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

Table 2.

NMR data of trichorzianine 1938 ^a in DMSO-d₆.

Position		δ_C, mult. ^b	δ_H, mult., J (Hz)	LR C–H correlations ^c	NOE correlations ^d
Ac	1	171.1 s		Ac-2, ¹Aib-NH,4
	2	23.1 q	1.93 s		¹Aib-NH,3,4
¹Aib	1	175.7 ^e s		²Ala-NH, ¹Aib-NH,3,4
	2	55.8 s		¹Aib-NH,3,4
	3	26.2 ^g q	1.35 s	¹Aib-NH	¹Aib-NH
	4	24.0 ^h q	1.32 s	¹Aib-3	¹Aib-NH
	NH		8.56 s		Ac-2, ¹Aib-3,4
²Ala	1	174.5 s		³Ala-NH, ²Ala-2,3
	2	50.9 d	4.02 m	²Ala-NH,3	²Ala-NH,3
	3	16.8 q	1.31 d	²Ala-NH,2	²Ala-NH,2
	NH		8.25 d (5.2)		³Ala-NH, ²Ala-2,3
³Ala	1	174.5 s		⁴Aib-NH, ³Ala-2,3
	2	51.0 d	3.99 m	³Ala-NH,3	³Ala-NH,3, ⁴Aib-NH
	3	16.2 q	1.33 d	³Ala-NH,2	³Ala-NH,2
	NH		7.68 d (5.6)		⁴Aib-NH, ³Ala-2,3, ²Ala-NH
⁴Aib	1	175.0 s		⁵Iva-NH
	2	56.0 ^f s		⁴Aib-NH,3,4
	3	26.1 ^g q	1.43 ^k s	⁴Aib-NH,4	⁴Aib-NH
	4	23.2 ^h q	1.35 ^l s	⁴Aib-NH,3	⁴Aib-NH
	NH		7.87 s		⁴Aib-2,3, ³Ala-NH,2
⁵Iva	1	176.4 s		⁶Gln-NH, ⁵Iva-3,NH
	2	58.6 s		⁵Iva-NH,3a,3b,4,5
	3a	25.6 t	2.20 m	⁵Iva-4	⁵Iva-4,3b
	3b		1.62 m		⁵Iva-4,3a
	4	7.4 q	0.74 t	⁵Iva-3a,3b	⁵Iva-NH,3a,3b
	5	22.7 q	1.35 ^l s	⁵Iva-NH,3a	⁵Iva-NH,
	NH		7.47 s		⁵Iva-4,5
⁶Gln	1	174.0 s		⁷Aib-NH, ⁶Gln-2
	2	56.0 d	3.78 m	⁶Gln-NH,3,4a,4b	⁷Aib-NH, ⁶Gln-NH,3,4a,4b
	3	26.2 t	1.97 m	⁶Gln-2,4a,4b,NH	⁶Gln-2,4a,4b,NH, ⁷Aib-NH
	4a	31.6 ⁱ t	2.15 m	⁶Gln-3,NH₂b	⁶Gln-2,3,4b,NH,NH₂a
	4b		2.23 m		⁶Gln-2,3,4a
	5	173.6 s		⁶Gln-3,4a,4b,NH₂a,b
	NH₂a		7.17 s		⁶Gln-4a,NH₂b
	NH₂b		6.76 s		⁶Gln-NH₂a
	NH		7.74 m		⁶Gln-2,3,4a
⁷Aib	1	175.8 ^e s		⁸Aib-NH, ⁷Aib-NH,3,4
	2	56.1 ^f s		⁷Aib-NH,3,4
	3	25.8 ^g q	1.42 ^k s	⁷Aib-NH,4	⁷Aib-NH
	4	22.6 ^h q	1.34 s	⁷Aib-NH	⁷Aib-NH
	NH		7.86 s		⁶Gln-2,3, ⁷Aib-3,4, ⁸Aib-NH
⁸Aib	1	175.9 ^e s		⁹Aib-NH, ⁸Aib-3,4
	2	56.1 ^f s		⁸Aib-NH,3,4
	3	26.3 ^g q	1.42 ^k s	⁸Aib-NH,4	⁸Aib-NH
	4	23.3 ^h q	1.39 ^l s	⁸Aib-3	⁸Aib-NH
	NH		7.55		⁸Aib-3,4, ⁷Aib-NH, ⁹Aib-NH
⁹Aib	1	176.4 s		¹⁰Ser-NH, ⁹Aib-3,4
	2	56.1 ^f s		⁹Aib-NH,3,4
	3	26.5 ^g q	1.46 ^k s	⁹Aib-NH,4
	4	23.0 ^h q	1.42 ^l s	⁹Aib-3	⁹Aib-NH
	NH		7.77		⁹Aib-4, ⁸Aib-NH
¹⁰Ser	1	170.6 s		¹¹Leu-NH, ¹⁰Ser-2,3a	-
	2	58.9 d	4.02 m		¹⁰Ser-NH,3a,3b, ¹¹Leu -NH
	3a	61.2 t	3.73 m	¹⁰Ser-NH,2	¹⁰Ser-NH,2
	3b		3.78 m		¹⁰Ser-NH,2
	OH
	NH		7.74 m		¹⁰Ser-2,3a,3b
¹¹Leu	1	173.7 ^j s		¹²Aib-NH, ¹¹Leu-2
	2	51.5 d	4.27 m	¹¹Leu-NH,4	¹²Aib-NH, ¹¹Leu-NH,3a,3b,5, ¹³Pro-5a
	3a	39.2 t	1.56 m	¹¹Leu-2,5,6	¹¹Leu-2,3b,5
	3b		1.70 m		¹¹Leu-NH,2,3a,5
	4	23.9 d	1.73 m	¹¹Leu-5,6	¹¹Leu-NH,6
	5	20.5 q	0.76 d	¹¹Leu-6,3b	¹¹Leu-2,3a,3b
	6	23.0 q	0.82 d	¹¹Leu-5,3b	¹¹Leu-4
	NH		7.59 d (8.0)		¹⁰Ser-2, ¹¹Leu-2,3b,4
¹²Aib	1	173.0 s		¹²Aib-NH,3,4
	2	56.2 ^f s		¹²Aib-NH,3,4
	3	25.8 ^g q	1.39 s	¹²Aib-NH	¹²Aib-NH
	4	23.2 ^h q	1.49 s	¹²Aib-NH	¹²Aib-NH, ¹³Pro-5b
	NH		7.89 s		¹³Pro-5a,5b, ¹¹Leu-2, ¹²Aib-3,4
¹³Pro	1	173.4 s		¹⁴Leu-NH, ¹³Pro-2,3a
	2	63.1 d	4.21 t (8.0)	¹³Pro-3a,4	¹⁴Leu-NH,5, ¹³Pro-3b,4
	3a	28.7 t	1.59 m	¹³Pro-2,5b	¹³Pro-3b,5a
	3b	28.7 t	2.22 m	¹³Pro-2,5b	¹³Pro-3a,2,4,5b
	4	26.2 t	1.86 m	¹³Pro-2	¹³Pro-2,3b,5a,5b
	5a	48.7 t	3.44 m	¹³Pro-3b	¹³Pro-2,3a,4,5b, ¹¹Leu-2, ¹⁴Leu-NH, ¹²Aib-NH
	5b	48.7 t	3.69 m	¹³Pro-3b	¹³Pro-4,5a, ¹²Aib-NH,3
¹⁴Leu	1	173.7 ^j s		¹⁵Aib-NH, ¹⁴Leu-2
	2	53.4 d	3.91 m	¹⁴Leu-NH,4	¹⁴Leu-3a,3b,4,5,6,NH, ¹⁵Aib-NH
	3a	38.7 t	1.51 m	¹⁴Leu-2,5,6	¹⁴Leu-2,3b,6,NH
	3b		1.78 m		¹⁴Leu-2,3a,6,NH
	4	24.8 d	1.68 m	¹⁴Leu-5,6	¹⁴Leu-2,5,NH
	5	23.0 q	0.92 d (6.0)	¹⁴Leu-6	¹⁴Leu-2,4, ¹³Pro-2
	6	21.0 q	0.82 m	¹⁴Leu-5	¹⁴Leu-2,3a,3b
	NH		7.72 m		¹⁴Leu-2,3a,3b,4, ¹³Pro-2,5a
¹⁵Aib	1	175.4 s		¹⁶Ile-NH, ¹⁵Aib-NH,3,4
	2	56.3 ^f s		¹⁵Aib-NH,3,4
	3	26.1 ^g q	1.44 ^k s	¹⁵Aib-4	¹⁵Aib -NH
	4	23.4 ^h q	1.37 ^l s	¹⁵Aib-NH,3	¹⁵Aib-NH
	NH		7.64 s		¹⁶Ile-NH, ¹⁵Aib-3,4, ¹⁴Leu-2
¹⁶Ile	1	172.0 s		¹⁷Glu-NH, ¹⁶Ile-2	-
	2	58.9 d	3.93 m	¹⁶Ile-NH,4b,6	¹⁶Ile-NH,3,4b,6
	3	35.6 d	1.88 m	¹⁶Ile-2,4a,4b,5,6	¹⁶Ile-NH,2,6
	4a	25.0 t	1.20 m	¹⁶Ile-2,3,5,6	¹⁶Ile-NH,4b
	4b		1.47 m		¹⁶Ile-NH,2,4a,5
	5	11.5 q	0.82 m	¹⁶Ile-4a	¹⁶Ile-4b
	6	15.6 q	0.86 d	¹⁶Ile-4a,2	¹⁶Ile-NH,2,3
	NH		6.96 s		¹⁶Ile-2,3,4a,4b,6, ¹⁵Aib-NH
¹⁷Glu	1	171.3 s		¹⁸Gln-NH, ¹⁷Glu-2,3a,3b
	2	53.6 d	4.06 m	¹⁷Glu-NH,4a,4b	¹⁸Gln-NH, ¹⁷Glu-NH,3a,3b,4a,4b
	3a	26.5 t	1.87 m	¹⁷Glu-2,4a,4b	¹⁷Glu-NH,2,4b
	3b		1.97 m		¹⁷Glu-NH,2.4a
	4a	30.4 t	2.25 m	¹⁷Glu-2,3a,3b	¹⁷Glu-NH,2,3b
	4b		2.37 m		¹⁷Glu-NH,2,3a
	5	173.8 ^j s		¹⁷Glu-4b
	NH		7.68 d (5.6)		¹⁷Glu-2,3a,3b,4a,4b
¹⁸Gln	1	170.8 s		¹⁹PheOH-NH, ¹⁸Gln-2,3a,3b
	2	53.1 d	4.06 m	¹⁸Gln-NH,3a,3b,4a,4b	¹⁹PheOH-NH, ¹⁸Gln-NH,3a,3b,,4b
	3a	27.7 d	1.83 m	¹⁸Gln-2,4a,4b,NH	¹⁸Gln-NH,2,3b,4a
	3b		1.70 m		¹⁸Gln-NH,2,3a,4b
	4a	31.7 ⁱ t	2.05 m	¹⁸Gln-NH₂a,2,3a,3b	¹⁸Gln-3a
	4b		1.97 m		¹⁸Gln-NH,NH₂b,2,3b
	5	173.6		¹⁸Gln-NH₂a,b,3a,3b,4a,4b
	NH₂a		6.65 s		¹⁸Gln-NH₂b
	NH₂b		7.10 s		¹⁸Gln-NH₂a,4b
	NH		7.46 d		¹⁹PheOH-NH, ¹⁸Gln-2,3a,3b,4b
¹⁹PheOH	1a	62.7 t	3.29 m	¹⁹PheOH-2,3a,3b	¹⁹PheOH-NH,2,3a,3b,5
	1b		3.32 m		¹⁹PheOH-NH,2,3a,3b
	2	52.5 d	3.86 m	¹⁹PheOH-1a,1b,3a,3b,NH	¹⁹PheOH-NH,1a,1b,3a,3b,5
	3a	36.6 t	2.61 dd (13.4, 8.2)	¹⁹PheOH-1a,1b,2,5	¹⁹PheOH-NH,1a,1b,2,5
	3b		2.84 dd (13.2,4.8)		¹⁹PheOH-1a,1b,2,5
	4	139.2 s		¹⁹PheOH-2,3a,3b,5
	5	129.4 d	7.21 m	¹⁹PheOH-3a,3b,6,7	¹⁹PheOH-1a,2,3a,3b,7,NH
	6	128.2 d	7.19 m	¹⁹PheOH-5,7
	7	126.0 d	7.12 m	¹⁹PheOH-5,6	¹⁹PheOH-5,NH
	OH
	NH		7.27 d (8)		¹⁸Gln-NH,2, ¹⁹PheOH-1a,1b,2,3a,5,7

^a Carried out on an AVANCE-400 Bruker instrument; ^b multiplicity and assignment are from HSQC experiment; ^c values determined from HMBC experiment; ⁿJ_CH = 8 Hz, recycle time 1 s; ^d selected NOE’s from a ROESY experiment; ^{e,f,g,h,i,j,k,l} these signals may interchange.