TABLE 5

Assignments of carbon and proton signals of M-9 and demethoxycurcumin


No.

Carbon Signals

Proton Signals
M-9
Demethoxycurcumin
M-9
Demethoxycurcumin
1 29.0 140.8 2.71 (2H, t, 7.5 Hz) 7.55 (1H, d, 16.2 Hz)
2 41.6 120.9 2.84 (2H, t, 7.5 Hz) 6.77 (1H, d, 16.2 Hz)
3 199.2 183.4
4 127.7 101.0 6.22 (1H, d, 15.5 Hz) 6.05 (1H, s)
5 143.6 183.3 7.35 (1H, dd, 10.4, 15.4 Hz)
6 124.2 121.1 6.93 (1H, dd, 10.2, 15.4 Hz) 6.70 (1H, d, 15.8 Hz)
7 141.9 140.5 6.96 (1H, d, 16.0 Hz) 7.54 (1H, d, 15.8 Hz)
1′ 131.4 125.9
2′, 6′ 129.2 130.5 7.00 (2H, d, 8.1 Hz) 7.57 (2H, d, 8.0 Hz)
3′, 5′ 115.1 116.0 6.64 (2H, d, 8.1 Hz) 6.82 (2H, d, 8.0 Hz)
4′ 155.5 159.9
1″ 128.1 126.4
2″ 110.3 111.3 7.16 (1H, br.s) 7.33 (1H, br.s)
3″ 148.4 149.5
4″ 148.0 148.1
5″ 115.7 115.8 6.76 (1H, d, 8.1 Hz) 6.82 (1H, d, 8.0 Hz)
6″ 121.9 123.3 6.96 (1H, br.d, 8.1 Hz) 7.15 (1H, br.d, 8.0 Hz)
−OCH3
55.7
55.7
3.80 (3H, s)
3.84 (3H, s)
  • All spectra were recorded on an AV-600 or ARX-300 spectrometer, in dimethyl sulfoxide-d6.