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. Author manuscript; available in PMC: 2021 Nov 8.
Published in final edited form as: J Nat Prod. 2021 May 6;84(5):1656–1665. doi: 10.1021/acs.jnatprod.1c00248

Table 3.

1H NMR spectral data of berkeleypenostatins 5–7 in MeOH-d4 (400 MHz)

5 6 7
position δH, mult (J in Hz) δH, mult (J in Hz) δH, mult (J in Hz)
2 5.99, bd (1.7) 5.98, dd (2.1, 1.8) 5.91, bs
3.00, d (20.0) 2.70, ddt (19.0, 6.8, 2.1) 2.89, bs, 2H
2.91, bdd (20.0, 4.6) 3.05, dd (19.0, 7.5, 1.8)
5 4.56, td (4.6, 1.3) 4.51, dddd (7.7, 7.5, 7.3, 6.8) 4.60, m
1.55, td (13.6, 4.6) 1.62, m 1.50, td (12.7, 4.7)
2.47, dd (13.6,7.0) 2.53, ddd (12.4, 7.3, 6.1) 2.55, dd (12.7,6.9)
7 2.99, ddd (13.6, 10.3, 7.0) 2.62, ddd (12.0, 10.0, 6.1) 2.92, m
8 2.15, dd (10.3, 6.1) 2.27, dd (10.0, 6.1) 2.34, bt (11.5)
9 4.10, d (11.5)
10 5.71, bd (6.1) 5.73, bd (6.1) 5.66, bs
12 4.61, d (8.8) 4.61, bd (8.5) 4.55, bd (6.6)
13 5.36, dd (15.2, 8.8) 5.34, dd (15.1, 8.5) 5.61, dd (15.5, 6.6)
14 5.76, dt (15.2, 6.8) 5.76, dt (15.1, 6.7) 5.74, dt (15.5, 6.8)
15 2.07, bq (6.8) 2.06, q (6.7) 2.10, q (6.8)
16 1.44, bs 1.42, bs 1.42, bs
17 1.32, bs 1.32, bs 1.32, bs
18 1.32, bs 1.32, bs 1.32, bs
19 1.32, bs 1.32, bs 1.32, bs
20 1.32, bs 1.32, bs 1.32, bs
21 0.90, t (7.0) 0.90, t, (7.0) 0.89, t (7.1)
22 1.60, bs 1.61, bs 1.67, bs
glucose
1’ 4.37, d (7.8) 4.37, d, (7.9) 4.39, d (7.9)
2’ 3.15, bt (7.8) 3.15, bt, (7.9) 3.14, bt (7.9)
3’ 3.36, m 3.34, m 3.37, m
4’ 3.29, m 3.30, m 3.28 m
5’ 3.29, m 3.27, m 3.31 m
6’ 3.87, d (11.7)
3.67, dd (11.7, 4.5)
3.88, bd (11.9)
3.66, dd (11.9, 5.0)
3.88 bd (11.7)
3.66 dd (11.7, 5.4)

All assignments are based on COSY, HSQC and HMBC experiments