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. 2021 Jun 15;11(34):21153–21169. doi: 10.1039/d1ra03276c

1H NMR data (400 MHz) of compounds 1–4 and 11a.

Position 1b 2b 3b 4c 11d
1 6.78 s 6.89 s 6.89 s 6.92 s 6.68 s
4 6.58 s 6.68 s 6.79 s 6.93 s 6.63 s
5 2.68 m 2.71 m 2.64f 2.69f 2.54f
3.18 m 3.14e 3.08f 3.07 m 2.89 m
6 2.68 m 2.63 m 2.62f 2.64f 2.42f
3.21 m 3.15e 3.15f 3.20 m 3.08f
8 3.59 d (15.7) 3.51 d (15.7) 3.54 d (15.9) 3.35 d (15.6) 3.35e
4.22 d (15.7) 4.17 d (15.7) 4.18 d (15.9) 4.19 d (15.6) 4.02 d (15.7)
11 6.90 d (8.8) 6.86 d (8.4) 6.88 d (9.2) 6.72 d (8.2) 6.67 d (8.2)
12 6.88 d (8.8) 6.86 d (8.4) 6.88 d (9.2) 6.80 d (8.2) 6.71 d (8.2)
13 2.90 dd (16.4, 12.2) 2.85 dd (16.1, 11.2) 2.90 dd (16.1, 11.3) 2.73 dd (16.1, 11.0) 2.50 dd (15.7, 12.3)
3.28 dd (16.4, 3.2) 3.23 dd (16.1, 3.4) 3.27 dd (16.1, 3.5) 3.41 dd (16.1, 3.5) 3.14 dd (15.7, 3.4)
13a 3.64f 3.55 dd (11.2, 3.4) 3.60 dd (11.3, 3.5) 3.58 dd (11.0, 3.5) 3.34e
2-OCH3 3.82 s 3.86 s
3-OCH3 3.85 s 3.80 s
9-OCH3 3.79 s 3.79 s 3.79 s 3.80 s 3.71 s
10-OCH3 3.73 s
2-OCOCH3 2.29 s
3-OCOCH3 2.29 s
10-OCOCH3 2.30 s 2.30 s 2.31 s
1-OH 8.68 s
2-OH 5.52 s 9.06 s
1′ 4.88 d (7.5)
2′ 3.45 dd (8.7, 7.5)
3′ 3.48 t (8.7)
4′ 3.38e
5′ 3.38e
6′ 3.68 dd (12.1, 5.2)
3.85 dd (12.1, 1.7)
a

Assignments were based on 1H–1H COSY, HMQC, HMBC, and NOESY experiments; chemical shifts (δ) are given in ppm.

b

Recorded in CDCl3.

c

Recorded in CD3OD.

d

Recorded in DMSO-d6.

e

Overlapping signal.

f

Partially overlapping signal.