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Magnoline (Grisabutine)

Reference work entry

CAS Registry Number: 6859-66-1 Open image in new window

Taxonomy: Physicochemical and Pharmacological Properties of Alkaloids – Bisisoquinoline Alkaloids

Biological sources: Magnolia fuscata

C36H40N2O6: 596.2886

Mp: 178–179°C (EtOH) [1], 192–193°C [2], 162°C (dec., picrate), 190°C (dec., picrolonate); 110°C (O,O,O-tri Me)

[α]D −10° (Py) [1], [α]D −50° (CHCl3) [2], [α]D (O,O,O-tri Me) +92° (CHCl3) [3]

Solubility: spar. sol. EtOH, Me2CO, CHCl3; insol. C6H6, Et2O, pet. ether, H2O[1]

IR: 3400 [2]

MSm/z: 596(M+, 15), 404(13), 192(100), 175(6) [2]

1H NMR(DMSO-d6): 2.32(6H, s, 2 × NCH3), 3.71(6H, s, 2 × OCH3) [2]

Abs. conf.: 1S, 1′R [2]

Pharm./Biol.: Anticholinesterase [4] and depressive [5] action

References

  1. 1.
    A.P. Orekhov, N.F. Proskurnina, Zh. Obshch. Khim. 9, 127 (1939)Google Scholar
  2. 2.
    R. Ahmad, M.P. Cava, J. Org. Chem. 42, 2271 (1977)Google Scholar
  3. 3.
    N.F. Proskurnina, A.P. Orekhov, Zh. Obshch. Khim. 10, 707 (1940)Google Scholar
  4. 4.
    F.S. Sadritdinov, A.G. Kurmukov, The Pharmacology of the Plant Alkaloids and Their Use in Medicine [in Russian] (UzSSR, Tashkent, 1980), p. 186. M.D. Mashkovskii, in: Main Directions of the Work of VNIKhFI [Sergei Ordzhonikidze All-Union Scientific-Research of Pharmaceutical Chemistry], Moscow, 1959, p. 393Google Scholar
  5. 5.
    O.N. Tolkachev, E.P. Nakova, R.P. Evstigneeva, Chem. Nat. Comp. 13, 382 (1977)Google Scholar

Copyright information

© Springer Science+Business Media New York 2013

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