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Buchapine

Reference work entry

CAS Registry Number: 84017-97-0 Open image in new window

Taxonomy: Physicochemical and Pharmacological Properties of Alkaloids – Quinoline Alkaloids

Biological sources: Haplophyllum bucharicum

C19H23NO2: 297.1729

Mp: 134–135°C (C6H14) [1]

Solubility: very sol. CHCl3, EtOH, MeOH, Me2CO, Et2O [1]

UV: 234, 238 sh, 242 sh, 244 sh, 258 sh, 324, 329 sh, 335 sh (4.44, 4.41, 4.32, 3.72, 3.60, 3.41, 3.50, 3.40) [1]

IR: 1692, 1660 [1]

MSm/z: 297(M+, 10), 229(34), 228(100), 214(20), 212(24), 200(16), 186(38), 174(24), 69(20) [1]

1H NMR: 1.09, 1.40, 1.88(6H, 3H, 3H, each s, 4 × CH3), 2.77, 4.65(2H, d, 1H, t, J = 7.5, CH2–CH=), 4.81, 5.76(2H, 1H, CH = CH2), 6.82–7.50(3H, m, H–Ar), 7.74(1H, d, J = 8.5, H-5) [1]

13 C NMR: [ 2]

Table 1

C-2

173.4

C-8

115.7

C-1″

29.6

 3

67.6

 8a

140.8

 2″

119.4

 4

196.1

 1′

43.9

 3″

135.0

 4a

121.7

 2′

142.7

3″-CH3

18.2

 5

126.9

 3′

113.1

3″-CH3

25.9

 6

123.2

1′-CH3

23.2

   

 7

135.5

1′-CH3

23.4

   

References

  1. 1.
    E.F. Nesmelova, I.A. Bessonova, S.Yu. Yunusov, Chem. Nat. Comp. 18, 508 (1982)Google Scholar
  2. 2.
    G.M. Sheriha, K.M. Abouamer, B.Z. Elshtaiwi, A.S. Ashour, F.A. Abed, H.H. Alhallaq, Phytochemistry 26, 3339 (1987)Google Scholar

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© Springer Science+Business Media New York 2013

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