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Lirinidine

Reference work entry

CAS Registry Number: 54383-28-7 Open image in new window

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

Biological sources: Liriodendron tulipiferum

C18H19NO2: 281.1416

Mp: oil [1], 214–215°C [2], 239°C (dec., hydrochloride) [1]

[α]D +78° (CHCl3) [1]

UV: 230 sh, 271, 312(4.22, 4.12, 3.67) [1]

IR: 3400–3200, 2850, 1610, 1260, 781, 752 [1]

MSm/z: 281(M+), 280(100), 266, 264, 250, 238 [1]

1H NMR: 2.47(3H, s, NCH3), 3.81(3H, s, OCH3), 6.50(1H, s, H-3), 7.05-7.35(3H, m, H-8, H-9, H-10), 8.27(1H, m, H-11) [1]

13 C NMR(DMSO-d 6): [ 3]

Table 1

C-1

141.6

C-4

28.4

C-9

127.5*

1a

119.2

5

52.9

10

126.2*

1b

123.5

6a

62.1

11

126.0*

2

146.5

7

34.4

11a

132.4

3

110.3

7a

135.7

NCH3

43.6

3a

127.4

8

128.1*

OCH3

55.8

References

  1. 1.
    R. Ziyaev, A. Abdusamatov, S.Yu. Yunusov, Chem. Nat. Comp. 9, 727 (1973)Google Scholar
  2. 2.
    H. Guinaudeau, M. Leboeuf, A. Cave, Lloydia 38, 275 (1975)Google Scholar
  3. 3.
    H. Guinaudeau, M. Leboeuf, A. Cave, J. Nat. Prod. 42, 325 (1979)Google Scholar
  4. 4.
    Kh.U. Aliev, The Pharmacology of Plant Substances [in Russian] (Fan, Tashkent, 1976), p. 111Google Scholar

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© Springer Science+Business Media New York 2013

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