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. 2014 Dec 23;20(1):111–126. doi: 10.3390/molecules20010111

Table 3.

1H- (300.13 MHz) and 13C- (75.47 MHz) NMR data (CDCl3, TMS δ = 0) for 3β-O-tigloylmelianol (1) and 3β-O-tigloylmeliantriol (4).

Position 1 4
δC δH, mult. (J in Hz) δC δH, mult. (J in Hz)
1 36.7 1.18–1.24, m 36.8 1.17–1.26, m
1.62–1.70, m 1.59–1.69, m
2 23.8 1.87–2.01, m 23.8 1.91–2.01, m
2.03–2.16, m 2.05–2.17, m
3 81.0 4.52, dd (10.9, 3.8) 81.0 4.52, dd (10.8, 4.1)
4 38.1 38.1
5 50.8 1.41, dd (11.7, 5.5) 50.8/50.9 1.40, dd (11.5, 5.7)
6 24.1 1.52, dd (11.7, 5.4) 24.1 1.61–1.71, m
1.67, td (11.7, 2.6)
7 117.9/118.0 5.23, brd (2.6) 117.8/117.9 5.25, brd (4.6)
8 145.5 145.5/145.6
9 48.7/49.6 2.22, t (7.6)/2.23, t (2.6) 48.7/48.9 2.22, t (7.6)/2.23, t (7.6)
10 34.9 34.9
11 17.5 1.48, dt (7.6, 2.5) 17.5 1.44–1.54, m
12 35.2 1.36, dt (10.6, 2.5) 31.5 1.45–1.55, m
2.04–2.16, m 1.65, dt (12.2, 3.4)
13 43.6/43.8 43.5/43.6
14 50.4 50.7/51.0
15 34.2 1.42–1.60, m 34.2 1.41–1.57, m
16 27.4 1.23–1.37, m 27.2 1.80–1.90, m
1.78–1.94, m
17 45.2/47.1 1.98-2.10, m/1.91-2.06, m 45.2 1.96–2.03, m
18 22.5/23.2 0.83, s 23.2/22.4 0.81, s
19 13.1 0.75, s 13.1 0.75, s
20 31.7/33.8 1.43–1.57, m 46.4 1.88–1.98, m
1.60–1.79, m
21 97.8/ 101.8 5.30, d (2.5)/5.34, d (2.6) 96.8/102.2 5.23, brs/5.31, brs
22 31.3/31.5 1.38–1.48, m 30.3 1.84–1.91, m
1.94–2.02, m
23 77.0/78.4 3.84, dt (9.5, 75)/ 77.0/78.6 4.32–4.35, m/
3.90, ddd (10.6, 7.7, 5.1) 4.49–4.54, m
24 65.4/67.8 2.68, d (7.5)/2.83, d (7.5) 75.0/75.8 3.11, brs/3.19, brs
25 57.2/57.9 73.1/73.6
26 19.2/19.4 1.28, s 26.7 1.22, s
27 24.9/25.0 1.28, s 26.7 1.25, s
28 27.6 0.83, s 27.6 0.83, s
29 16.0 0.95, s 16.0 0.95, s
30 27.3 0.95, s 27.3 0.96, s
1' 167.9 168.0
2' 129.2 129.1
3' 136.7 6.81, brq (7.1) 136.7 6.82, qq (6.8,1.3)
4' 14.3 1.76, d (7.1) 14.3 1.76, d (6.8)
5' 12.1 1.80, brs 12.0 1.81, d (1.3)