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Tetrandrine

Reference work entry

CAS Registry Number: 518-34-3 Open image in new window

Taxonomy: Physicochemical and Pharmacological Properties of Alkaloids – Bisisoquinoline Alkaloids

Biological sources: Stephania tetrandra

C38H42N2O6: 622.3043

Mp: 218°C

[α]D +241° (CHCl3) [1]

UV: 214, 283(4.78, 3.91) [1]

IR: 1608, 1585, 1505, 1273, 1235, 1213, 1135, 1128, 1113, 1070, 1028, 845 [1]

MSm/z: 622(33), 621(19), 607(6), 396(12), 395(42), 349(7), 335(5), 198.5(23), 198(100), 192(10), 190(7), 176(8), 175.5(9), 175(39), 174(31) [1]

1H NMR: 2.30(3H, s, 2-NCH3), 2.59(3H, s, 2′-NCH3), 3.18(3H, s, 7-OCH3), 3.35(3H, s, 6′-OCH3), 3.73(3H, s, 6-OCH3), 3.90(3H, s, 12-OCH3) [2]

13 C NMR: [ 3]

Table 1

C-1

61.2

C-10

116.0

C-7′

149.1

3

44.0

11

143.5

8′

119.1

4

21.9

12

146.7

8′a

127.9

4a

127.7

13

111.3

α′

41.8

5

105.5

14

122.4

9′

134.7

6

151.1

1′

63.8

 10′

129.8

7

137.6

3′

45.2

 11′

121.6

8

148.1

4′

25.2

 12′

153.4

8a

127.7

4′a

127.9

 13′

121.6

α

38.2

5′

112.5

 14′

132.4

9

134.9

6′

148.2

2-NCH3

42.1

       

2′-NCH3

42.5

References

  1. 1.
    D. Dwuma-Badu, J.S.K. Ayim, A.N. Tackie, J.E. Knapp, D.J. Slatkin, P.L. Schiff, Phytochemistry 14, 2524 (1975)Google Scholar
  2. 2.
    K.C. Chan, M.T.A. Evans, C.H. Hassall, A.M.W. Sangster, J. Chem. Soc. C. 2479 (1967)Google Scholar
  3. 3.
    T.A. Broadbent, E.G. Paul, Heterocycles 20, 863 (1983)Google Scholar
  4. 4.
    S.F. Hussain, L. Khan, H. Guinaudeau, J.E. Leet, A.J. Freyer, M. Shamma, Tetrahedron 40, 2513 (1984)Google Scholar
  5. 5.
    F.S. Sadritdinov, A.G. Kurmukov, The Pharmacology of the Plant Alkaloids and Their Use in Medicine [in Russian] (UzSSR, Tashkent, 1980), p. 192Google Scholar
  6. 6.
    V.V. Berezhinskaya, S.S. Nikitina, E.A. Trutneva, Tr. VILR 14, 43 (1971)Google Scholar
  7. 7.
    A.G. Kurmukov, U.B. Zakirov, Alkaloidy i preparaty tselebnykh trav dlya lecheniya gipertonicheskikh sostoyanii (Ibn Sina, Tashkent, 1992)Google Scholar

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