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Oxolaureline (Lauterine)

Reference work entry

CAS Registry Number: 28200-65-9 Open image in new window

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

Biological sources: Magnolia kobus, M. soulangeana

C18H11NO4: 305.0688

Mp: 265–267°C (MeOH), 301–303°C (dec., CHCl3) [2]

Solubility: sol. acids; spar. sol. CHCl3, EtOH, MeOH; insol. alk.

UV: 249, 270, 309, 349(4.21, 4.08, 3.72, 3.84) [1]

UV(MeOH): 247(4.26), 267(4.19), 309(3.78), 349(3.81), 400(3.81) [2]

UV(H+): 259, 280, 379(4.07, 3.99, 3.73) [1]

IR: 2850, 1650, 1605, 1265, 1060, 970 [1]

IR: 1650(C = O), 1600, 1580, 1500, 1490, 1450, 1420, 1360, 1310, 1280, 1260, 1050, 1020 [2]

MSm/z: 305(M+, 100), 290, 275, 262, 234, 206, 204, 176, 175, 152.5(++), 149 [1]

MSm/z: 305(100), 277(6.9), 262(89), 234(9.5), 206(3.2), 204(5.8), 176(8.9) [2]

1H NMR(CF3COOH): 3.68(3H, s, OCH3), 6.22(2H, s, CH2O2), 7.02(1H, dd, J = 8.5, 2.5, H-9), 7.16(1H, s, H-3), 8.05(1H, d, J = 8.5, H-8), 8.17, 8.35(each 1H, d, J = 7, H-4, H-5),...

References

  1. 1.
    R. Ziyaev, A. Abdusamatov, S.Yu. Yunusov, Chem. Nat. Comp. 11, 560 (1975)Google Scholar
  2. 2.
    C.C. Hsu, R.H. Dobberstein, G.A. Cordell, N.R. Farnsworth, J. Nat. Prod. 40, 152 (1977)Google Scholar

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© Springer Science+Business Media New York 2013

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