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. Author manuscript; available in PMC: 2017 Aug 14.
Published in final edited form as: Tetrahedron. 2017 Mar 6;73(16):2234–2241. doi: 10.1016/j.tet.2017.03.003

Table 2.

NMR spectroscopic data for marinocyanin D (4), E (5), and F (6) in CD3OD at 500 MHz.

C/H# 4
5
6
δC δH (J in Hz) δC δH (J in Hz) δC δH (J in Hz)
1 171.5, C 171.5, C 171.2, C
2 108.2, C 107.8, C 107.5, C
3 147.5, CH 8.24, d (8.5) 147.2, CH 8.23, d (8.9) 145.8, CH 8.22, d (8.8)
4 94.5, CH 6.47, d (8.5) 94.1, CH 6.42, d (8.9) 94.6, CH 6.49, d (8.8)
4a 135.1, C 134.9, C 135.3, C
5
5a 133.2, C 133.6, C 133.3, C
6 116.7, CH 8.09, d (8.6) 116.2, CH 8.04, d (8.8) 117.7, CH 8.21, d (8.8)
7 137.6, CH 8.10, dd (8.6) 137.4, CH 8.07, dd (8.8, 1.5) 136.9, CH 8.04, dd (8.8)
8 127.7, CH 7.80, m 127.4, CH 7.78, d (8.8) 126.6, CH 7.76, dd (8.8)
9 134.2, CH 8.44, d (8.6) 133.9, CH 8.43, dd (8.8, 1.5) 133.1, CH 8.41, d (8.8)
9a 137.6, C 137.6, C 138.1, C
10
10a 144.9, C 144.8, C 144.9, C
11 51.8, CH2 5.58, br s 51.7, CH2 5.50, br s 49.2, CH2 5.91, d (16.5)
5.41, d (16.5)
12 121.3, C 124.4, C 124.9, C
13 134.4, C 134.1, C 135.2, C
14 41.7, CH2 2.08, d (16.5) 77.7, CH 3.50, s 46.2, CH2 2.08, d (16.5)
1.88, d (16.5) 1.88, d (16.5)
15 34.2, C 32.9, C 29.8, C
16 30.9, CH2 1.34, m 30.1, CH2 1.28, m 45.5, CH2 1.56, m
1.18, m 1.27, m
17 22.9, CH2 1.46 br s 23.3, CH2 1.45, br s 65.1, CH 3.38, m
18 20.0, CH3 2.00, s 17.0, CH3 2.09, s 18.7, CH3 1.99, s
19 70.6, CH2 3.23, d (12.5) 24.3, CH3 0.86, s 30.2, CH3 0.95, s
3.18, d (12.5)
20 22.1, CH3 0.80, s 24.7, CH3 0.80, s 25.3, CH3 0.75, s