Cocculine

Reference work entry

CAS Registry Number: 115-53-7 Open image in new window

Taxonomy: Physicochemical and Pharmacological Properties of Alkaloids – Isoquinoline Alkaloids

Biological sources: Cocculus laurifolius

C17H21NO2: 271.1572

Mp: 217–218°C (Me2CO), 197°C (nitrate) [1], 122°C (O,N-di Ac) [3]

[α]D +271° (MeOH) [1]

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

IR(O, N-di Ac): 1755, 1635 [2]

MSm/z: 271(M+), 256, 240, 213(100), 212, 198 [2]

1H NMR: 1.40–3.80(12H, m, 6 × CH2), 3.20(3H, s, 3-OCH3), 5.55(1H, m, H-1), 6.53(1H, s, H-14), 6.65(1H, q, J = 8; 3, H-16), 6.92(1H, d, J = 8, H-17), 8.50(1H, m, OH) [3]

X-ray: [3, 4]

Abs. conf.: 3R, 5S [3]

Pharm./Biol.: LD50 10.2, 1.33 mg/kg (s/c, i/v, mice). Pronounced influence on conditioned reflex activity. Hypotensive and spasmolytic action [5]

References

  1. 1.
    S.Yu. Yunusov, Zh. Obshch. Khim. 20, 368 (1950)Google Scholar
  2. 2.
    S.Yu. Yunusov, R. Razzakov, Chem. Nat. Comp. 6, 69 (1970)Google Scholar
  3. 3.
    R. Razzakov, S.Yu. Yunusov, S.M. Nasyrov, V.G. Andrianov, Yu.T. Struchkov, Izv. AN SSSR, Ser. Khim. (1), 218 (1974)Google Scholar
  4. 4.
    S.M. Nasyrov, V.G. Andrianov, Yu.T. Struchkov, S.Yu. Yunusov, Chem. Nat. Comp. 11, 405 (1975)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. 190Google Scholar

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© Springer Science+Business Media New York 2013

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