Sulfonate derivatives bearing an amide unit: design, synthesis and biological activity studies

Liu, You-hua; Li, Chang-kun; Nie, Mao-yu; Wang, Fa-li; Ren, Xiao-li; Jin, Lin-hong; Zhou, Xia

doi:10.1186/s13065-024-01151-0

BMC Chemistry

Table 3 In vitro antibacterial activity results of the title compounds

From: Sulfonate derivatives bearing an amide unit: design, synthesis and biological activity studies

Compd.	Xoo		Xoc		Xac		Psa
Compd.	100 µg/mL(%)^a	50 µg/mL(%)^a	100 µg/mL(%)^a	50 µg/mL(%)^a	100 µg/mL(%)^a	50 µg/mL(%)^a	100 µg/mL(%)^a	50 µg/mL(%)^a
A₁	18.56 ± 1.33	21.11 ± 1.15	70.33 ± 2.53	36.20 ± 1.10	35.03 ± 1.23	26.05 ± 1.03	27.91 ± 3.15	12.88 ± 1.51
A₂	33.16 ± 0.93	22.78 ± 0.76	53.43 ± 1.81	27.27 ± 2.09	46.87 ± 2.78	23.03 ± 1.14	21.12 ± 2.52	11.64 ± 0.99
A₃	41.16 ± 1.21	36.85 ± 1.35	41.63 ± 2.19	26.16 ± 1.20	46.03 ± 1.24	20.18 ± 2.48	18.52 ± 2.46	10.43 ± 1.44
A₄	90.59 ± 3.32	39.67 ± 1.45	66.67 ± 1.54	40.19 ± 1.27	39.00 ± 2.34	23.96 ± 3.30	22.37 ± 2.01	12.62 ± 2.05
A₅	42.74 ± 1.47	10.73 ± 1.00	78.15 ± 1.54	45.45 ± 1.44	49.00 ± 4.50	25.08 ± 1.32	12.94 ± 2.54	8.12 ± 2.06
A₆	13.46 ± 1.15	33.51 ± 1.58	66.99 ± 1.66	40.19 ± 1.66	56.64 ± 1.34	34.49 ± 1.03	10.16 ± 1.45	8.69 ± 4.39
A₇	39.67 ± 1.85	58.58 ± 1.40	56.94 ± 1.27	36.20 ± 4.45	42.63 ± 0.94	28.86 ± 3.40	20.10 ± 1.46	8.31 ± 2.45
A₈	13.28 ± 1.30	38.79 ± 2.06	69.06 ± 1.10	49.76 ± 0.83	52.54 ± 3.02	25.55 ± 1.03	16.06 ± 2.20	9.75 ± 1.42
A₉	11.79 ± 1.52	65.00 ± 2.71	60.29 ± 1.27	37.16 ± 1.20	42.44 ± 2.37	27.06 ± 4.71	15.07 ± 2.86	6.61 ± 2.08
A₁₀	68.78 ± 3.86	20.99 ± 3.56	45.45 ± 2.91	24.72 ± 1.68	35.08 ± 1.36	28.68 ± 1.53	9.53 ± 0.34	5.63 ± 2.04
A₁₁	21.78 ± 1.76	23.17 ± 1.05	61.08 ± 1.46	41.47 ± 2.92	34.89 ± 2.14	26.85 ± 2.92	14.78 ± 4.83	5.52 ± 1.21
A₁₂	64.69 ± 1.19	52.67 ± 1.10	56.78 ± 2.46	33.97 ± 2.53	30.08 ± 1.67	24.97 ± 3.74	9.79 ± 1.69	5.29 ± 2.59
A₁₃	31.35 ± 0.50	32.41 ± 1.92	35.41 ± 2.09	23.13 ± 1.00	36.45 ± 2.92	19.03 ± 1.13	20.28 ± 2.92	11.75 ± 3.73
A₁₄	17.89 ± 1.94	61.91 ± 1.14	85.96 ± 1.68	37.00 ± 1.46	32.39 ± 1.82	24.50 ± 4.05	10.23 ± 1.69	6.31 ± 3.95
A₁₅	15.58 ± 2.17	54.32 ± 2.61	94.74 ± 0.48	72.41 ± 1.00	40.84 ± 3.92	25.73 ± 1.49	13.24 ± 3.88	5.18 ± 4.77
A₁₆	63.76 ± 2.72	25.74 ± 4.09	100	84.69 ± 2.91	31.26 ± 2.30	28.04 ± 2.64	10.01 ± 2.54	5.70 ± 3.51
A₁₇	10.96 ± 0.60	34.26 ± 4.29	49.92 ± 2.64	33.33 ± 1.93	49.71 ± 1.96	27.60 ± 1.64	0.55 ± 2.92	0.91 ± 2.61
A₁₈	11.49 ± 0.59	27.92 ± 3.26	55.50 ± 4.78	45.30 ± 1.00	42.16 ± 0.90	19.39 ± 1.58	2.86 ± 0.61	0
B₁	68.78 ± 3.86	25.15 ± 4.24	48.00 ± 0.35	32.67 ± 1.33	60.79 ± 2.65	40.40 ± 1.25	9.29 ± 0.71	5.47 ± 1.03
B₂	20.99 ± 3.56	8.07 ± 4.66	38.00 ± 0.53	25.80 ± 0.20	49.56 ± 2.50	35.68 ± 1.25	14.25 ± 2.15	7.70 ± 1.28
B₃	44.22 ± 2.02	5.13 ± 2.52	35.07 ± 0.12	29.67 ± 0.12	66.22 ± 3.18	43.71 ± 1.43	15.14 ± 1.53	6.32 ± 1.04
B₄	23.30 ± 1.02	0	42.07 ± 0.42	27.47 ± 0.81	43.52 ± 2.41	30.81 ± 1.03	2.89 ± 2.15	2.98 ± 0.46
B₅	21.78 ± 1.76	0	41.53 ± 0.31	22.33 ± 0.31	69.24 ± 1.73	40.18 ± 1.47	5.97 ± 4.45	1.38 ± 2.15
B₆	23.17 ± 1.05	11.18 ± 4.12	41.53 ± 0.90	31.40 ± 1.40	58.34 ± 2.20	35.71 ± 4.68	29.9 ± 1.23	14.84 ± 1.39
B₇	64.69 ± 1.19	39.33 ± 0.34	65.33 ± 0.31	33.73 ± 1.15	47.58 ± 2.67	30.77 ± 1.04	9.02 ± 4.04	6.84 ± 1.84
B₈	52.67 ± 1.10	8.78 ± 0.81	39.40 ± 1.06	28.93 ± 0.83	49.19 ± 2.94	26.92 ± 2.54	27.09 ± 1.09	10.6 ± 1.34
B₉	31.35 ± 0.50	8.24 ± 1.18	41.93 ± 0.31	29.80 ± 0.35	15.36 ± 2.22	34.52 ± 3.95	6.48 ± 0.71	2.98 ± 2.84
B₁₀	32.41 ± 1.92	7.91 ± 2.08	30.27 ± 0.81	24.80 ± 0.20	47.49 ± 1.39	39.39 ± 1.27	4.10 ± 4.52	0
B₁₁	17.89 ± 1.94	12.11 ± 0.75	43.80 ± 0.72	31.13 ± 0.42	31.02 ± 0.99	22.41 ± 1.59	2.50 ± 3.73	0
B₁₂	61.91 ± 1.14	13.26 ± 1.43	38.73 ± 0.76	21.27 ± 0.12	15.78 ± 1.86	4.86 ± 1.59	3.98 ± 1.84	0
B₁₃	15.58 ± 2.17	21.88 ± 1.52	35.13 ± 0.76	29.00 ± 1.06	35.27 ± 2.52	24.04 ± 1.78	2.58 ± 1.95	0
B₁₄	54.32 ± 2.61	13.91 ± 0.98	41.60 ± 0.35	33.00 ± 0.20	30.36 ± 2.62	20.07 ± 2.31	0	0
B₁₅	63.76 ± 2.72	15.28 ± 0.81	44.40 ± 1.40	28.93 ± 0.31	45.55 ± 2.37	39.24 ± 1.03	0	0
B₁₆	25.74 ± 4.09	13.48 ± 1.16	41.00 ± 1.25	18.27 ± 0.23	37.25 ± 1.28	30.45 ± 3.00	0	0
B₁₇	10.96 ± 0.60	0	52.20 ± 1.11	37.60 ± 0.40	58.43 ± 1.20	32.72 ± 1.08	0	0
B₁₈	34.26 ± 4.29	14.13 ± 2.54	47.73 ± 0.31	27.93 ± 0.12	63.10 ± 2.92	35.60 ± 2.60	11.94 ± 2.23	8.00 ± 2.09
B₁₉	11.49 ± 0.59	3.82 ± 0.41	53.00 ± 0.35	39.47 ± 0.61	63.67 ± 2.89	32.86 ± 1.03	5.27 ± 2.65	4.69 ± 2.96
B₂₀	27.92 ± 3.26	6.87 ± 0.59	38.27 ± 0.61	23.60 ± 0.20	47.77 ± 1.81	22.27 ± 2.07	5.89 ± 2.48	3.87 ± 1.63
C₁	65.43 ± 0.49	35.33 ± 1.47	58.62 ± 1.39	31.90 ± 0.74	52.52 ± 1.45	41.19 ± 1.43	38.96 ± 1.27	22.22 ± 1.75
C₂	55.81 ± 2.43	43.24 ± 1.15	39.60 ± 1.25	18.00 ± 0.54	49.85 ± 1.05	38.96 ± 1.61	41.39 ± 2.37	24.72 ± 2.40
C₃	64.67 ± 1.57	26.86 ± 0.57	34.56 ± 1.24	25.77 ± 1.87	62.74 ± 1.22	49.04 ± 1.22	29.65 ± 1.15	11.11 ± 0.98
C₄	92.10 ± 1.29	71.62 ± 0.16	87.93 ± 0.54	51.19 ± 1.25	64.96 ± 1.00	46.07 ± 2.23	32.43 ± 3.23	16.11 ± 1.15
C₅	42.48 ± 2.31	26.00 ± 1.48	41.24 ± 0.47	24.06 ± 1.84	49.33 ± 2.26	36.52 ± 1.41	26.94 ± 2.41	11.67 ± 1.91
C₆	59.62 ± 1.44	29.43 ± 1.74	38.24 ± 2.28	26.52 ± 1.44	43.41 ± 1.34	38.67 ± 1.33	11.88 ± 1.50	0
C₇	82.19 ± 1.44	47.71 ± 0.86	84.12 ± 1.84	41.04 ± 0.31	62.89 ± 2.04	46.37 ± 2.06	52.22 ± 1.82	34.44 ± 0.94
C₈	57.81 ± 1.08	31.05 ± 3.00	36.33 ± 1.99	20.45 ± 0.54	58.44 ± 1.02	34.81 ± 1.70	26.81 ± 1.88	10.56 ± 0.94
C₉	56.48 ± 1.90	28.76 ± 1.44	42.40 ± 2.37	34.08 ± 1.03	62.30 ± 2.27	52.15 ± 1.12	38.19 ± 1.26	27.57 ± 1.39
C₁₀	66.19 ± 1.90	38.19 ± 1.44	48.53 ± 2.37	33.06 ± 1.30	58.15 ± 1.48	49.93 ± 1.12	25.97 ± 1.07	15.63 ± 0.95
C₁₁	59.14 ± 1.78	32.29 ± 1.74	51.74 ± 1.14	28.02 ± 0.71	56.07 ± 2.58	48.74 ± 1.61	11.94 ± 1.54	3.96 ± 0.95
C₁₂	61.43 ± 1.31	40.29 ± 0.57	30.88 ± 0.54	25.97 ± 1.34	57.56 ± 2.12	37.26 ± 1.48	17.29 ± 2.32	1.67 ± 1.91
C₁₃	68.19 ± 1.67	40.57 ± 1.25	32.58 ± 1.03	22.22 ± 1.79	53.56 ± 1.02	39.63 ± 2.02	1.53 ± 1.70	1.18 ± 1.03
C₁₄	55.33 ± 1.00	34.38 ± 3.08	46.35 ± 1.39	34.01 ± 2.46	44.15 ± 3.70	36.44 ± 2.31	39.86 ± 2.23	24.51 ± 1.22
C₁₅	69.81 ± 3.57	31.71 ± 0.49	23.38 ± 1.93	14.45 ± 1.18	55.41 ± 2.57	44.52 ± 2.25	46.04 ± 2.76	37.43 ± 1.92
C₁₆	54.00 ± 1.31	24.76 ± 1.47	38.17 ± 1.39	20.04 ± 1.14	54.15 ± 3.03	44.81 ± 3.03	35.76 ± 1.67	11.67 ± 1.85
C₁₇	55.33 ± 1.00	35.52 ± 1.29	70.28 ± 1.55	41.24 ± 1.13	48.59 ± 2.06	45.85 ± 1.03	9.65 ± 1.70	1.74 ± 1.59
C₁₈	63.62 ± 1.94	36.86 ± 0.49	47.99 ± 0.83	26.58 ± 1.02	53.63 ± 1.81	43.48 ± 2.45	2.71 ± 2.18	0
C₁₉	62.19 ± 0.87	36.19 ± 0.72	76.35 ± 1.70	43.08 ± 1.05	54.74 ± 0.68	44.52 ± 3.34	7.78 ± 1.89	3.61 ± 1.48
C₂₀	74.00 ± 1.31	39.43 ± 1.87	29.65 ± 1.06	18.13 ± 0.92	50.44 ± 1.02	39.26 ± 2.63	7.36 ± 1.03	0
BT	100	77.00 ± 1.46	84.00 ± 2.36	42.00 ± 2.13	57.00 ± 1.18	41.00 ± 0.64	/	/
TZ	/	/	/	/	97.00 ± 2.64	40.00 ± 1.70	60.00 ± 3.24	42.00 ± 1.13
TC	100	54.00 ± 1.12	62.00 ± 2.48	33.00 ± 2.41	40.00 ± 0.57	27.00 ± 2.32	37.00 ± 2.80	22.00 ± 1.70

^aAll results are expressed as mean ± SD.

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