盐酸四环素中可交换氢和氢键的核磁共振波谱研究

盐酸四环素中可交换氢和氢键的核磁共振波谱研究

谢金华,王乐,刘盼,苏稀琪,MINGLi-June

An NMR Spectroscopy Study on the Exchangeable Protons and Hydrogen Bonds in Tetracycline Hydrochloride

Jin-hua XIE,Le WANG,Pan LIU,Xi-qi SU,Li-June MING

表1 盐酸四环素及其衍生物的NMR信号归属

Table 1 NMR signal assignments of tetracycline hydrochloride and its derivatives

Position	1A/δ_H (J/HZ)	1A/δ_C	1B/δ_H (J/HZ)	1B/δ_C	1C/δ_H(J/HZ)	1C/δ_C
1	/	192.7	/	193.7	/	194.0
2	/	95.4	/	96.0	/	96.2
3	/	187.8	/	187.6	/	187.8
4	4.71(s)	65.8	4.58 (s)	65.4	4.34 (s)	68.7
4a	3.02 (d, J=11.4 Hz)	41.5	2.79~2.88 (m)	42.3	2.84~2.90 (m)	35.5
5	3.76 (dd, J=10.4/9.6 Hz)	64.5	3.72 (dd, J=10.2/9.4 Hz)	64.9	2.21 (dd, J=8.9/3.1 Hz, H-5eq) 1.79 (q, J=13.2 Hz, H-5ax)	27.5
5a	3.60 (d, J=8.9 Hz)	44.7	2.79~2.88 (m)	50.4	2.84~2.90 (m)	42.2
6	/	141.2	/	69.5	/	68.5
6a	/	143.7	/	149.3	/	148.5
7	7.12 (d, J=7.2 Hz)	116.9**	7.07 (d, J=7.6 Hz)	115.4**	7.12 (d, J=7.6 Hz)	115.7**
8	7.57 (dd, J=8.0/8.0 Hz)	137.6	7.52 (dd, J=8.0/8.0 Hz)	137.0	7.56 (dd, J=8.0/8.0 Hz)	137.1
9	6.95 (d, J=8.4 Hz)	117.8**	6.90 (d, J=8.3 Hz)	117.5**	6.94 (d, J=8.3 Hz)	117.5**
10	/	161.3	/	161.7	/	161.9
10a	/	114.9	/	115.0	/	115.0
11	/	194.0	/	194.3	/	193.5
11a	/	105.7	/	105.9	/	107.4
12	/	174.2	/	174.2	/	175.6
12a	/	74.1	/	73.1	/	73.7
OH-3	7.57*	/	7.52*		7.47*	/
OH-10	11.48	/	11.61		11.81 (s)	/
OH-12	15.02	/	15.06		15.13 (s)	/
OH-12a	10.21*	/	10.09*		10.48*	/
CONH₂	9.57, 9.02	172.2	9.52, 9.06	172.6	9.56 (s), 9.12 (s)	172.6
NH⁺	15.83*		16.28*		16.41*
NMe₂	2.80 (s)	42.3	2.79~2.88 (m)	42.7	2.84~2.90 (m)	40.0
R¹	6.34*	/	5.92*	/	/	/
R²	5.54, 5.42	114.3	1.68 (s)	25.2	1.53 (s)	23.1
R³	5.54, 5.42	114.3	5.00*	/	5.05*	/