CAS Registry Number: 115-53-7
Taxonomy: Physicochemical and Pharmacological Properties of Alkaloids – Isoquinoline Alkaloids
Biological sources: Cocculus laurifolius
C17H21NO2: 271.1572
[α]D +271° (MeOH) [1]
Solubility: very sol. EtOH, Me2CO, Et2O [1]
IR(O, N-di Ac): 1755, 1635 [2]
MS m/z: 271(M+), 256, 240, 213(100), 212, 198 [2]
1 H 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]
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]
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References
S.Yu. Yunusov, Zh. Obshch. Khim. 20, 368 (1950)
S.Yu. Yunusov, R. Razzakov, Chem. Nat. Comp. 6, 69 (1970)
R. Razzakov, S.Yu. Yunusov, S.M. Nasyrov, V.G. Andrianov, Yu.T. Struchkov, Izv. AN SSSR, Ser. Khim. (1), 218 (1974)
S.M. Nasyrov, V.G. Andrianov, Yu.T. Struchkov, S.Yu. Yunusov, Chem. Nat. Comp. 11, 405 (1975)
F.S. Sadritdinov, A.G. Kurmukov, The Pharmacology of the Plant Alkaloids and Their Use in Medicine [in Russian] (UzSSR, Tashkent, 1980), p. 190
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(2013). Cocculine. In: Azimova, S.S., Yunusov, M.S. (eds) Natural Compounds. Springer, New York, NY. https://doi.org/10.1007/978-1-4614-0560-3_822
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DOI: https://doi.org/10.1007/978-1-4614-0560-3_822
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