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Ophiocarpine

Reference work entry

CAS Registry Number: 478-13-7 Open image in new window

Taxonomy: Physicochemical and Pharmacological Properties of Alkaloids – Diisoquinoline Alkaloids

Biological sources: Corydalis gigantea

C20H21NO5: 355.1420

Mp: 188–189°C [1], 248–252°C [2]

[α]D −285° (CHCl3) [1]

UV: 230, 290 [1]

IR: 2850-2750 [3]

MSm/z: 355(M+), 176, 174 [1]

1H NMR: 3.52(1H, d, J = 16), 3.85(6H, s, 2 × OCH3), 4.23(1H, d, J = 16), 4.67(1H, d, J = 1.5), 5.80(2H, s, CH2O2), 6.55, 6.77(each 1H, s, p–H–Ar), 6.83, 7.18(each 1H, d, J = 8, o–H–Ar) [3]

13 C NMR: [ 2]

Table 1

C-1

105.7

C-8

53.9

C-13

70.1

2

146.3

8a

128.7

14

64.8

3

146.6

9

151.8

14a

129.5

4

108.5

 10

144.9

9-OCH3

55.8

4a

127.4

 11

111.4

10-OCH3

60.1

5

29.5

 12

125.5

2,3-OCH2O

100.9

6

60.0

 12a

131.9

   

References

  1. 1.
    N.N. Margelashvili, Author’s Abstract of Candidate’s Dissertation, Moscow, 1979Google Scholar
  2. 2.
    K. Iwasa, M. Sugiura, N. Takao, J. Org. Chem. 47, 4275 (1982)Google Scholar
  3. 3.
    T. Kametani, H. Matsumoto, Y. Satoh, H. Nemoto, K. Fukumoto, J. Chem. Soc. Perkin Trans. I 376 (1977)Google Scholar

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© Springer Science+Business Media New York 2013

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