Novel depsides as potential anti-inflammatory agents with potent inhibitory activity against Escherichia coli-induced interleukin-8 production

Figures & data

Figure 1.  The structure of jaboticabin.

Scheme 1.  (i) CH₃OH or (CH₃)₂CHCH₂OH; H₂SO₄; reflux. (ii) DCC, DMAP, CH₂Cl₂, reflux.

Table 1.  MICs (minimum inhibitory concentrations) (μg/mL) of the synthetic compounds.

Compound	Microorganism
	Gram-positive			Gram-negative
	B. subtilis ATCC 6633	S. aureus ATCC 6538	S. faecalis ATCC 9790	P. aeruginosa ATCC 13525	E. coli ATCC 35218	E. cloacae ATCC 13047
3	6.25	6.25	6.25	6.25	1.562	3.125
4	6.25	12.5	12.5	12.5	3.125	6.25
5	12.5	6.25	6.25	3.125	0.78	3.125
6	12.5	25	6.25	6.25	1.562	6.25
7	25	> 50	> 50	6.25	6.25	6.25
8	> 50	6.25	3.125	12.5	12.5	> 50
9	12.5	25	25	12.5	6.25	6.25
10	6.25	6.25	6.25	6.25	6.25	> 50
11	> 50	12.5	25	> 50	12.5	> 50
12	25	> 50	12.5	25	12.5	25
13	1.562	> 50	> 50	6.25	> 50	> 50
14	3.125	25	25	> 50	25	12.5
15	3.125	6.25	12.5	25	> 50	6.25
16	12.5	12.5	> 50	25	> 50	6.25
17	6.25	6.25	25	> 50	25	25
18	6.25	6.25	> 50	25	> 50	6.25
Penicillin G	1.562	1.562	1.562	6.25	6.25	3.125
Kanamycin B	0.39	1.562	3.125	3.125	3.125	1.562

Figure 2.  Inhibitory activities of compound 5 on IL-8 production (pg/mL) induced by E. coli water extract. Results are mean ± SEM of 3–5 experiments. Comparison 15, 30, and 60 μmol L⁻¹ of all agents versus control: ***p < 0.001; comparison compound 5 versus aspirin: ^###p < 0.001. C, concentration of agent.

Figure 3.  Effects of different agents on cell viability. Results are mean ± SEM of 4–6 experiments. Comparison 15, 30, and 60 μmol L⁻¹ of all agents versus control: p > 0.05. V, cell viability; C, concentration of agent.