Table 2.

¹H NMR spectral data of berkeleypenostatins 2–4 in MeOH-d₄* or acetone-d₆^± (400 MHz)

	2*	3*	3±	4*
position	δH, mult (J in Hz)	δH, mult (J in Hz)	δH, mult (J in Hz)	δH, mult (J in Hz)
2α	2.93 d (18.7)	2.89, d (19.0)	2.89, d (19.0)	5.59, bs
2β	2.66, d (18.7)	2.56, d (19.0)	2.56, d (19.0)
4α	2.61, dd (15.9, 6.8)	2.38, m, 2H	2.41, dd, (17.1, 9.2)	2.65 m, 2H
4β	1.85, dd (15.9, 9.4)		2.31, dd (17.1, 4.3)
5	4.60, dddd (9.4, 6.8, 6.0, 1.7)	4.58, m (9.39, 8.2, 7.0, 3.9)	4.55, dddd (9.2, 8.2, 7.0, 4.3)	4.51, bt
6α	1.93, ddd (13.4, 12.4, 6.0)	2.72, m	2.69, dt (13.0, 7.0)	1.46, td (12.4, 4.6)
6β	2.20 ddd (13.4, 7.0, 1.7)	1.80, td (12.5, 7.9)	1.75, td (13.0, 8.2)	2.56, m
7	2.49, dt (12.4, 7.0)	2.15, m	2.18, ddd (13.0, 7.0, 6.7)	3.27, m
8	2.61, bd (7.0)	2.70, m	2.65, bdd (6.7, 4.2)	2.90, bt (4.9)
9
10	5.58, bs	5.55, bs	5.55, bdd (4.2, 1.2)	5.63, bd (6.3)
12	4.67, bd (9.5)	4.68, bd (9.1)	4.63, bd (9.8)	5.64, d (11.4)
13	6.03, dd (15.0, 9.5)	6.03, dd (15.3, 9.1)	6.04, dd (15.4, 9.8)	5.39, dd (11.4, 9.4)
14	5.76, dt (15.0,6.7)	5.76, dt (15.3, 6.7)	5.74, dt (15.4, 6.9)	2.72, dt (9.4, 8.0)
15	2.12, m	2.14, m	2.13, m	1.62, m
16	1.43, bs	1.44, bs	1.44, bs	1.28, m
17	1.32, bs	1.32, bs	1.32, bs	1.28, m
18	1.32, bs	1.32, bs	1.32, bs	1.28, m
19	1.32, bs	1.32, bs	1.32, bs	1.28, m
20	1.32, bs	1.32, bs	1.32, bs	1.28, m
21	0.90, t (6.8)	0.90, t (6.8)	0.88, t (6.8)	0.90, t (6.4)
22	1.61, bs	1.60, bs	1.57, bs	1.78, bs
glucose
1’		4.32, d (7.9)	4.35, d (7.9)	4.37, d (7.8)
2’		3.19, bt (7.9)	3.19, bt (7.9)	3.16, t (7.8)
3’		3.35, m	3.35, m	3.30, m
4’		3.30, m	3.30, m	3.30, m
5’		3.29, m	3.29, m	3.30, m
6’		3.87, bd (11.9) 3.67, dd (11.9, 5.1)	3.87, bd (11.9) 3.67, dd (11.9, 5.1)	3.87, d (11.7) 3.67, dd (11.7, 4.4)

All assignments are based on COSY, HSQC and HMBC NMR experiments,