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Bulbocapnine

Reference work entry

CAS Registry Number: 298-45-3 Open image in new window

Taxonomy: Physicochemical and Pharmacological Properties of Alkaloids – Isoquinoline Alkaloids – Aporphine Alkaloids

Biological sources: Corydalis alpestris, C. caucasica, C. emanuelii, C. fedtschenkoana, C. glaucescens, C. ledebouriana, C. marschalliana, C. paczoskii, C. popovii, C. rosea-purpurea, C. vaginans

C19H19NO4: 325.1314

Mp: 199–200°C (EtOH) [1]

Solubility: sol. MeOH, CHCl3; poorly sol. H2O [1]

[α]D +237° (CHCl3) [1]

UV: 223, 235 sh, 269, 282 sh, 306(4.48, 4.33, 4.16, 4.12, 3.81) [1]

MSm/z: 325(M+), 324, 310(100), 282, 165, 152 [1]

CD: +8.5(322), −4.4(295), −11.7(272), +77.4(235), −14.5(216) [2]

1H NMR: 2.57(3H, s, NCH3), 3.92(3H, s, OCH3), 5.95, 6.10(each 1H, d, J = 1, CH2O2), 6.64(1H, s, H-3), 6.83(2H, s, H–Ar) [1]

Pharm./Biol.: LD50 220 mg/kg (s/c, mice). Suppresses respiratory activity and lowers arterial pressure. Causes catalepsy. Is a blocker of dopamine receptors [3]

References

  1. 1.
    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, 216 (1996)Google Scholar
  2. 2.
    B. Ringdahl, R.P.K. Chan, J.C. Craig, M.P. Cava, M. Shamma, J. Nat. Prod. 44, 80 (1981)Google Scholar
  3. 3.
    F.S. Sadritdinov, A.G. Kurmukov, The Pharmacology of the Plant Alkaloids and Their Use in Medicine [in Russian] (UzSSR, Tashkent, 1980), p. 205Google Scholar

Copyright information

© Springer Science+Business Media New York 2013

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