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Anagyrine

Reference work entry

CAS Registry Number: 486-89-5 Open image in new window

Taxonomy: Physicochemical and Pharmacological Properties of Alkaloids – Quinolizidine Alkaloids

Biological sources: Ammodendron conollyi, A. eichwaldii, A. karelinii, A. longiracemosum, Genista tinctoria, G. transcaucasica, Sophora flavescens, Spartium junceum, Thermopsis alterniflora, T. lanceolata

C15H20N2O: 244.1576

Mp: oil, 285°C (hydrochloride), 253°C (picrate), 315°C (perchlorate), 264°C (methiodide) [1]

[α]D −165°(EtOH)

UV(hydrochloride): 233, 310(3.77, 3.90) [2]

IR(hydrochloride): 3465, 3380, 1663, 1655, 1623, 1589, 1572, 1552, 1301, 1270, 1249, 1218, 1188, 1163, 1134, 1088, 1077, 1058, 1043, 1022, 1010, 993, 975, 946, 910, 878, 860, 852, 832, 808, 800, 792, 776, 732, 723 [2]

MSm/z: 244(M+, 22), 243(5), 160(7), 146(13), 136(9), 122(7), 98(100), 97(10), 41(22) [3]

13 C NMR: [ 4]

Table 1

C-2

163.5

C-7

35.6

C-12

25.7

 3

116.6

 8

22.6

 13

19.2

 4

138.6

 9

32.7

 14

20.8

 5

104.3

 10

51.6

 15

53.0

 6

151.1

 11

63.3

 17

54.4

References

  1. 1.
    S.Yu. Yunusov, Alkaloids [in Russian] (Fan, Tashkent, 1981), p. 219Google Scholar
  2. 2.
    J. Holubek, O. Strouf, Spectral Data and Physical Constants of Alkaloids (Prague Publishing House, Czechoslovak Academy of Sciences, Heyden & Son Ltd, London, 1965), 1, No. 20Google Scholar
  3. 3.
    N. Neuner-Jehle, H. Nesvadba, G. Spiteller, Monatsch. Chem. 95, 687 (1964)CrossRefGoogle Scholar
  4. 4.
    M. Shamma, D.M. Hindenlang, Carbon-13 NMR Shift Assignments of Amines and Alkaloids (Plenum Press, NewYork-London, 1979), No. 215CrossRefGoogle Scholar
  5. 5.
    A.-L. Sagen, J. Gertsch, R. Becker, J. Heilmann, O. Sticher, Phytochemistry 61, 975 (2002)CrossRefGoogle Scholar
  6. 6.
    R.H.F. Manske (ed.), The Alkaloids, Chemistry and Physiology, vol. 9 (Academic Press, New York, 1967), p. 175Google Scholar
  7. 7.
    S. Takamatsu, K. Saito, S. Ohmiya, N. Ruangrungsi, I. Murakoshi, Phytochemistry 30, 3793 (1991)CrossRefGoogle Scholar
  8. 8.
    A. Ueno, K. Morinaga, S. Fukushima, S. Okuda, Chem. Pharm. Bull. 26, 1832 (1978)CrossRefGoogle Scholar

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