Summary
Six bases have been isolated from the leaves of the plantZiziphus jujuba Mill. family Rhamnaceae, cultivated in Tashkent: coclaurine, which has been isolated previously, and isoboldine, norisoboldine, asimilobine, which have been isolated for the first time, and the new juziphine and juzirine. It has been established that juziphine has the structure of 8-hydroxy-1R-(4′-hydroxybenzyl)-7-methoxytetrahydroisoquinoline, and juzirine that of 7-hydroxy-1-(4′-hydroxybenzyl)-6-methoxyisoquinoline.
Juziphine has also been isolated from the epigeal part ofCorydalis gortschakovii.
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Literature cited
Flora of the USSR [in Russian], Vol. XIV, Moscow-Leningrad (1949), p. 637.
L. T. Sin'ko, Rast Res.,8, 323 (1976).
R. Tschesche, C. Spilles and G. Eckhardt, Chem. Ber.,107, 1329 (1974).
H. Otsuka, Y. Ogihara, and S. Shibata, Phytochem,13, 2016 (1974).
R. Tschesche, M. Elgamal, G. Eckhardt, and M. Radloff, Phytochem.,13, 2328 (1974).
E. W. Warnhoff, Forschr. Chem. Org. Naturstoffe,28, 162 (1971).
R. Tschesche and E. U. Kaufmann, in: The Alkaloids (ed. R. H. F. Manske), Vol. 15, Academic Press, New York (1975), p. 165.
R. Tschesche, L. Khokhar, H. Wilhelm, and G. Eckhardt, Phytochem.,15, 541 (1976).
I. A. Israilov, M. S. Yunusov, and S. Yu. Yunusov, Khim. Prirodn. Soedin., 811 (1975).
Kh. G. Kiryakov, I. A. Israilov, and S. Yu. Yunusov, Khim. Prirodn. Soedin., 411 (1975).
S. R. Johns, J. A. Lamberton, A. A. Sioumis, and H. J. Tweeddale, Aust. J. Chem.,22, 1277 (1969).
H. Guinaudeau, M. Leboeuf, and A. Cave, Lloydia,38, 275 (1975).
E. Gellert and R. Rudzats, Aust. J. Chem.,25, 2477 (1972).
N. Obashi, J. M. Wilson, H. Budzikiewicz, M. Shamma, W. A. Slusarchyk, and C. Djerassi, J. Am. Chem. Soc.,85, 2807 (1963).
A. W. Sangster and K. L. Stuart, Chem. Rev,65, 69 (1965).
N. C. Franca, A. M. Giesbrecht, O. R. Gottlieb, A. F. Magalhaes, and E. G. Magalhaes, Phytochem.,14, 1671 (1975).
M. U. Ibragimova, M. S. Yunusov, and S. Yu. Yunusov, Khim. Prirodn. Soedin., 438 (1970).
T. Irgashev, I. A. Israilov, N. D. Abdullaev, M. S. Yunusov, and S. Yu. Yunusov, Khim. Prirodn. Soedin., 127 (1977).
G. Grethe, M. Uskokovic, and A. Brossi, J. Org. Chem.,33, 2500 (1968).
Additional information
Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 239–243, March–April, 1977.
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Ziyaev, R., Irgashev, T., Israilov, I.A. et al. Alkaloids of Ziziphus jujuba the structure of juziphine and juzirine. Chem Nat Compd 13, 204–207 (1977). https://doi.org/10.1007/BF00563948
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DOI: https://doi.org/10.1007/BF00563948