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Bargustanine

Reference work entry

CAS Registry Number: 169626-12-4 Open image in new window

Taxonomy: Physicochemical and Pharmacological Properties of Alkaloids – Bisisoquinoline Alkaloids

Biological sources: Berberis vulgaris

C29H34N2O7: 522.2366

Mp: 193–194°C (MeOH) [1]

[α]D +114 (MeOH) [1]

UV: 218 sh, 286(4.85, 3.98) [1]

IR: 3540, 1273, 840, 810, 750, 710 [1]

MSm/z: 522(M+, 0.3), 381(100), 367(44), 192(16), 191.5(11), 191(44) [1]

1H NMR(Py-d5): 2.46(3H, s, 2′-NCH3), 2.51(3H, s, 2-NCH3), 2.74–2.92(4H, m, H-4, H-4′), 3.14–3.42(4H, m, H-3, H-3′), 3.54(2H, s, H-1′), 3.79(6H, 2 × OCH3), 4.51(1H, d, J = 5, H-15), 6.39(1H, d, J = 5, 15-OH), 6.45(1H, s, H-5′), 6.46(1H, s, H-5), 6.67(1H, s, H-8′), 6.74(1H, d, J = 1.5, H-10), 6.85(1H, dd, J = 8.5; 1.5, H-14), 7.65(1H, d, J = 8.5, H-13) [1]

13 C NMR: [ 1]

Table 1

C-1

60.5

C-10

117.9

C-4′

24.6

3

45.4

11

145.5

4a′

130.1

4

28.5

12

146.6

5′

112.1

4a

126.2

13

124.8

6′

148.1

5

106.3

14

132.0

7′

147.6

6

149.2

15

67.1

8′

116.0

7

146.9

2-NCH3

43.5

8a′

129.1

8

142.5

6-OCH3

56.5

2′-NCH3

42.0...

References

  1. 1.
    A. Karimov, M.M. Yusupov, R. Shakirov, Chem. Nat. Comp. 29, 35 (1993)Google Scholar

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© Springer Science+Business Media New York 2013

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