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. 2018 Feb 27;16(3):75. doi: 10.3390/md16030075

Table 1.

Data of 1H (400 MHz, CDCl3) and 13C (100 MHz, CDCl3) NMR and 1H–1H COSY and HMBC correlations for briaviolide K (1).

Position δH (J in Hz) δC, Multiple 1H–1H COSY HMBC
1 46.5, C
2 5.17 d (8.0) 75.4, CH H2-3 C-1, C-4, C-15, acetate carbonyl
3α/β 1.73 m; 2.62 ddd (15.2, 15,2, 6.0) 32.3, CH2 H-2, H2-4 C-4
4/4′ 1.95 m; 2.53 br d (15.2) 28.7, CH2 H2-3 C-5, C-6
5 146.2, C
6 5.29 d (9.2) 117.4, CH H-7, H3-16 n. o. a
7 5.37 d (9.2) 75.1, CH H-6 C-5, C-6, C-19
8 70.7, C
9 5.74 d (2.0) 68.0, CH H-10 C-1, C-7, C-8, C-10, C-11, C-17,
acetate carbonyl
10 2.34 br s 44.9, CH H-9 C-1, C-8, C-9, C-15, C-20
11 76.0, C
12 4.85 dd (3.6, 2.4) 75.0, CH H2-13 n-butyrate carbonyl
13/13′ 2.01 m; 2.19 m 24.3, CH2 H-12, H-14 C-12
14 4.56 dd (2.8, 2.8) 74.9, CH H2-13 C-1, acetate carbonyl
15 1.28 s 14.8, CH3 C-1, C-2, C-10, C-14
16 2.05 br s 27.0, CH3 H-6 C-4, C-5, C-6
17 64.5, C
18 1.70 s 10.2, CH3 C-8, C-17, C-19
19 170.7, C
20 1.29 s 30.0, CH3 C-10, C-11, C-12
OAc-2 170.4, C
1.98 s 21.5, CH3 Acetate carbonyl
OAc-9 169.4, C
2.22 s 21.2, CH3 Acetate carbonyl
OAc-14 170.6, C
2.00 s 21.5, CH3 Acetate carbonyl
n-OC(O)Pr-12 172.6, C
2.29 t (7.6) 36.4, CH2 H2-3′ C-1′, C-3′, C-4′
1.65 sext (7.6) 18.3, CH2 H2-2′, H3-4′ C-1′, C-2′, C-4′
0.95 t (7.6) 13.7, CH3 H2-3′ C-2′, C-3′
OH-11 2.11 s C-10, C-11, C-12, C-20

a n. o. = not observed.