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. Author manuscript; available in PMC: 2013 Sep 1.
Published in final edited form as: Bioorg Med Chem. 2012 Jul 5;20(17):5290–5295. doi: 10.1016/j.bmc.2012.06.030

Table 2.

NMR data of deschloro hapalindole I (2) in CDCl3

Position δC, mult.a δH mult. (J in Hz)b COSYb HMBCb NOESYb
1 8.32 br s 2
2 123.3, CH 7.89 d (2.4) 1 3, 8, 9
3 109.9, C
4 140.7, C
5 114.5, CH 7.04 m 6 4, 7, 9, 10, 16 17, 18
6 124.4, CH 7.202 m 7 4, 5, 8
7 109.2, CH 7.206 m 6 5, 9
8 133.1, C
9 124.9, C
10 132.4, C
11 121.6, C
12 40.6, C
13eq 35.8, CH2 1.76 m 14ax 12, 19 19
13ax 1.72 m 13eq 15
14eq 20.1, CH2 1.97 m 14ax, 15 13 15
14ax 1.83 m 13eq, 14eq, 15 13 18, 19
15 47.4, CH 2.66 dd (9.6, 6.6) 14eq, 14ax 10, 11, 16, 17 13ax, 14eq, 14ax, 17
16 38.9, C
17 24.6, CH3 1.52 s 18 4, 5, 16, 18
18 26.1, CH3 1.04 s 17 4, 5, 16, 17 14ax
19 23.6, CH3 1.36 s 11, 12, 13, 20
20 145.2, CH 5.94 dd (17.4, 10.8) 21E, 21Z 11, 12, 13, 20 13ax, 19
21E 114.7, CH2 5.21 d (10.8) 20 12 19
21Z 5.18 d (17.4) 20 12, 20 19
22 c
a

Chemical shifts determined from gHSQC and gHMBC experiments recorded at 600 MHz.

b

Recorded at 600 MHz.

c

Signal not observed.