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Dihydroberberine (Lambertine)

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Natural Compounds
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CAS Registry Number: 483-15-8

Taxonomy: Physicochemical and Pharmacological Properties of Alkaloids – Diisoquinoline Alkaloids

Biological sources: Berberis vulgaris

C20H19NO4: 337.1314

Mp: 163–164°C [1]

Solubility: very sol. CHCl3; spar. sol. Et2O, C6H6 [1]

UV: 280, 368(4.21; 4.30) [1]

IR: 3250-3150, 1600, 1570, 1230, 1065, 1040 [2]

1 H NMR(DMSO-d6): 3.05–3.60(6H, m, 3 × CH2), 4.1, 4.2(each 3H, s, 2 × OCH3), 6.15(2H, CH2O2), 7.05–9.20(H–Ar), 9.50(1H) [2]

13 C NMR(DMSO-d6): [2]

Table 1

C-1

108.3

C-5

37.0

C-11

121.2

2

143.5

 6

57.7

 12

120.3

 3

145.3

 8

57.1

 12a

137.3

 4

105.3

 8a

132.9

9-OCH3

56.2

 4a

126.6

 9

149.6

10-OCH3

61.9

 4b

123.4

 10

147.5

CH2O2

101.5

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References

  1. M.M. Yusupov, A. Karimov, K.L. Lutfullin, Chem. Nat. Comp. 26, 105 (1990)

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  2. M.P. Dobhal, V.K. Goel, B.C. Joshi, Pharmazie 43, 659 (1988)

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(2013). Dihydroberberine (Lambertine). In: Azimova, S.S., Yunusov, M.S. (eds) Natural Compounds. Springer, New York, NY. https://doi.org/10.1007/978-1-4614-0560-3_771

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