3-Demethylcolchicine

Reference work entry

CAS Registry Number: 7336-33-6 Open image in new window

Taxonomy: Physicochemical and Pharmacological Properties of Alkaloids – Colchicine Alkaloids

Biological sources: Colchicum kesselringii, C. luteum, C. szovitsii, Merendera raddeana, M. robusta, M. trigyna

C21H23NO6: 385.1525

Mp: 276–278°C (EtOAc–Me2CO) [1]; 176–182°C [2]

[α]D −263° (MeOH) [1]; −130° (CHCl3) [2]; 225° (Ac), 228° (O–Ac) [1, 2]

UV: 243, 355(4.46, 4.19) [3]

MSm/z: 385(M+), 357, 342, 326 [2]

1H NMR: 2.00 (3H, s, NAc), 3.65 (s, OCH3), 4.00 (3H, s, OCH3), 6.55 (1H, s, H-4), 6.88 (1H, d, J = 12, H-11), 7.34 (1H, d, J = 12, H-12), 7.58 (1H, s, H-8), 8.02 (1H, m, NH) [2]

HPLC: [4]

Pharm./Biol.: LD100-25 mg/kg, LD50-16 mg/kg. [5]

This is a preview of subscription content, log in to check access.

References

  1. 1.
    B. Chommadov, M.K. Yusupov, A.S. Sadykov, Chem. Nat. Comp. 6, 77 (1970)CrossRefGoogle Scholar
  2. 2.
    S.M. Kupchan, R.W. Britton, C.K. Chiang, N.N. Alpan, M.F. Ziegler, J. Natur. Prod. 36, 338 (1973)Google Scholar
  3. 3.
    H. Potesilova, L. Hruban, F. Santavy, Collect. 41, 3146 (1976)Google Scholar
  4. 4.
    A.E. Klein, P.J. Davis, J. Chromatogr. 207, 247 (1981)CrossRefGoogle Scholar
  5. 5.
    V.V. Kiselev, Chem. Nat. Comp. 13, 1 (1977)Google Scholar

Copyright information

© Springer Science+Business Media New York 2013

Personalised recommendations