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. 2020 Mar 17;83(4):1027–1042. doi: 10.1021/acs.jnatprod.9b01024

Table 3. 1H and 13C NMR Data of Compounds 7, 8, and 9a.

  7
 8
 9
position δC, type δH HMBC δC, type δH HMBC δC, type δH HMBC
1 39.2, CH2 1.67b   39.6, CH2 1.60b 2, 3, 9, 10, 25 40.3, CH2 1.63b 2, 3, 5, 10, 25
0.96b 0.93, ddd (13.3, 13.0. 3.3) 0.94b
2 18.1, CH2 1.70b   17.9, CH2 1.62b 1, 3, 4 19.1, CH2 1.56b 1, 3, 4
1.62b 1.49b 1.42b
3 30.6, CH2 1.59b   35.3, CH2 1.46b 1, 2, 4, 5, 24 43.0, CH2 1.36b 1, 2, 3, 4
1.47b 1.22b 1.14b
4 42.2, C     37.8, C     39.0, C    
5 55.5, CH 1.51b   48.8, CH 1.24b 1, 3, 4, 6, 7, 9, 10, 23, 24, 25 56.5, CH 0.91b 1, 6, 7, 10, 23, 24
6 72.3, CH 3.70, dd (11.3, 11.1, 4.2)   20.4, CH2 1.58b 5, 7, 8, 10 21.8, CH2 1.63b 5, 7, 8, 10
1.26b 1.24b
7 49.8, CH2 2.38b   44.3, CH2 1.48b 5, 6, 8, 9, 22 44.6, CH2 1.83, dt (12.2, 3.1, 3.1) 5, 6, 8, 9
1.57b 1.84, ddd (13.9, 3.0, 3.0) 1.36b
8 74.1, C     74.0, C     74.3, C    
9 59.4, CH 1.13b 7, 8 60.6, CH 1.05, t (4.2, 4.2) 8, 10, 11, 12, 22, 25 61.6, CH 1.03, t (4.0, 4.0) 8, 10, 11, 12
10 35.2, C     39.2, C     38.9, C    
11 22.1, CH2 1.64b   23.4, CH2 1.53b 8, 9, 10, 12 23.4, CH2 1.46b 8, 9, 10, 12
1.42b 1.32, dddd (14.1, 9.0, 5.4, 5.3) 1.37b
12 41.2, CH2 2.14b   42.9, CH2 2.10b 9, 11, 13, 14, 21 43.2, CH2 2.09b 9, 11, 13, 14, 21
2.12b 2.07b 2.05b
13 139.8, C     141.2, C     140.4, C    
14 115.4, CH 5.03, t (7.2, 7.2)   116.4, CH 5.02, t (6.8, 6.8) 12, 15, 16, 21 119.8, CH 5.13, t (7.4, 7.4) 12, 15, 16, 21
15 29.2, CH 2.72, ddd (14.9, 7.2, 5.5)   30.2, CH2 2.70, ddd (14.9, 6.8, 4.9) 13, 14, 16, 17 34.5, CH 2.34, ddd (14.0, 7.4, 6.9) 14, 16, 17
2.32b 2.31, ddd (14.9, 6.8, 4.9) 2.19, ddd (14.0, 7.4, 6.9)
16 83.2, CH 4.91, t (5.5, 5.5)   84.5, CH 4.90, t (4.9, 4.9) 14, 15, 17, 18 70.5, CH 4.49, t (6.9, 6.9) 14, 15, 17, 18, 20
17 167.2, C     168.4, C     141.0, C    
18 116.5, CH 5.86, s   117.7, CH 5.87, s 16, 17, 19, 20 126.3, CH 5.50, dd (6.9, 6.8) 16, 19, 20
19 172.3, CO     173.5, CO     58.4, CH2 4.18, dd (12.6, 6.8) 17, 18
4.04, dd (12.6, 6.9)
20 13.2, CH3 2.07, s 16, 17, 18 14.1, CH3 2.06, s 16, 17, 18 18.4, CH3 1.75, s 16, 17, 18
21 16,6, CH3 1.66, s 12, 13, 14 16.0, CH3 1.66, s 12, 13, 14 16.7, CH3 1.64, s 12, 13, 14
22 24.0, CH3 1.15, s 7, 8, 9 23.9, CH3 1.12, s 7, 8, 9 24.1, CH3 1.11, s 7, 8, 9
23 111.1, C17 4.43, s   72.0, CH2 3.47, d (11.0) 3, 4, 5, 24 33.8, CH3 0.85, s 3, 4, 24
3.06, d (11.0)
24 17.3, CH3 1.00, s 3, 4, 5, 23 17.6, CH3 0.72, s 3, 4, 5, 23 15.8, CH3 0.78, s 3, 4, 5, 23
25 15.7, CH3 0.87, s 1, 5, 9, 10 16.5, CH3 0.83, s 1, 5, 9, 10 15.9, CH3 0.79, s 1, 5, 9, 10
OMe                  
a

Spectra were recorded in CDCl3, at 600 MHz (1H) and 150 MHz (13C). J values are in parentheses and reported in Hz; chemical shifts are given in ppm; assignments were confirmed by DQF-COSY, 1D-TOCSY, and HSQC experiments.

b

Overlapped signal.