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. 2023 Mar 21;28(6):2846. doi: 10.3390/molecules28062846

Table 2.

1H-(500 MHz) and 13C (125 MHz) NMR spectroscopic data of 3 and 4 recorded in DMSO-d6 and 5 recorded in CDCl3 (ẟ in ppm).

Compound 3 Compound 4 Compound 5
Position C H HMBC C H HMBC C H HMBC
1a 108.8 - 108.8 - 127.1 -
1 110.3 8.51 2, 3, 12a 110.3 8.51 2, 3, 12a 105.4 8.33 1a, 2, 4a, 12a
2 143.9 - 143.9 - 140.5 -
2-OMe 56.5 3.78 2 56.1 3.79 2 - -
3 149.8 - 149.7 - 136.4 -
3-OMe 56.1 3.80 3 56.5 3.80 3 - -
4 102.2 6.73 1a, 2, 3 102.2 6.74 1a, 2, 3 139.4 -
(2/3)-OCH2 - - - - 102.4 6.07 3
4a 143.8 - 143.8 - 127.2 -
4-OMe - - - - 56.6 3.97 4
6 88.7 6.20 4a, 6a, 12a 88.7 6.20 4a, 6a, 12a 89.2 6.27 4a, 6a
6-OH - 7.97 6a - 7.98 6, 6a - n. d
6a 155.8 - 155.9 - 154.5 -
7a 156.8 - 156.8 - 156.5 -
8 101.7 7.24 7a, 9, 10, 12 101.7 7.24 7a, 9 100.8 6.89 7a, 9, 10
9 163.6 - 163.6 - 163.5 -
10 116.0 7.13 8, 9, 11a 116.0 7.13 9, 11a 115.7 7.02 8, 11a
11 127.3 8.07 7a, 9, 12 127.4 8.07 7a, 9, 12 127.5 8.17 7a, 9, 12
11a 117.8 - 117.8 - 118.0 -
12 174.8 - 174.8 - 175.4 -
12a 110.1 - 110.1 - 110.7 -
1′ 66.0 4.73 9, 2′, 3′ 65.7 4.75 9, 2′ 65.7 4.69 9, 2′, 3′
2′ 119.5 5.50 1′, 3′-Me, 3′ 119.4 5.51 1′, 3′ 119.3 5.54 3′-Me, 4′
3′ 141.4 - 141.4 - 141.2 -
3′-Me 17.0 1.73 2′, 3′, 4′ 17.0 1.78 3′ 16.8 1.80 2′, 4′, 5′
4′ 41.9 2.74 3′-Me, 3′, 5′ 41.6 2.74/2.25 3′ 42.1 2.83 2′, 3′-Me, 5′, 6′
5′ 122.6 5.53 4′, 7′ 53.8 2.96 4′ 140.5 5.71 4′, 7′, 8′
6′ 142.0 5.61 4′, 5′, 7′, 8′ 64.8 2.67 7′ 123.9 5.66 4′, 7′
7′ 69.3 - 67.6 - 70.8 -
8′ 30.5 1.17 6′, 7′, 8′ 26.8 1.07 7′, 8′ 29.8 1.34 5′,7′, 8′
8′-Me 30.5 1.17 6′, 7′, 8′ 30.5 1.17 8′-Me, 7′ 29.8 1.36 5′,7′, 8′
8′-OH - 4.49 6′, 7′, 8′ - n. d - 4.18 7′