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

Table 2. 1H and 13C NMR Data of Compounds 4, 5, and 6a.

  4
 5
 6
position δC, type δH HMBC δC, type δH HMBC δC, type δH HMBC
1 38.7, CH2 1.66b 2, 3, 5, 9, 10, 25 40.9, CH2 1.64b 2, 3, 5, 9, 10, 25 42.0, CH 1.62b 2, 3, 5, 9, 10, 25
1.00, ddd (13.0, 12.0, 2.7) 0.97, ddd (13.0, 12.8, 5.6) 0.90b
2 17.8, CH2 1.63b 1, 3, 4 19.1, CH2 1.63b 1, 3, 4, 10 19.9, CH2 1.58b 1, 3, 4, 10
1.54b 1.59b 1.53b
3 37.1, CH2 1.74b 1, 2, 4, 5, 23, 24 31.4, CH2 1.57b 1, 2, 4, 5, 23, 24 32.4, CH2 1.51b 2, 4, 5
1.54b 1.45b 1.38b
4 47.7, C     43.5, C     44.5, C    
5 51.0, CH 1.80, dd (13.2, 1.9) 1, 3, 4, 6, 7, 9, 10, 23, 24, 25 56.5, CH 1.49, d (11.4) 4, 6, 7, 9, 10, 23, 24, 25 57.9, CH 1.44, d (11.4) 1, 3, 4, 6, 7, 9, 10, 24, 25
6 22.8, CH2 1.38, dddd (13.3, 13.2, 13.2, 3.1) 4, 5, 7, 8, 10 73.6, CH 3.72, ddd (11.4, 11.3, 4.4) 4, 5, 10, 23 74.8, CH 3.65, ddd (11.4, 11.3, 4.4) 4, 5, 10
1.10b
7 42.7, CH2 1.71b 5, 6, 8, 9, 22 51.1, CH2 2.36b 5, 6, 8, 9, 22 52.3, CH2 2.28, dd (11.2, 4.4) 5, 6, 8, 9, 22
1.45b 1.50b 1.50b
8 76.1, C     75.4, C     76.4, C    
9 58.6, CH 1.33, dd (11.5, 2.4) 1, 5, 8, 10, 11, 12, 25 60.0, CH 1.09, t (5.2, 5.2) 1, 7, 8, 10, 11, 22, 25 61.1, CH 1.06b 7, 8, 10, 11, 12, 25
10 36.4, C     36.4, C     36.4, C    
11 16.1, CH2 1.58b 8, 9, 10, 12, 13 22.9, CH2 1.58b 8, 9, 10, 12, 13 24.2, CH2 1.62b 8, 9, 10, 12, 13
1.52b 1.37b 1.39b
12 36.4, CH2 2.24, ddd (12.7, 2.9, 2.7) 9, 11, 13, 14 41.5, CH2 2.17, ddd (14.0, 8.4, 8.0) 9, 11, 13, 14, 21 42.9, CH2 2.18, ddd (14.2, 8.2, 8.2) 9, 11, 13, 14, 21
1.55b 2.12, ddd (14.0, 8.8, 5.6) 2.06b
13 73.2, C     141.4, C     145.1, C    
14 136.7, CH 6.26, d (16.5) 12, 13, 15, 16, 21 116.2, CH 5.02, t (7.1, 7.1) 12, 15, 16, 21 123.2, CH 5.16, d (8.6) 12, 21
15 112.6, CH 6.16, d (16.5) 13, 14, 16, 17 30.3, CH2 2.72, ddd (15.0, 7.1, 4.7) 13, 14, 16, 17 69.2, CH 4.66, dd (8.6, 3.5)  
2.32b
16 116.8, C     84.5, CH 4.91, t (4.7, 4.7) 14, 15, 17, 18, 19 88.0, CH 4.80, d (3.5) 14, 15, 17, 18
17 148.6, CH3     168.3, C     168.0, C    
18 114.7, CH 6.22, d (1.8) 16, 17, 19, 20 117.9, CH 5.88, s 16, 17, 19, 20 119.3, CH 5.84, s 16, 17, 19, 20
19 140.9, CH 7.25, d (1.8) 16, 17, 18 173.5, CO     174.4, CO    
20 10.2, CH3 2.06, s 17, 18 14.1, CH3 2.06, s 16, 17, 18 15.9, CH3 2.10, s 16, 17, 18
21 33.1, CH3 1.23, s 12, 13, 14 16.4, CH3 1.65, s 12, 13, 14 18.1, CH3 1.66, s 12, 13, 14
22 24.5, CH3 1.22, s 7, 8, 9 24.7, CH3 1.12, s 7, 8, 9 25.8, CH3 1.05, s 7, 8, 9
23 179.0, C     112.6, CH 4.43, s 4, 5, 6, 24 113.6, CH3 4.35, s 4, 5, 6, 24, 1′
24 16.4, CH3 1.12, s 3, 4, 5, 23 19.6, CH3 1.01, s 3, 4, 5, 23 20.1, CH3 0.94, s 3, 4, 5, 23
25 16.3, CH3 0.75, s 1, 5, 9, 10 15.4, CH3 0.83, s 1, 5, 9, 10 16.3, CH3 0.84, s 1, 5, 9, 10
OMe 52.0, CH3 3.66, s   54.9, CH3 3.34, s 23 55.8, CH3 3.27, s 23
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.