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Palmatine

Reference work entry

CAS Registry Number: 3486-67-7 Open image in new window

Taxonomy: Physicochemical and Pharmacological Properties of Alkaloids – Diisoquinoline Alkaloids

Biological sources: Berberis amurensis, B. crataegina, B. heterobotrys, B. heteropoda, B. integerrima, B. nummularia, B. oblonga, B. ottawensis, B. thunbergii, B. turcomanica, B. vulgaris, Corydalis ledebouriana, Mahonia aquifolia, Thalictrum minus

C21H22NO4: 352.1549

Mp: 241°C (iodide), 205°C (chloride), 262°C (perchlorate) [1]

Solubility: very sol. MeOH, EtOH; spar. sol. CHCl3 [2]

UV: 226, 265(4.35, 4.37) [3]

IR: 3392, 1638, 1605 [3]

1H NMR(D2O): 3.06(4H, br s, H-5, H-6), 3.74(3H, s, 2-OCH3), 3.79(3H, s, 3-OCH3), 3.91(3H, s, 10-OCH3), 4.00(3H, s, 9-OCH3), 6.76(1H, s, H-4), 7.04(1H, s, H-1), 7.56(1H, d, J = 9.1, H-12), 7.80(1H, d, J = 9.1, H-11), 8.04(1H, s, H-13), 9.39(1H, s, H-8) [4]

13 C NMR: [ 5]

Table 1

C-1

108.7

C-8

145.0

C-13

120.5

2

149.6

8a

119.0

13a

138.3

3

150.6

9

152.4

13b

122.1

4

111.1

 10

144.5

2-OCH3

57.2

4a

134.0

 11

123.6...

References

  1. 1.
    S.Yu. Yunusov, Alkaloids (Fan, Tashkent, 1981), p. 135Google Scholar
  2. 2.
    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, 737 (1996)Google Scholar
  3. 3.
    Kh.Sh. Khusainova, Yu.D. Sadykov, DAN Tadzh. SSR 24, 489 (1981)Google Scholar
  4. 4.
    A. Patra, A. Ghosh, A.K. Mitra, Planta Med. 40, 333 (1980)Google Scholar
  5. 5.
    R.A. Hussain, J. Kim, C.W.W. Beecher, A.D. Kinghorn, Heterocycles 29, 2257 (1989)Google Scholar
  6. 6.
    A. Bonora, B. Tosi, G. Dall’Olio, A. Bruni, Phytochemistry 29, 2389 (1990)Google Scholar
  7. 7.
    F.S. Sadritdinov, A.G. Kurmukov, The Pharmacology of the Plant Alkaloids and Their Use in Medicine [in Russian] (UzSSR, Tashkent, 1980), p. 82Google Scholar

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© Springer Science+Business Media New York 2013

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