Glaucine

Reference work entry

CAS Registry Number: 66396-10-9 Open image in new window

Taxonomy: Physicochemical and Pharmacological Properties of Alkaloids – Isoquinoline Alkaloids – Aporphine Alkaloids

Biological sources: Aconitum tokii, Corydalis rosea-purpurea, Berberis densiflora, B. heteropoda, B. integerrima, B. thunbergii, Delphinium ternatum, Eschscholtzia californica, Glaucium corniculatum, G. elegans, G. flavum, G. grandiflorum, G. serpieri, Liriodendron tulipiferum, Thalictrum baikalense, T. collinum, T. filamentosum, T. foetidum, T. longipedunculatum, T. minus, T. sachalinense

C21H25NO4: 355.1783

Mp: 104–109°C (Et2O) [1], 116–117°C [2], oil [3]; 219°C (methiodide), 237°C (hydrobromide) [1]

[α]D +84° (MeOH) [1]; +113° (EtOH) [2]

UV: 282, 304(4.34, 4.24) [3]

IR: 2800, 1600, 1583, 1440, 1318, 1105, 975, 950 [4]

MSm/z: 355(M+), 354, 340, 324, 312, 297, 281 [3]

1H NMR: 2.49(3H, s, NCH3), 3.59(3H, s, 1-OCH3), 3.84(9H, s, 3×OCH3), 6.54, 6.74, 8.03(each 1H, s, H-3, H-8, H-11) [3]

13 C NMR: [ 5]

Table 1

C-1

143.9

References

  1. 1.
    S.Yu. Yunusov, N.N. Progressov, Zh. Obshch. Khim. 22, 1047 (1952)Google Scholar
  2. 2.
    L.D. Yakhontova, Trudy VILAR 15, 348 (1969)Google Scholar
  3. 3.
    A. Karimov, M.V. Telezhenetskaya, K.L. Lutfullin, S.Yu. Yunusov, Chem. Nat. Comp. 12, 505 (1976)Google Scholar
  4. 4.
    M. Shamma, B.S. Dudock, J. Pharm. Sci. 57, 262 (1968)Google Scholar
  5. 5.
    H. Guinaudeau, M. Leboeuf, A. Cave, J. Nat. Prod. 42, 325 (1979)Google Scholar
  6. 6.
    J.P. Fels, P. Lechat, R. Rispe, W. Cautreels, J. Chromatogr. 308, 273 (1984)Google Scholar
  7. 7.
    E.V. Kopantseva, O.N. Tolkachev, Yu.K. Botezat-Belyi, S.A. Kudrin, S.V. Klochkov, O.M. Markova, V.G. Tumbov, A.A. Ladanova, N.L. Molchalova, Khim. Farm. Zh. 23, 1116 (1989)Google Scholar
  8. 8.
    F.S. Sadritdinov, A.G. Kurmukov, The Pharmacology of the Plant Alkaloids and Their Use in Medicine [in Russian] (UzSSR, Tashkent, 1980), p. 209Google Scholar
  9. 9.
    Kh.S. Shakhabutdinova, I.K. Kamilov, S.F. Fakhrutdinov, The Pharmacology of Alkaloids and Glycosides[in Russian] (Fan, Tashkent, 1967), p. 142Google Scholar
  10. 10.
    S.F. Fakhrutdinov, Kh.S. Shakhabutdinova, The Pharmacology of Alkaloids and Cardiac Glycosides [in Russian] (Fan, Tashkent, 1971), p. 137Google Scholar
  11. 11.
    E.K. Aronchik, A.Yu. Ivanova-Neznamova, V.I. Kalmykova, R.G. Maksimova, E.E. Aleshinskaya, Trudy VILR 14, 251 (1971). M.Ya. Elova, V.P. Semenova, R.G. Maksimova, Trudy VILR 14, 253 (1971)Google Scholar
  12. 12.
    M.D. Mashkovskii, Drugs [in Russian], vol. 1 (Meditsina, Moscow, 1984), p. 205Google Scholar

Copyright information

© Springer Science+Business Media New York 2013

Personalised recommendations