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1-Hydroxy-3-methoxy-N-methylacridone

Reference work entry

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Taxonomy: Physicochemical and Pharmacological Properties of Alkaloids – Quinoline Alkaloids

Biological sources: Boenninghausenia albiflora, Ruta graveolens

C15N13NO3: 255.0895

Mp: 174–175°C (C6H6–EtOAc) [1]

UV: 223, 248, 263, 271, 295, 324, 395 (4.11, 4.40, 4.55, 4.61, 4.00, 3.77, 3.72) [1]

IR: 2650 [1]

MSm/z: 255(M+, 100), 254(20), 227(19), 226(54), 225(30), 212(19), 200(8), 199(11), 184(13), 183(9), 182(12), 169(8), 168(6), 154(9), 140(6), 128(6), 77(11) [2]

1H NMR: 3.60(3H, s, NCH3), 3.80(3H, s, OCH3), 6.10(2H, s, H-2, H-4), 7.10–7.80(3H, m, H–Ar), 8.29(1H, d, H-8), 14.60(1H, s, OH) [1]

13 C NMR: [ 3]

Table 1

C-1

164.6

C-5a

141.9

C-8a

119.9

 2

93.3

 5

115.7

 9

179.6

 3

165.7

 6

134.2

 9a

104.3

 4

89.7

 7

121.7

3-OCH3

55.5

 4a

144.4

 8

125.4

NCH3

34.0

References

  1. 1.
    F. Fish, P.G. Waterman, Phytochemistry 10, 3322 (1971)Google Scholar
  2. 2.
    J.H. Bowie, R.G. Cooks, R.H. Prager, H.M. Thredgold, Austral. J. Chem. 20, 1179 (1967)Google Scholar
  3. 3.
    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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