Synthesis and paroxonase activities of novel bromophenols

Figures & data

Figure 1.  Some natural bromophenols.

Scheme 1.  Synthesis of novel bromophenols (i) PPA, 80°C, 85%; (ii) 1.2 eq Br₂/CH₂Cl₂, 25°C, 47%; (iii) 4 eq Br₂/CH₂Cl₂, 25°C; (iv) 1. BBr₃/CH₂Cl₂, 0–25°C, 2. MeOH or H₂O, 0–25°C.

Figure 2.  The molecular structures of the compounds 7, 8 and 9, showing the atom numbering scheme.

Table 1  Purification steps of PON1 enzyme from human serum by Ammonium sulfate precipitation, anion exchange chromatography and gel filtration chromatography.

Purification steps	Activity (U/mL)	Total volume (mL)	Protein (mg/mL)	Total protein (mg)	Total activity (U)	Specific activity (EU/mg)	Yield (%)	Purification fold
Serum	102	25	6.53	163.25	2550	15.62	100,0	1,0
Ammonium sulfate precipitation (60–80%)	113.5	15	5.01	75.15	1702.5	22.65	66.7	1,45
DEAE-Sephadex A50 anion exchange chromatography	137.7	9	0.18	1.62	1239.3	765	48.6	49
Sephadex G-200 gel filtration chromatography	179.2	6	0.05	0.3	1075.2	3584	42.1	~229

Table 2.  IC₅₀ values of chemicals on PON1.

Compound	IC50 mM
6	1.212
7	0.174
8	0.123
9	0.125
10	0.832
11	1.110
12	0.701