N-Methylasimilobine (Floribundine)

Reference work entry

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

Biological sources: Papaver floribundum, P. urbanianum

C18H19NO2: 281.1416

Mp: 194–195°C

[α]D −221° (CHCl3) [1]

UV: 231, 272, 314 [2]

IR(CHCl3): 3500 [2]

MSm/z: 281(M+), 280, 266, 265, 250, 238 [1]

1H NMR: 2.48(3H, s, NCH3), 2.50–3.10(7H, m), 3.50(3H, s, OCH3), 6.60(1H, s), 7.21(3H, m, 3×H–Ar), 8.20(1H, br d, J = 8)

13 C NMR (CDCl 3): [ 3]

Table 1

C-1

143.0

C-4

28.6

C-9

127.2*

1a

125.6

5

53.2

10

127.2*

1b

126.9

6a

62.2

11

127.2*

2

148.1

7

34.7

11a

131.7

3

114.2

7a

136.0

NCH3

43.7

3a

129.6

8

127.8*

   

References

  1. 1.
    I.A. Israilov, O.N. Denisenko, M.S. Yunusov, S.Yu. Yunusov, Chem. Nat. Comp. 12, 716 (1976)Google Scholar
  2. 2.
    H. Guinaudeau, M. Leboeuf, A. Cave, J. Nat. Prod. 38, 275 (1975)Google Scholar
  3. 3.
    H. Guinaudeau, M. Leboeuf, A. Cave, J. Nat. Prod. 42, 325 (1979)Google Scholar

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