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Table 1 1 H NMR spectral data for 1-3, 8-10 (300 MHz, in CDCl 3 , δ in ppm)

From: Aromatase and glycosyl transferase inhibiting acridone alkaloids from fruits of Cameroonian Zanthoxylumspecies

Proton 1 2 3 8 9 10
2 7.01(d,3.0) 6.58(d,3.0) 6.12(s) - - -
4 7.55(d,3.0) 6.44(d,3.0) - - - -
5 - 7.39(d,3.0) - 7.40(dd,8.0,3.0) 7.41(dd,8.0,3.0) 7.34(dd,8.0,3.0)
6 - - 7.20(d,3.0) 7.61(ddd,8.0,8.0,3.0) 7.59(ddd,8.0,8.0,3.0) 7.55(ddd,8.0,8.0,3.0)
7 7.21(d,8.0) 7.07(dd,8.0,3.0) - 7.29(ddd,8.0,8.0,3.0) 7.34(ddd,8.0,8.0,3.0) 7.34(ddd,8.0,8.0,3.0)
8 7.99(d,8.0) 7.89(d,8.0) 7.82(d,3.0) 7.82(dd,8.0,3.0) 8.40(dd, 8.0, 3.0) 8.39(dd,8.0,3.0)
1-OMe 4.40(s) - 4.44(s) - - -
3-OMe - 3.93(s) - - - -
4-OMe - - - 3.98(s) - -
5-OMe 4.10(s) - - - - -
6-OMe 4.01(s) - - - - -
N-Me - - 3.90(s) 3.77(s) 3.69(s) 3.70(s)
2’-Me - - - 1.30(s) 1.33(s) 1.32(s)
1.30(s) 1.42(s) 1.28(s)
3’ - - - 2.72(dd,13,10) 2.68(dd,13,3.5) 3.23(overlapping m)
3.07(dd,13,3.5) 3.00(dd,13,3.5) 3.25(overlapping m)
4’ - - - 3.50(dd,10,3.5) 3.63(dd,10,3.5) 4.85(dd,10.0,10.0)
1-OH - 12.12 - 15.05 15.00 14.92
3-OH 9.02 - 9.05* - - -
4-OH - - 9.00* - 9.05 9.10
5-OH - - 9.32* - - -
6-OH - 8.90 - - - -
7-OH - - 8.92* - - -
  1. *Assignments interchangeable.