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Gravacridonediol

Reference work entry

CAS Registry Number: 37551-75-0 Open image in new window

Taxonomy: Physicochemical and Pharmacological Properties of Alkaloids – Quinoline Alkaloids

Biological sources: Ruta graveolens

C19H19NO5: 341.1263

Mp: 224–227°C (dec., Me2CO), 223°C (Ac, C6H6) [1]

UV: 213, 227, 249, 264, 273, 300, 332, 390 (4.16, 4.15, 4.40, 4.46, 4.55, 4.18, 3.86, 3.68) [1]

IR: 3600–3200, 1640, 1600, 1575, 1550, 1500 [1]

MSm/z: 341(M+), 266(100) [1]

1H NMR(DMSO-d6): 1.00(3H, s, CH3), 3.50(2H, br s, H-14), 3.60(2H, m, H-1), 3.90(3H, s, NCH3), 4.70(1H, t, H-2), 6.10(1H, H-4), 7.00–7.60(3H, m, H–Ar), 8.10(1H, dd, H-7) [1]

13 C NMR: [ 2]

Table 1

C-1

37.7

C-6

179.9

C-10a

142.1

 2

86.3

 6a

120.0

 11a

143.1

 3a

167.4

 7

125.2

 11b

101.4

 4

91.5

 8

121.4

 12

72.7

 5

164.9

 9

134.1

 13

20.6

 5a

105.0

 10

115.7

 14

65.9

       

NCH3

31.4

References

  1. 1.
    J. Reisch, Z. Rozsa, K. Szendrei, I. Novak, E. Minker, Phytochemistry 11, 2121 (1972)Google Scholar
  2. 2.
    D. Bergenthal, I. Mester, Z. Rozsa, J. Reisch, Phytochemistry 18, 161 (1979)Google Scholar

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© Springer Science+Business Media New York 2013

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