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Nantenine

Reference work entry

CAS Registry Number: 2565-01-7 Open image in new window

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

Biological sources: Corydalis marschalliana

C20H21NO4: 339.1471

Mp: 138–139°C [1]

[α]D +90° (CHCl3) [1]

UV: 220, 281, 310 [1]

UV(MeOH): 223(4.56), 272 sh (3.9), 282(4.0), 308(4.1), 318 sh (4.0) [2]

MSm/z: 339(M+), 338, 324, 308, 296, 281, 169.5(++) [1]

1H NMR: 2.53(3H, s, NCH3), 3.65, 3.89(each 3H, s, 2 × OCH3), 6.01(2H, s, CH2O2), 6.54, 6.85, 7.96(each 1H, H–Ar) [1]

13 C NMR: [ 3]

Table 1

C-1

144.0

C-5

52.9

C-11

108.4

1a

126.4

6

62.1

11a

125.1

1b

128.2

7

34.9

NCH3

43.6

2

151.4

7a

130.4

1-OCH3

59.8

3

110.3

8

107.8

2-OCH3

55.4

3a

127.0

9

146.0

9,10-CH2O2

100.4

4

29.0

10

145.9

   

References

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    S.R. Johns, J.A. Lamberton, A.A. Sioumis, Aust. J. Chem. 19, 2331 (1966)Google Scholar
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    H. Guinaudeau, M. Leboeuf, A. Cave, J. Nat. Prod. 42, 325 (1979)Google Scholar
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    Y. Osake, S.W. Kim, Chem. Pharm. Bull. 39, 1349 (1991)Google Scholar

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© Springer Science+Business Media New York 2013

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