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O-Methylcassyfiline (Nortalicmine)

Reference work entry

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

Biological sources: Thalictrum strictum

C20H21NO5: 355.1420

Mp: 150–152°C [1], 168°C (N–Ac) [2]

[α]D +16° (CHCl3) [3], [α]D +233° (N–Ac, CHCl3) [2]

UV: 236, 283, 302, 312(4.43, 4.31. 4.30, 4.27) [1]

UV(N-Ac): 222, 240 sh, 287, 305, 317(4.51, 4.38, 4.18, 4.20, 4.19) [2]

IR(N-Ac): 1650–1638 [2]

MS(N-Ac) m/z: 397(M+) [2]

1H NMR: 3.87, 3.97(6H, 3H, s, 3 × OCH3), 5.87, 6.02(each 1H, d, J = 1.5, CH2O2), 6.71(1H, s, H-8), 7.61(1H, s, H-11) [4]

1H NMR (N–Ac): 2.11(3H, s, NAc), 3.80, 3.82, 3.89(each 3H, s, 3 × OCH3), 5.81, 5.96(each 1H, br s, CH2O2), 6.63(1H, s, H-8), 7.52(1H, s, H-11) [2]

References

  1. 1.
    M.P. Cava, K.V. Rao, B. Douglas, J.A. Weisbach, J. Org. Chem. 33, 2443 (1968)Google Scholar
  2. 2.
    S.Kh. Maekh, S.Yu. Yunusov, E.V. Boiko, V.M. Starchenko, Khim. Prirod. Soedin. 227 (1982). P.G. Gorovoi, A.A. Ibragimov, S.Kh. Maekh, S.Yu. Yunusov, Khim. Prirod. Soedin. 533 (1975)Google Scholar
  3. 3.
    H. Guinaudeau, M. Leboeuf, A. Cave, Lloydia 38, 275 (1975)Google Scholar
  4. 4.
    S.R. Johns, J.A. Lamberton, Aust. J. Chem. 19, 297 (1966)Google Scholar

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© Springer Science+Business Media New York 2013

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