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. 2021 Sep 20;26(18):5689. doi: 10.3390/molecules26185689

Table 4.

1H NMR and 13C NMR data of compounds 12–16 in acetone-d6 (δ in ppm, J in Hz) a.

Position 12 13 14 b 15 b 16 b
δ H δ C δ H δ C δ H δ C δ H δ C δ H δ C
1 106.6, C 106.8, C 108.0, C 108.4, C 106.3, C
2 151.9, C 150.7, C 152.0, C 152.0, C 150.3, C
3 118.1, C 117.9, C 117.6, C 120.1, C 117.7, C
4 7.65, s 119.4, CH 7.62, s 118.5, CH 7.65, s 120.0, CH 7.63, s 119.5, CH 7.66, s 118.2, CH
4a 115.8, C 115.4, C 117.5, C 117.9, C 115.9, C
4b 124.4, C 116.5, C 117.0, C 116.8, C 115.3, C
5 7.32, d (2.0) 103.9, CH 7.47, s 101.8, CH 7.47, s 104.3, CH 7.48, s 103.3, CH 7.48, s 102.6, CH
6 150.6, C 145.0, C 145.7, C 143.8, C 143.9, C
7 6.61, dd (2.0, 8.0) 112.4, CH 142.4, C 149.6, C 146.4, C 147.9, C
8 6.87, d (8.0) 110.8, CH 6.55, d (8.0) 97.0, CH 6.69, s 96.7, CH 6.56, s 98.4, CH 6.70, s 94.9, CH
8a 134.0, C 134.8, C 135.7, C 136.2, C 133.9, C
9a 138.7, C 137.6, C 138.9, C 139.0, C 137.1, C
1′ 4.94, dd (7.2, 10.0) 30.1, CH 4.93, dd (7.2, 10.0) 30.5, CH 4.93, dd (7.2, 10.0) 31.9, CH 4.94, dd (7.2, 10.0) 30.2, CH 4.95, dd (7.2, 10.0) 30.1, CH
2′a 2.07, dd (10.0, 14.0) 42.8, CH2 2.06, dd (10.0, 14.0) 43, CH2 2.08, dd (10.0, 14.0) 44.2, CH2 2.13, dd (10.0, 14.0) 44.4, CH2 2.05, dd (10.0, 14.0) 42.4, CH2
2′b 2.42, dd (7.2, 14.0) 2.39, dd (7.2, 14.0) 2.40, dd (7.2, 14.0) 2.41, dd (7.2, 14.0) 2.37, dd (7.2, 14.0)
3′ 74.4, C 74.2, C 75.4, C 75.6, C 73.8, C
4′ 1.37, s 23.9, CH3 1.35, s 23.8, CH3 1.36, s 25.1, CH3 1.37, s 25.2, CH3 1.38, s 23.3, CH3
5′ 1.45, s 29.1, CH3 1.44, s 29.3, CH3 1.45, s 30.4, CH3 1.46, s 30.4, CH3 1.47, s 28, CH3
1″ 145.3, C 104.5, C 105.7, C 105.7, C 103.8, C
2″ 6.63, d (2.0) 106.4, CH 148.4, C 149.6, C 149.9, C 148.0, C
3″ 128.5, C 117.0, C 118.3, C 118.1, C 116.3, C
4″ 7.01, d (2.0) 111.6, CH 7.25, s 120, CH 7.27, s 121.3, CH 7.27, s 121.5, CH 7.28, s 119.6, CH
4a″ 124.5, C 117.0, C 119.4, C 118.3, C 117.6, C
4b″ 117.1, C 117.4, C 118.2, C 118.8, C 116.9, C
5″ 7.46, s 119.6, CH 7.39, s 118.7, CH 7.42, s 119.9, CH 7.41, s 119.9, CH 7.42, s 118.2, CH
6″ 122.2, C 122.2, C 123.4, C 123.6, C 121.7, C
7″ 153.9, C 153.0, C 154.2, C 154.3, C 152.5, C
8″ 7.13, s 97.1, CH 7.02, s 97.0, CH 7.04, s 98.3, CH 7.04, s 98.4, CH 7.05, s 96.6, CH
8a″ 140.2, C 140.2, C 141.4, C 141.5, C 139.7, C
9a″ 127.9, C 135.2, C 136.5, C 136.2, C 134.8, C
1‴ 6.83, d (10.0) 118, CH 6.84, d (10.0) 119, CH 6.88, d (10.0) 119.3, CH 6.89, d (10.0) 117.6, CH
2‴ 5.72, d (10.0) 128.9, CH 5.72, d (10.0) 130.2, CH 5.71, d (10.0) 129.4, CH 5.72, d (10.0) 127.6, CH
3‴ 75.3, C 76.6, C 79.1, C 77.2, C
4‴ 1.41, s 27, CH3 1.41, s 28.1, CH3 1.40, s 26.2, CH3 1.40, s 24.7, CH3
5‴ 1.41, s 27, CH3 1.40, s 28.1, CH3 1.73, m 42.0, CH2 1.73, m 40.1, CH2
6‴ 2.15, m 23.9, CH2 2.15, m 22.1, CH2
7‴ 5.11, t (6.0) 125.7, CH 5.11, t (6.0) 123.8, CH
8‴ 132.3, C 130.4, C
9‴ 1.62, s 26.2, CH3 1.61, s 24.7, CH3
10‴ 1.54, s 18.1, CH3 1.54, s 16.2, CH3
3-CH3 2.36, s 16.3, CH3 2.36, s 16.3, CH3 2.37, s 17.6, CH3 2.37, s 17.7, CH3 2.38, s 15.8, CH3
6-OH 7.66, br s
6-OCH3 3.88, s 56.2, CH3 3.82, s 57.4, CH3 3.89, s 57.6, CH3 3.83, s 55.7, CH3
7-OH 7.14, br s 7.12, br s
7-OCH3 3.64, s 56.5, CH3 3.66, s 54.8, CH3
9-NH 8.55, br s 8.43, br s 8.40, br s 8.43, br s 8.42, br s
1″-OCH3 3.91, s 54.8, CH3
3″-CH3 2.30, s 20.8, CH3 2.12, s 15.0, CH3 2.13, s 16.3, CH3 2.16, s 16.4, CH3 2.15, s 14.6, CH3
7″-OH 8.23, br s 8.18, br s 8.14, br s 8.16, br s 8.15, br s
9″-NH 9.88, br s 9.97, br s 9.97, br s 9.96, br s 9.98, br s

a Assignments were based on HSQC and HMBC experiments. b1H NMR: 500 MHz; 13C NMR: 125 MHz. Others: 1H NMR: 400 MHz; 13C NMR: 100 MHz.