Berberal

Reference work entry

CAS Registry Number: 66408-44-4 Open image in new window

Taxonomy: Physicochemical and Pharmacological Properties of Alkaloids – Benzylisoquinoline Alkaloids

Biological sources: Berberis heterobotrys

C20H17NO7: 383.1005

Mp: 151–153°C (Et2O) [1]

UV: 226, 255, 305(4.92, 4.60, 4.41) [1]

IR: 2970, 2840, 1770, 1660, 1500, 1350, 1270, 1100, 850 [1]

MSm/z: 383(M+, 100), 365(7), 354(5), 352(12), 338(31), 324(31), 220(28), 208(5), 193(45), 190(58), 176(75), 165(72), 148(43) [1]

1H NMR: 2.81(2H, t, J = 7.4, H-4), 2.99, 3.20(each 1H, dt, J = 14.7, 7.4, H-3), 3.87(3H, s, 6′-OCH3), 3.97(3H, s, 5′-OCH3), 6.01(2H, s, CH2O2), 6.60(1H, s, H-5), 7.14(1H, d, J = 8.0, H-4′), 7.59(1H, s, H-8), 7.65(1H, d, J = 8.0, H-3′), 7.97(1H, s, H-9) [1]

13 C NMR: [ 1]

Table 1

C-1

164.5

C-8

107.0

C-4′

115.0

3

40.0

8a

122.4

5′

157.3

4

27.9

9

81.8

6′

144.0

4a

134.5

 10

168.4

CH2O2

101.7

5

108.6

C-1′

135.8

5′-OCH3

60.8

6

151.3

2′

120.7

6′-OCH3

56.5

7

147.1

3′

121.8

   

References

  1. 1.
    A. Karimov, M.F. Faskhutdinov, N.D. Abdullaev, M.G. Levkovich, E.G. Mil’grom, Ya.V. Rashkes, R. Shakirov, Chem. Nat. Comp. 29, 774 (1993)Google Scholar

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© Springer Science+Business Media New York 2013

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