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. Author manuscript; available in PMC: 2013 Apr 27.
Published in final edited form as: J Nat Prod. 2012 Mar 8;75(4):707–715. doi: 10.1021/np2009994

Table 1.

1H (500 MHz), 13C (100 MHz), and 1H-13C NMR data for 1 and 15 (CDCl3)

waikialoid A (1) waikialoid B (15)
position δC, type δH, mult. (J in Hz) HMBC (H→C) δCa, type δH, mult. (J in Hz) HMBC(H→C)
1a 44.2, CH2 3.29, td (7.2, 11.6) C-2,3,4 43.8, CH2 3.19, m
1b 3.47, m 3.41, m
2 24.8, CH2 2.00, m C-1,3 24.6, CH2 1.98, m C-26,37
2.22, m C-4,7,26
3a 29.4, CH2 1.83, m C-1,2,4,5,26 29.1, CH2 1.81, m C-4,26
3b 2.76, td (6.5, 12.8) 2.75, m C-4,6,26
4 65.8, qC 65.5, qC
5 28.6, CH2 2.16, m C-4,6,7,26 28.7, CH2 2.12, m C-5,26
2.20, m C-4,26
6 43.6, CH 3.00, m C-4,5,7,23,27,28 43.0, CH 2.74, m C-22,23,27,28
7 38.1, qC 38.0, qC
8 151.3, qC 148.5, qC
10 140.0, qC 140.9, qC
11 113.0, qC 112.6, qC
12 116.7, CH 7.56, d (10.5) C-10,13,14,16 116.9, CH 7.34, d (10.3) C-14,16
13 131.7, CH 5.52, d (10.5) C-11,14 131.8, CH 5.54, d (10.2) C-11,14
14 76.4, qC 76.3, qC
16 153.6, qC 154.6, qC
17 115.0, CH 6.44, d (8.3) C-11,16,19 115.4, CH 6.98, d (8.4) C-10,16,20
18 120.7, CH 6.89, d (8.3) C-10,11,16 120.6, CH 6.70, d (8.3) C-11,16,19
19 129.7, qC 124.0, qC
20 61.8, qC 58.7, qC
21 58.2, CH 5.55, s C-6,19,20,22,23,52 59.7, CH 5.25, s C-6,19,20,22,23,51,52
22 64.6, qC 64.8, qC
23 167.1, qC 166.2, qC
25-NH 7.44, s C-4,6,21,26 7.78, s C-22
26 174.2, qC 173.7, qC
27 17.0, CH3 1.68, s C-7,8,28 18.2, CH3 1.60, s C-6,7,8,28
28 26.6, CH3 1.83, s C-6,7,8,27 27.5, CH3 1.76, s C-6,7,8,27
29 27.4, CH3 1.15, s C-13,14,30 27.6, CH3 1.26, s C-13,14,30
30 27.4, CH3 1.28, s C-13,14,29 28.9, CH3 1.47, s C-13,14,29
31a 44.6, CH2 3.62, m C-31,32,34 45.0, CH2 3.73, m
31b 3.47, m
32 25.0, CH2 2.11, m C-31,33,34 28.7, CH2 2.12, m C-34,56
2.20, m C-56
33a 29.9, CH2 1.99, m C-32,33,34,56 29.5, CH2 2.09, m C-34,35,56
33b 2.94, m 2.95, m C-34,56
34 68.8, qC 68.5, qC
35a 30.9, CH2 2.02, m C-36,37,52,56 31.7, CH2 1.99 C-34
35b 2.42, dd (10.5, 12.5) 2.44, dd (9.8, 12.8
36 46.9, CH 3.08, dd (6.7, 10.3) C-35,37,52,53,57,58 51.2, CH 3.12, dd (8.5, 17.5) C-35,37,52.53
37 34.2, qC 37.0, qC
38 141.4, qC 146.8, qC
39 7.58, s C-38,40,49,50
40 132.7, qC 139.1, qC
41 104.6, qC 112.6, qC
42 117.0, CH 6.40, d (9.8) C-41,44,46 116.9, CH 7.48, d (10.3) C-44,46
43 129.7, CH 5.58, d (9.8) C-41,44 131.4, CH 5.61, d (10.3) C-41,44
44 75.6, qC 76.3, qC
46 148.8, qC 154.9, qC
47 111.0, CH 6.64, d (8.3) C-41,46,48 118.4, CH 6.78, d (8.3) C-41,46,49
48 120.1, CH 7.14, d (8.8) C-40,46,49,50 122.8, CH 7.06, d (8.3) C-40,46,50
49 120.4, qC 124.0, qC
50 103.5, qC 76.9, qC
51 43.4, CH 5.14, s C-,8,10,19,20,36,50,52,53 52.2, CH 4.46, s C-20,36,53,8,49,50,52
52 70.4, qC 71.1, qC
53 168.8, qC 169.5, qC
56 174.3, qC 174.0, qC
57 22.4, CH3 1.02, s C-36,37,38,58 27.4, CH3 1.22, s C-36,37,38,58
58 27.5, CH3 1.26, s C-36, 37,38,57 26.4, CH3 1.74, s C-36,37,38,57
59 27.4, CH3 1.37, s C-43,44,60 19.5, CH3 1.25, s C-43,44,60
60 27.4, CH3 1.39, s C-43,44,59 28.8, CH3 1.47, s C-43,44,59
62-OH 6.46, s C-49,50,51
a

: δC was assigned based on 1H→13C HSQC and HMBC NMR data