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. Author manuscript; available in PMC: 2021 May 1.
Published in final edited form as: Magn Reson Chem. 2019 Aug 4:10.1002/mrc.4932. doi: 10.1002/mrc.4932

TABLE 1.

NMR spectroscopic data (600 MHz 1H, 150 MHz 13C, DMSO-d6) for damirine A (1)

Position δC, type δH (J in Hz) ROESY HMBC
1 110.6, CH 7.62, d (7.8) 13 3, 4a, 4ba, 13aa
2 122.2, CH 7.29, dd (7.2, 7.8) 1, 4, 13a, 4aa
3 118.4, CH 7.19, dd (7.2, 7.8) 1, 4, 4a, 4ba, 13aa
4 120.0, CH 8.44, d (7.8) 2, 4b, 13a, 1a
4a 121.9, C
4b 101.7, C
4c 123.2, C
5 b
6 153.0, C
7 b
7a 116.7, C
7b 127.8, C
8 11.86, s 9 7b, 8a, 12a, 12b, 7aa, 4ca
8a 138.3, C
9 110.7, CH 7.55, d (7.8) 8 11, 12a, 8aa, 12ba
10 122.4, CH 7.30, dd (7.2, 7.8) 8a, 9, 12, 12aa
11 118.5, CH 7.24, t (7.2) 9, 12, 12a, 8aa, 12ba
12 120.0, CH 8.57, d (7.2) 13 8a, 10, 12b, 9a
12a 122.7, C
12b 101.4, C
12c 129.8, C
13 11.51, s 1, 12 4a, 4b, 12c, 13a, 1a, 7ba
13a 138.6, C
a

Observed with nJCH = 3 Hz.

b

Not observed.