(−)-Tetrahydropalmatine (Hindarine)

Reference work entry

CAS Registry Number: 10097-84-4 (tetrahydropalmitine) Open image in new window

Taxonomy: Physicochemical and Pharmacological Properties of Alkaloids – Diisoquinoline Alkaloids

Biological sources: Corydalis ledebouriana, C. marschalliana, Stephania glabra

C21H25NO4: 355.1783

Mp: 141–142°C (EtOH), 257°C (hydrochloride), 257°C (methiodide), 218°C (sulfate) [1]

[α]D −292° (CHCl3)

UV: 281(3.75) [2]

MSm/z: 356(21), 355(M+, 94), 354(81), 338(27), 192(100), 191(32), 190(32), 164(35), 163(38) [2]

1H NMR: 2.65(1H, m, H-5e), 2.68(1H, m, H-6a), 2.91(1H, dd, J = 15.8; 12.2, H-13a), 3.10(1H, m, H-5a), 3.23(1H, m, H-6e), 3.27(1H, dd, J = 15; 8.4, H-13e), 3.49(1H, dd, J = 12; 2.4, H-13a), 3.54(1H, d, J = 15.7, H-8a), 3.85, 3.86(each 3H, s, 2-OCH3, 3-OCH3), 3.88(3H, s, 9-OCH3), 3.90(3H, s, 10-OCH3), 4.31(1H, d, J = 15.7, H-8e), 6.66(1H, s, H-4), 6.73(1H, s, H-1), 6.77(1H, d, J = 8, H-11), 6.92(1H, d, J = 8, H-12) [3]

13 C NMR: [ 3]

Table 1

C-1

108.5

C-8

54.0

C-13

36.3

2

147.5

8a

127.7

14

59.3

3

147.3

9

150.2...

References

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© Springer Science+Business Media New York 2013

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