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Berbamine

Reference work entry

CAS Registry Number: 478-61-5 Open image in new window

Taxonomy: Physicochemical and Pharmacological Properties of Alkaloids – Bisisoquinoline Alkaloids

Biological sources: Berberis crataegina, B. heteropoda, B. iliensis, B. integerrima, B. nummularia, B. oblonga, B. thunbergii, B. vulgaris, Mahonia aquifolia

C37H40N2O6: 608.2886

Mp: 156–157°C [1]

[α]D +107° (CHCl3) [1]

Mp: 255° (di hydrochloride) [1]

UV: 284(3.79) [2]

MSm/z: 608(M+, 79), 607(50), 485(2), 417(7), 395(68), 381(34), 198(++, 100) [2]

1H NMR: 2.25(2-NCH3), 2.57(2′-NCH3), 3.11(7-OCH3), 3.58(6′-OCH3), 3.75(6-OCH3), 3.82(H-1), 3.85(H-1′), 5.98(H-8′), 6.26(H-5), 6.42(H-10), 6.51(H-5′), 6.62(H-11′), 6.73(H-14), 6.83(H-13), 7.10(H-13′), 7.30(H-14′) [3]

13 C NMR: [ 4]

Table 1

C-1

62.0

C-13

147.3

C-9′

38.2

3

44.7

14

114.6

10′

134.6

4

29.3

15

123.5

11′

130.0

4a

129.0

1′

63.4

12′

121.2

5

105.4

3′

45.2

13′

153.9

6

151.7

4′

24.8

14′

121.4

7

136.8

4′a

127.9

15′

132.0

8

147.7

5′

111.1

6-OCH3

55.7

8a

120.1

6′

149.9

7-OCH3

60.3

9

37.5

7′

143.4...

References

  1. 1.
    R. Shakirov, M.V. Telezhenetskaya, I.A. Bessonova, S.F. Aripova, I.A. Israilov, M.N. Sultankhodzhaev, V.I. Akhmedzhanova, V.I. Vinogradova, T.S. Tulyaganov, B.T. Salimov, V.A. Tel’nov, Chem. Nat. Comp. 32, 216 (1996)Google Scholar
  2. 2.
    M. Akasu, H. Itokawa, M. Fujita, Phytochemistry 15, 471 (1976)Google Scholar
  3. 3.
    H. Guinaudeau, A.J. Freyer, M. Shamma, Nat. Prod. Rep. 5, 477 (1986)Google Scholar
  4. 4.
    T.A. Broadbent, E.G. Paul, Heterocycles 20, 863 (1983)Google Scholar
  5. 5.
    L.P. Naidovich, E.A. Trutneva, O.N. Tolkachev, V.D. Vasil’eva, Farmatsiya 25(4), 33 (1976)Google Scholar
  6. 6.
    F.S. Sadritdinov, A.G. Kurmukov, The Pharmacology of the Plant Alkaloids and Their Use in Medicine [in Russian] (UzSSR, Tashkent, 1980), p. 78Google Scholar

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© Springer Science+Business Media New York 2013

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