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

1H NMR data (400 MHz) of compounds 5–9a.

Position 5b 6b 7b 8c 9b
3 6.50 s 7.08 s 7.07 s 6.91 s
4 2.68d 2.94 dd (14.9, 2.5) 7.76 d (5.2) 7.82 s 2.73e
3.14d 3.22e 2.86e
5 2.64d 3.20e 8.56 d (5.2) 3.27e
3.09d 3.59 brdd (12.6, 5.3) 4.12 brdd (13.2, 2.0)
6a 3.20 dd (14.1, 4.5) 4.11 dd (13.9, 4.3) 4.97 dd (13.8, 3.8)
7 2.19 dd (14.5, 14.1) 2.87 dd (13.9, 13.8) 2.79 t (13.8)
3.69 dd (14.5, 4.5) 3.03 dd (13.8, 4.3) 2.96 dd (13.8, 3.8)
8 7.31 dd (7.1, 1.2) 8.03 s 7.25–7.32e
9 7.26 ddd (7.5, 7.1, 1.2) 7.25–7.32e
10 6.71 d (8.4) 7.32 ddd (7.6, 7.5, 1.2) 7.15 d (8.8) 7.30 d (9.0) 7.25–7.32e
11 7.46 d (8.4) 8.33 brd (7.6) 8.19 d (8.8) 8.66 d (9.0) 8.30 brd (7.7)
OCH2O 5.88 d (1.1)
6.02 d (1.1) 6.28 s 6.40 s
1-OCH3 3.72 s 3.53 s
3-OCH3 4.03 s
5-OCH3 3.82 s
8-OCH3 3.92 s
9-OCH3 4.03 s
2-OCOCH3 2.32 s
N–CH3 2.64 s
N–COCH3 2.21 s
1′ 4.96 d (7.6)
2′ 3.54 dd (8.9, 7.6)
3′ 3.48 t (8.9)
4′ 3.38 dd (8.9, 8.6)
5′ 3.48 brdd (8.6, 6.0)
6′ 3.69 dd (12.0, 6.0)
3.92 dd (12.0, 2.1)
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

Overlapping signal.

e

Partially overlapping signal.