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. Author manuscript; available in PMC: 2009 Sep 18.
Published in final edited form as: Org Lett. 2008 Aug 13;10(18):4149–4151. doi: 10.1021/ol801726k

Table 1.

NMR assignments of codinaeopsin in CD3OD (600MHz), and 13C abundance after administration of labeled precursors

position δC δH [1-13C]-acetate enrichmenta [S-13CH3]-L-Met enrichmenta
1 170.5 3.3
2 137.1
3 199.8 4.1
4 49.6 3.43 (dd, J = 12.4, 7.0 Hz)
5 47.2 1.50 (dd, J = 12.4 Hz) 5.6
6 33.4 1.20 (m)
7 48.3 0.61, 1.49 5.9
8 28.7 1.72 (m)
9 49.9 0.85, 1.41 4.3
10 37.7
11 136.8 5.21 (s) 5.4
12 130.5
13 53.1 2.47 (d, J = 7.0 Hz) 6.0
14 137.3
15 124.5 4.51 (q, J = 6.5 Hz) 5.6
16 13.5 1.29 (3H, d, J = 6.5 Hz)
17 25.4 0.22 (3H, d, J = 6.7 Hz) 46.9
18 23.1 0.82 (3H, d, J = 7.5 Hz) 41.2
19 22.6 0.82 (3H, s) 44.3
20 22.7 1.37 (3H, s) 39.4
21 14.2 1.30 (3H) 43.2
1′ 157.0 7.34 (s)
2′ 88.5
3′ 34.5 3.32 (d), 3.44 (d, J = 14.0 Hz)
4′ 109.0
5′ 129.3
6′ 119.3 7.57 (d, J = 7.8 Hz)
7′ 120.2 7.01 (dd, J = 7.5 Hz)
8′ 122.3 7.06 (dd, J = 7.5 Hz)
9′ 112.4 7.29 (d, J = 8.0 Hz)
10′ 137.7
11′ 125.4 7.10 (s)