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. Author manuscript; available in PMC: 2018 Jan 27.
Published in final edited form as: J Nat Prod. 2016 Dec 20;80(1):96–107. doi: 10.1021/acs.jnatprod.6b00744

Table 3.

1H NMR Data of 9–12 at 500 MHz

No. 9a 10a 11b 12b

(mult., J in Hz) (mult., J in Hz) δH (mult, J in Hz) δH (mult, J in Hz)
1 1.91, ddd (8.7, 6.4, 4.7) 1.59, ddd (8.1, 5.8, 4.0) 2.18, dt (8.6, 4.9) 2.18, dt (8.6, 4.9)
2α 0.93, ddd (8.7, 5.7, 5.7) 0.58, m 1.17, m 1.18, m
2β 1.12, m 0.80, ddd (8.7, 8.1, 5.1) 0.62, m 0.62, m
3 1.82, ddd (8.5, 6.4, 3.8) 2.13, ddd (8.7, 5.8, 3.4) 1.96, ddd (2, 5.5, 3.1) 1.97, ddd (8.2, 5.4, 3.1)
5 2.20, m
6 2.86, m
9 3.78, s 3.97, s 3.94, s 3.99, s
13 1.56, s 1.84, s 1.35, s 1.38, s
14 0.77, s 1.07, s 1.16, s 1.16, s
15 3.22, dd (14.0, 6.9)
1.73, dd (14.0, 10.6)
5.82, s 2.30, dd (18.0, 7.1)
2.96, dd (18.0, 9.5)
2.29, dd (18.0, 7.2)
2.95, dd (18.0, 9.5)
1′ 1.73, m 1.93, m 1.66, m 1.65, m
2′α 0.64, ddd (8.9, 5.3, 5.3) 0.63, m 0.64, m 0.64, m
2′β 1.22, m 1.20, m 1.20, m 1.20, m
3′ 1.73, m 1.38, ddd (8.9, 7.3, 3.5) 1.66, m 1.66, m
5′ 2.36, dd (12.7, 6.8) 2.49, dd (13.5, 5.6) 1.65, m 1.58, dd (14.6, 2.9)
6′α 2.46, dd (17.9, 6.8) 2.37, dd (18.7, 5.6) 2.45, d (13.0) 2.54, dd (14.6, 14.1)
6′β 2.91, dd (17.9, 12.7) 2.87, dd (18.7, 13.5) 1.69, m 1.73, dd (14.1, 2.9)
9′ 2.71, dd (10.6, 6.8) 2.21, m 2.64, dd (9.5 7.1) 2.64, dd (9.5 7.2)
13′ 4.87, d (13.3)
4.84, dd (13.3, 1.4)
4.37, d (13.2)
4.31, dd (13.2, 1.3)
5.52, brs
6.20, brs
5.51, brs
6.19, brs
14′ 1.02, s 0.91, s 0.94, s 0.94, s
15′ 4.04, d (11.0)
4.01, d (11.0)
4.41, d (11.2)
3.90, d (11.2)
4.23, d (11.1)
4.18, d (11.1)
4.30, d (11.1)
4.08, d (11.1)
2″ 6.07, m 5.99, q (1.5) 6.86, m 5.91, q (1.5)
4″ 4.10, m 4.08, m 1.81, brs 4.62, m
5″ 2.12, d (1.3) 2.07, (br s) 1.82, brs 2.13, d (1.5)
7″ 2.57, m 2.68, m
8″ 2.67, m 2.75, m
12-OMe 3.44, s 3.43, s
6″-OMe 3.69, s
9″-OMe 3.69, s
a

Data were measured in CD3OD and

b

data were measured in CDCl3.