Table 1.

NMR Spectroscopic Data for Plakinamine M (1) in CD₃OD^a

position	δC, type	δH (J in Hz)	COSY	HMBCb
1	43.4, CH2	1.46, m; 1.91, m	H-2	2, 3, 5, 9, 10, 19
2	64.4, CH	4.12, ddd (5.5, 8.5, 13.7)	H-1, H-3	1, 3, 4, 10
3	68.0, CH	3.26, ddd (5.5, 8.3, 13.7)	H-2, H-4	1, 2, 4, 3-NCH3
4	24.1, CH2	1.80, m; 1.91, m	H-3, H-5	2, 3, 6, 10
5	36.1, CH	1.67, m	H-4, H-6	4, 6, 9, 10, 19
6	29.7, CH2	1.79, m; 1.91, m	H-5, H-7	4, 10
7	118.2, CH	5.20, br d (3.6)	H-6	5, 6, 9, 14
8	140.8, C
9	50.8, CH	1.89, m	H-11	10, 11, 12
10	35.3, C
11	22.4, CH2	1.55, m; 1.62, m	H-9, H-12	9, 10, 12, 13
12	40.5, CH2	1.29, m; 2.09, br d (13.2)	H-11	9, 11, 13, 14, 17, 18
13	44.4, C
14	56.0, CH	1.88, m	H-15	9, 13
15	23.7, CH2	1.48, m; 1.53, m	H-14, H-16	8, 14, 16
16	28.8, CH2	1.35, m; 1.95, m	H-15, H-17	13, 15, 17
17	56.9, CH	1.31, m	H-16, H-20	12, 13, 16, 20, 21
18	12.1, CH3	0.59, s		12, 13, 17
19	17.4, CH3	0.91, s		1, 5, 9, 10
20	38.2, CH	1.48, m	H-17, H-21, H-22	16, 17
21	19.1, CH3	0.95, d (6.6)	H-20	17, 20, 22
22	34.9, CH2	1.82, m; 2.15, m	H-20, H-23	17, 20, 21, 23
23	126.1, CH	5.36, br t (7.4)	H22	20, 22, 25, 28, 29
24	141.1, C
25	35.5, CH	2.27, q (6.6)	H-26, H-27	23, 24, 26, 27, 28
26/27	22.2, CH3	1.05, d (6.6)	H-25	24, 25, 27/26
28	25.6, CH2	2.45, m	H-29	23, 24, 25, 29
29	57.5, CH2	3.05, t (9.0)	H-28	24, 28, 29-NCH3
29-NCH3	43.0, CH3	2.91, s		29, 29-NCH3
29-NCH3	43.1, CH3	2.91, s		29, 29-NCH3
3-NCH3	37.9, CH3	2.83, s		3, 3-NCH3
3-NCH3	41.9, CH3	2.86, s		3, 3-NCH3

^aSpectra were recorded at 500 MHz for ¹H and 125 MHz for ¹³C.

^bHMBC correlations are from proton(s) stated to the indicated carbon.