin, A. F. Bochkov, and N. K. Kochetkov, Izv. Akad. Nauk SSSR, Ser. Khim.,1964, 2214.
Yu. N. Levchuk, Uspekhi Khim.,37, 324 (1968).
G. Brand and G. Eglinton, The Application of Spectroscopy in Organic Chemistry [Russian translation]. Moscow (1967), p. 137.
Ch. Baron, Ann. Chim.,1, 906 (1956).
I. I., Brekhman, M. A. Grinevich, and G. I. Glazunov, Soobshch. Dal'nevostochnogo Filiala Sibirsk. Otd. Akad. Nauk SSSR,19, 135 (1963).
C. A. Kind and V. D. Celentano, J. Org. Chem.,18, 1473 (1953).
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Pharmacological portion.
Translated from Khimiko-Farmatsevticheskii Zhurnal, No. 6, pp. 5–8, June, 1969.
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Elyakov, G.B., Uvarova, N.I., Dardymov, I.V. et al. The synthesis of some sterol and triterpenic glycosides. Pharm Chem J 3, 308–310 (1969). https://doi.org/10.1007/BF00764129
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DOI: https://doi.org/10.1007/BF00764129