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. 2022 Nov 1;13(2):754–764. doi: 10.1016/j.apsb.2022.10.025

Table 1.

1H and 13C NMR data for (±)-13 in MeOH-d4.

No. (±)-1
(±)-2
(±)-3
δH (J in Hz)a δCb δH (J in Hz)a δCb δH (J in Hz)a δCb
1 7.80 s 109.8 8.19 s 102.8 7.81 s 109.7
2 150.0 154.2 150.0
3 158.0 158.4 158.1
4 7.03 s 110.5 7.57 s 105.1 7.04 s 110.5
4a 138.1 140.5 138.3
5 3.25 ddd (16.8, 8.4, 6.6) 27.3 8.08 d (6.6) 123.8 3.26 ddd (16.8, 8.4, 6.6) 27.3
3.13 ddd (16.8, 10.8, 6.6) 3.15 ddd (16.8, 10.8, 6.6)
6 4.33 ddd (15.0, 10.8, 6.6) 49.2 8.66 d (6.6) 132.7 4.34 ddd (15.0, 10.8, 6.6) 49.6
4.16 ddd (15.0, 8.4, 6.6) 4.17 ddd (15.0, 8.4, 6.6)
8 5.78 d (3.6) 64.5 6.53 (3.6) 65.2 5.77 d (3.6) 64.1
8a 115.5 115.3 114.2
9 145.0 145.3 145.6
10 150.0 149.8 149.8
11 6.93 d (7.8) 110.2 6.93 d (7.8) 110.4 6.92 d (7.8) 110.0
12 6.97 d (7.8) 120.7 7.03 d (7.8) 120.6 7.04 d (7.8) 121.8
12a 127.5 129.3 126.9
13 5.80 d (3.6) 46.0 6.17 d (3.6) 43.5 5.40 d (3.6) 48.1
13a 176.2 154.6 175.9
13b 118.6 124.7 118.5
2′ 4.63 dd (8.4, 3.6) 60.2 4.63 dd (8.4, 3.6) 60.4 4.27 dd (8.4, 3.6) 55.9
3′ 3.38 m 44.1 3.34 m 44.4 3.43 m 38.3
4′a 2.23 ddd (20.4, 13.8, 10.2) 27.1 2.31 ddd (20.4, 13.8, 10.2) 27.2 2.60 dd (18.6, 10.8) 32.9
4′b 1.65 ddt (13.8, 7.8, 1.8) 1.81 ddt (13.8, 7.8, 1.8) 1.80 dd (18.6, 3.6)
5′a 3.43 td (10.2, 2.4) 48.9 3.50 td (10.2, 2.4) 48.9 178.0
5′b 1.94 td (10.2, 7.8) 2.10 td (10.2, 7.8)
6′ 172.0 172.1
7′ 1.93 s 22.5 1.98 s 22.6
2,3-OCH2O- 6.23 s 105.0 6.41 s 105.8 6.23 d (1.2) 105.1
6.21 s 6.39 s 6.21 d (1.2)
9,10-OCH2O- 6.14 s 104.0 6.17 d (1.2) 104.1 6.13 d (1.2) 104.1
6.11 s 6.09 d (1.2) 6.10 d (1.2)
a

1H NMR data (δ) were measured in 600 MHz NMR instrument. Proton coupling constants (J) in Hz are given in parentheses.

b

Data were recorded at 150 MHz. The assignments were based on 1H‒1H COSY, HSQC, HMBC, and NOESY experiments.