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O-Methylmoschatoline (Liridine)

Reference work entry

CAS Registry Number: 5140-38-5 Open image in new window

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

Biological sources: Liriodendron tulipiferum

C19H15NO4: 321.1001

Mp: 162–164°C (CHCl3) [1], 177°C (Et2O, dark red needles) [2]

UV: 238, 276, 440(4.32, 4.36, 3.80) [1]

UV(EtOH): 221(4.46), 235(4.46), 2.75(4.56), 311 sh (3.90), 365 sh (3.42), 440(3.22) [2]

UV(H+): 243, 282, 450 [1]

IR: 1655, 760 [1]

IR: 1660, 1580, 1480, 1467, 1391, 1312, 1205, 1094, 1004, 972, 937, 757 [2]

MSm/z: 321(M+, 100), 306(38), 291(6), 278(8), 263(9), 248(5) [2]

MSm/z: 321(M+, 100), 306, 291, 278, 263, 235, 220, 207, 192, 164 [3]

1H NMR(CF3COOH): 4.37(9H, s, 3 × OCH3), 7.58(1H, H-10), 8.03(1H, H-9), 8.81(1H, H-4), 8.98(1H, H-5), 9.18(1H, H-11) [4]

1H NMR: 4.07(1-OCH3), 4.10(3-OCH3), 4.19(2-OCH3), 7.44(H-10), 7.69(H-9), 8.13(H-4), 8.48 (H-8), 8.88(H-5), 9.00(H-11) [3]

13 C NMR: [ 5]

Table 1

C-1

148.2

C-4

118.9

C-9

128.7

1a

115.4

5

144.3

10

134.1

References

  1. 1.
    A. Abdusamatov, R. Ziyaev, S.Yu. Yunusov, Chem. Nat. Comp. 10, 126 (1974)Google Scholar
  2. 2.
    D. Dwuma-Badu, J.S.K. Ayim, A.N. Tackie, J.E. Knapp, D.J. Slatkin, P.L. Schiff, Phytochemistry 14, 2524 (1975)Google Scholar
  3. 3.
    R. Ziyaev, Author’s Abstract of Candidate’s Dissertation, Tashkent, 1974Google Scholar
  4. 4.
    M. Leboeuf, D. Cortes, R. Hocquemiller, A. Cave, Planta Med. 48, 234 (1983)Google Scholar
  5. 5.
    A.J. Marsaioli, A.F. Magalhaes, E.A. Ruveda, A.M. Reis, Phytochemistry 19, 995 (1980)Google Scholar

Copyright information

© Springer Science+Business Media New York 2013

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