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Flindersine

Reference work entry

CAS Registry Number: 523-64-8 Open image in new window

Taxonomy: Physicochemical and Pharmacological Properties of Alkaloids – Quinoline Alkaloids

Biological sources: Haplophyllum bucharicum, H. perforatum

C14H13NO2: 227.0946

Mp: 185–186°C (dec., EtOH), 229°C (dihydro) [1]

Solubility: very sol. CHCl3; spar. sol. EtOH, Me2CO, Et2O; insol. H2O [1]

UV: 220, 328 sh, 334, 347, 364 (4.86, 3.62, 3.74, 3.86, 3.54) [1, 2]

IR: 3165, 1665, 1628, 1598, 1500, 1480, 1410 [1, 2]

MSm/z: 227(M+, 22), 212(100) [1]

1H NMR: 1.52(6H, s, 2 × CH3), 5.48, 6.75(each 1H, d, J = 10, CH = CH), 7.00–7.45(3H, m, H–Ar), 7.78(1H, d, J = 8, H-5) [1]

13 C NMR: [ 3]

Table 1

C-2

162.9

C-6

122.6

C-10

117.0

 3

115.7

 7

130.9

 11

79.5

 4

151.9

 8

118.5

 12

28.7

 4a

106.7

 8a

138.3

 13

28.7

 5

122.0

 9

126.8

   

References

  1. 1.
    V.I. Akhmedzhanova, I.A. Bessonova, S.Yu. Yunusov, Chem. Nat. Comp. 10, 280 (1974)Google Scholar
  2. 2.
    R. Shakirov, M.V. Telezhenetskaya, I.A. Bessonova, S.F. Aripova, I.A. Israilov, M.N. Sultankhodzhaev, V.I. Vinogradova, V.I. Akhmedzhanova, T.S. Tulyaganov, B.T. Salimov, V.A. Tel’nov, Chem. Nat. Comp. 32, 932 (1996)Google Scholar
  3. 3.
    I.A. Sharifi, F.R. Stermitz, Phytochemistry 16, 2003 (1977)Google Scholar

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