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Lanuginosine

Reference work entry

CAS Registry Number: 23740-25-2 Open image in new window

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

Biological sources: Liriodendron tulipiferum, Magnolia kobus

C18H11NO4: 305.0688

Mp: 319–321°C (CHCl3) [1]

UV: 246, 271, 315(4.54, 4.44, 3.83) [1]

IR: 1655, 1490, 1405, 1360, 1254, 1125, 1040, 960, 940 [1]

MSm/z: 305(M+, 100), 275 [1]

1H NMR(CF3COOH): 4.12(3H, s, OCH3), 6.65(2H, s, CH2O2), 7.53(1H, s, H-3), 7.67(1H, dd, J = 9; 3, H-10), 8.07(1H, d, J = 3, H-8), 8.45, 8.78(each 1H, d, J = 6, H-4, H-5), 8.78(1H, d, J = 9, H-11) [1]

1H NMR(400 MHz): 4.00(3H, s, 9-OCH3), 6.36(2H, s, CH2O2), 7.04(1H, s, H-8), 7.17(1H, br s, H-3), 7.33(1H, dd, J = 8, 2.5, H-10), 7.79(1H, d, J = 5, H-4), 8.60(1H, d, J = 8, H-11), 8.90(1H, d, J = 5, H-5) [2]

Pharm./Biol.: Shows antimicrobial activity [3]

References

  1. 1.
    S.M. Kupchan, M.I. Suffness, E.M. Gordon, J. Org. Chem. 35, 1682 (1970)Google Scholar
  2. 2.
    H. Guinaudeau, M. Leboeuf, A. Cave, J. Nat. Prod. 57, 1033 (1994)Google Scholar
  3. 3.
    A. Villar, J.L. Rios, M.C. Recio, D. Cortes, A. Cave, Planta Med. 52, 556 (1986)Google Scholar

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© Springer Science+Business Media New York 2013

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