Skip to main content
. 2013 Dec 11;11(12):4937–4960. doi: 10.3390/md11124937

Table 3.

1H NMR chemical shifts of trichorzianines 2–8 in DMSO-d6.

Position TA1909 (2) a TA1895 (3) a TA1896 (4) b TA1924 (5) b TA1910 (6) a TA1924a (7) a TA1909a (8) a
Ac 2 1.93 s 1.92 s 1.92 s 1.92 s 1.92 s 1.93 s 1.93 s
1Aib 3 1.35 s 1.35 s 1.35 s 1.35 s 1.35 s 1.36 s 1.36 s
4 1.32 s 1.32 s 1.32 s 1.32 s 1.33 s 1.32 s 1.33 s
NH 8.57 s 8.57 s 8.58 s 8.54 s 8.57 s 8.57 s 8.56 s
2Ala 2 3.99 m 3.98 m 3.98 m 4.00 m 4.01 m 4.01 m 4.01 m
3 1.31 d 1.31 d 1.31 d 1.30 d 1.31 d 1.31 d 1.31 d
NH 8.27 d 8.27 d 8.27 d 8.24 d 8.26 d 8.27 d 8.25 d
3Ala 2 3.99 m 3.99 m 3.98 m 4.02 m 4.01 m 4.01 m 4.01 m
3 1.33 d 1.33 d 1.33 d 1.33 d 1.33 d 1.33 d 1.33 d
NH 7.69 d 7.69 d 7.70 d 7.68 d 7.68 d 7.71 m 7.68 d
4Aib 3 1.41 d s 1.39 c s 1.43 c s 1.43 s 1.45 c s 1.45 s 1.46 s
4 1.36 c s 1.38 s 1.38 d s 1.35 s 1.35 d s 1.38 c s 1.35 c s
NH 7.81 s 7.81 s 7.82 s 7.86 s 7.87 s 7.83 s 7.87 s
5Iva/5Aib 3a 1.44 s 1.42 e s 1.43 c s 2.20 m 2.21 m 1.44 s 2.21 m
3b 1.62 m 1.62 m 1.62 m
4 1.39 s 1.37 d s 1.35 s 0.73 t 0.73 m 1.36 c s 0.73 t
5 1.35 c s 1.35 s 1.36 s
NH 7.54 s 7.53 s 7.53 s 7.46 s 7.47 s 7.55 s 7.47 s
6Gln 2 3.74 m 3.73 m 3.74 m 3.78 m 3.78 m 3.77 m 3.78 m
3 1.98 m 1.99 m 1.99 m 1.95 m 1.97 m 1.97 m 1.97 m
4a 2.13 m 2.13 m 2.13 m 2.14 m 2.14 m 2.15 m 2.14 m
4b 2.23 m 2.23 m 2.23 m 2.23 m 2.23 m 2.23 m 2.23 m
NH2a 7.13 s 7.13 s 7.17 s 7.16 s 7.16 s 7.16 s 7.16 s
NH2b 6.75 s 6.75 s 6.75 s 6.74 s 6.77 s 6.76 s 6.76 s
NH 7.74 m 7.74 m 7.74 m 7.72 m 7.73 m 7.77 m 7.73 m
7Aib 3 1.41 d s 1.41 c s 1.44 s 1.42 d s 1.43 c s 1.45 d s 1.43 d s
4 1.34 c s 1.37 d s 1.39 d s 1.35 c s 1.36 d s 1.35 c s 1.36 c s
NH 7.90 s 7.89 s 7.89 s 7.84 s 7.90 s 7.86 s 7.90 s
8Aib 3 1.46 c s 1.45 s 1.46 s 1.42 d s 1.45 c s 1.43 d s 1.43 d s
4 1.38 d s 1.35 d s 1.39 d s 1.38 c s 1.35 d s 1.35 c s 1.39 c s
NH 7.59 7.58 s 7.58 s 7.54 s 7.55 s 7.59 s 7.55 s
9Ala/9Aib 2 3.94 m 3.93 m 3.93 m 3.96 m 3.96 m
3 1.40 d 1.40 d 1.40 d 1.46 s 1.40 d 1.48 s 1.40 d
4 1.42 s 1.43 s
NH 7.73 m 7.73 m 7.73 m 7.75 s 7.72 s 7.79 s 7.72 s
10Ser 2 4.09 m 4.09 m 4.09 m 4.02 m 4.10 m 4.03 m 4.11 m
3a 3.72 m 3.72 m 3.73 m 3.76 m 3.73 m 3.75 m 3.72 m
3b 3.77 m 3.77 m 3.77 m 3.78 m 3.76 m 3.79 m 3.76
OH 4.86 t 4.85 t 4.85 t - - - 4.87 t
NH 7.77 m 7.77 m 7.76 m 7.73 m 7.76 d 7.74 m 7.76 m
11Leu 2 4.27 m 4.27 m 4.27 m 4.28 m 4.28 m 4.27 m 4.28 m
3a 1.54 m 1.52 m 1.53 m 1.55 m 1.55 m 1.56 m 1.55 m
3b 1.67 m 1.65 m 1.66 m 1.68 m 1.67 m 1.70 m 1.67 m
4 1.73 m 1.68 m 1.69 m 1.69 m 1.69 m 1.73 m 1.69 m
5 0.76 d 0.77 d 0.77 m 0.76 d 0.78 d 0.76 m 0.78 d
6 0.81 d 0.83 d 0.83 d 0.83 d 0.84 d 0.82 d 0.84 d
NH 7.43 d 7.44 d 7.43 m 7.59 d 7.44 d 7.59 d 7.44 m
12Aib 3 1.40 s 1.38 e s 1.36 s 1.38 s 1.39 s 1.37 s 1.40 s
4 1.46 s 1.45 s 1.47 s 1.48 s 1.46 s 1.49 s 1.49 s
NH 7.78 s 7.91 s 7.89 s 7.93 s 7.91 s 7.92 s 7.93 s
13Pro 2 4.21 t 4.23 t 4.21 t 4.22 t 4.22 t 4.21 t 4.24 t
3a 1.58 m 1.64 m 1.64 m 1.65 m 1.65 m 1.60 m 1.65 m
3b 2.22 m 2.22 m 2.22 m 2.22 m 2.22 m 2.24 m 2.22 m
4 1.84 m 1.84 m 1.84 m 1.86 m 1.86 m 1.86 m 1.86 m
5a 3.38 m 3.47 m 3.47 m 3.52 m 3.48 m 3.45 m 3.48 m
5b 3.71 m 3.69 m 3.69 m 3.67 m 3.70 m 3.70 m 3.70 m
14Leu/14Val 2 3.94 m 3.76 m 3.68 m 3.72 m 3.68 m 3.90 m 3.77 m
3a 1.51 m 2.22 m 2.22 m 2.21 m 2.21 m 1.52 m 2.21 m
3b 1.78 m 1.78 m
4 1.67 m 0.93 d 0.93 d 0.93 d 0.94 d 1.68 m 0.94 d
5 0.91 d 0.86 d 0.86 d 0.87 d 0.89 d 0.92 d 0.88 d
6 0.82 d 0.82 d
NH 7.74 m 7.59 m 7.59 m 7.58 m 7.59 d 7.72 m 7.60 d
15Aib 3 1.42 d s 1.43 s 1.42 c s 1.42 d s 1.43 c s 1.42 d s 1.45 d s
4 1.35 c s 1.37 d s 1.35 s 1.35 c s 1.38 d s 1.36 c s 1.39 c s
NH 7.63 s 7.48 s 7.45 s 7.43 s 7.43 s 7.63 s 7.43 s
16Ile 2 3.91 m 3.84 t 3.87 t 3.88 m 3.88 m 3.93 m 3.87 m
3 1.87 m 1.88 m 1.88 m 1.88 m 1.88 m 1.88 m 1.88 m
4a 1.20 m 1.20 m 1.20 m 1.20 m 1.20 m 1.20 m 1.20 m
4b 1.47 m 1.47 m 1.47 m 1.50 m 1.50 m 1.47 m 1.50 m
5 0.81 t 0.81 t 0.80 t 0.80 t 0.81 t 0.82 t 0.81 t
6 0.85 d 0.85 d 0.85 d 0.84 d 0.85 d 0.86 d 0.86 d
NH 6.96 d 7.22 m 7.20 m 7.20 m 7.21 m 6.94 d 7.22 m
17Gln/17Glu 2 4.03 m 3.95 m 4.01 m 4.01 m 4.02 m 4.06 m 3.97 m
3a 1.85 m 1.90 m 1.98 m 1.95 m 1.95 m 1.87 m 1.90 m
3b 1.94 m 1.97 m
4a 2.08 m 2.13 m 2.41 m 2.40 m 2.49 m 2.37 m 2.13 m
4b 2.18 m 2.23 m 2.47 m 2.30 m 2.40 m 2.44 m 2.23 m
NH 7.69 d 7.69 d 7.67 d 7.68 d 7.68 d 7.68 m 7.69 d
OMe 3.55 s 3.55 s 3.55 s 3.54 s
NH2a 6.72 s 6.72 s 6.72 s
NH2b 7.13 s 7.13 s 7.13 s
18Gln 2 4.04 m 4.00 m 4.01 m 4.03 m 4.03 m 4.06 m 4.03 m
3a 1.83 m 1.81 m 1.83 m 1.81 m 1.83 m 1.83 m 1.85 m
3b 1.70 m 1.70 m 1.70 m 1.70 m 1.72 m 1.70 m 1.72 m
4a 2.03 m 2.04 m 2.05 m 2.05 m 2.05 m 2.05 m 2.05 m
4b 1.97 m 1.97 m 1.97 m 1.97 m 1.98 m 1.97 m 1.98 m
5
NH2a 6.64 s 6.62 s 6.51 s 6.61 s 6.63 s 6.65 s 6.63 s
NH2b 7.10 s 7.07 s 7.05 s 7.04 s 7.07 s 7.10 s 7.07 s
NH 7.47 d 7.44 d 7.45 d 7.44 d 7.46 d 7.48 d 7.46 d
19Pheol 1a 3.28 m 3.30 m 3.30 m 3.30 m 3.30 m 3.28 m 3.30 m
1b 3.32 m 3.32 m 3.33 m 3.33 m 3.33 m 3.32 m 3.33 m
2 3.86 m 3.84 t 3.86 m 3.86 m 3.86 m 3.87 m 3.86 m
3a 2.61 dd 2.61 dd 2.61 dd 2.61 dd 2.62 dd 2.61 dd 2.63 dd
3b 2.83 dd 2.83 dd 2.83 dd 2.84 dd 2.84 dd 2.84 dd 2.84 dd
5 7.20 m 7.22 m 7.21 m 7.21 m 7.22 m 7.21 m 7.22 m
6 7.19 m 7.18 m 7.19 m 7.19 m 7.20 m 7.19 m 7.20 m
7 7.11 m 7.11 m 7.11 m 7.11 m 7.12 m 7.13 m 7.12 m
OH 4.70 t 4.69 t 4.67 t 4.69 t
NH 7.27 d 7.15 m 7.18 m 7.18 m 7.19 m 7.30 d 7.18 m

a Instrument 1H frequency 400 MHz; b Instrument 1H frequency 500 MHz; c,d,e These signals may interchange in columns.